Our leading MGA client is seeking an experienced SVP of Underwriting to oversee and grow its Excess Casualty & Excess Auto business unit. This role will lead a team of 25, driving profitability, expansion, and operational excellence in the Specialty E&S, Non-Admitted space.

The ideal candidate has 10-15 years of experience in Excess Casualty & Auto underwriting, a proven track record of managing P&L, and strong leadership skills in building and optimizing high-performing teams. Experience managing a $100M+ GWP book and a team of 20+ is essential.

This is a remote position with a Northeast presence preferred. Travel required to collaborate with teams, carriers, and reinsurers. You must have expertise in E&S markets, a strong industry network, and true people management experience to advance the existing teams.

Contact Harrison Hines to learn more.

Our fast growing MGA is diversifying their portfolio and looking for program underwriting leaders and seasoned production underwriters to build or join programs across professional liability, commercial auto/ trucking, E&S property, and more.

Through M&A,  this client has capacity and resources day one for program leaders to be hired quickly and up and writing business within a couple of months of hire.  If you've wanted to start your own program with more peace of mind and a shorter launch time, this is a great opportunity to pursue.

Strong underwriters who want to support existing and competitive new programs are also a need.  Positions are fully remote!  Contact Stacy St. Onge to learn more.

Our fast-growing MGA client is launching a new program dedicated to Professional Lines, Directors & Officers and in need of a senior underwriting leader to grow the book of business, build a team, and expand offerings.

Capacity, resources, and capital are in place to set the right underwriting expert up for success! Position is fully remote, comes with autonomy on what to write and how to distribute their offerings, as well as competitive incentives/ equity to hit certain GWP goals. No prior program experience is required, but you must have at least 10 years of building and managing large books of Professional Liability/ D&O/ Management Liability offerings to be considered.

Please contact Stacy St. Onge to learn more!

Our MGA client is diversifying their portfolio and looking for a professional liability program to start writing business.  If you are a seasoned underwriting leader looking to build a team and manage a new book of business based on your underwriting expertise, broker relationships, and industry knowledge, then contact Stacy St. Onge to learn more.

Company provides capacity, technology, and capital to set you up for success.  Fully remote!

Our growing full-stack MGA specializing in E&S property and habitational real estate is seeking E&S Property Production Underwriters to handle high-volume submissions, grow their own book, and build strong broker relationships. Accounts typically range from $100K–$135K premium, and the role is fully remote with nationwide reach.

Candidates should have an MGA background, understand E&S property and habitational risks, and thrive in a fast-paced environment. CAT expertise is not required at this time, though there may be future opportunities as the company expands into additional perils.

Contact Walker Robinson to learn more!

Our scaling fronting carrier client is adding to their Casualty/ Professional Liability Programs Team and looking for an VP-level program / portfolio casualty underwriter to help manage a dozen programs from a referral and cross functional standpoint to ensure the continued success of these books.

The ideal candidate will have a strong underwriting background in any mix of admitted and commercial General Liability, Auto and Excess casualty or professional liability business (MGA experience is a plus, but not mandatory), will interface with back-office departments and externally with brokers and program leaders running due diligence of underwriting guidelines, forms, market analysis, and more.

This position will join a team of proactive and detail-oriented underwriters around the U.S. and must report to their NYC office 1-2 days a week if local, or once a month if out of state. Please contact Stacy St. Onge to learn more!

Smith & Wilkinson has been retained by Atlantic Community Bankers Bank (“ACBB”) to identify the organization’s SVP, People & Culture. This newly created role will lead the strategic direction, operational excellence, and cultural development of the Human Resources function. The SVP will align workforce strategy with business goals, oversee HR operations and compliance, and champion culture, engagement, and employee experience across the organization. The ideal candidate will bring senior-level HR leadership experience, expertise in HR operations, benefits, payroll, and talent strategy, along with strong communication and analytical skills.

Founded as the first full-service bankers’ bank in the Northeast, ACBB is driven by a passion for community and a deep belief in the value of community financial institutions. Today, ACBB serves more than 375 financial institutions with a comprehensive suite of correspondent banking, lending, investment, and treasury management services. With ~125 dedicated employees, ACBB’s ability to serve its shareholders, clients, and partners is rooted in its people, making this role critical to the organization’s future growth and success.

Contact Moriah Maron or Cameron Boyd to learn more.

Holyoke Credit Union was organized in 1911 as a Massachusetts state-chartered credit union to deliver a full assortment of consumer banking services to its members. Today, Holyoke Credit Union is chartered by the Commonwealth of Massachusetts and regulated by the Massachusetts Division of Banks. Financially strong and professionally managed for more than 100 years, Holyoke Credit Union is a wise choice for individuals and businesses interested in banking and financial services founded on a dedication to stability, expertise, and peace of mind.

To best serve its members, HCU begins with an exceptional team that embodies values of integrity, excellence, and collaboration. As HCU’s People & Culture Officer, you will play a crucial role in driving HR strategy, fostering an inclusive culture, and ensuring our team members feel engaged, valued, and supported.

The ideal candidate will bring fresh ideas and a strong passion for employee advocacy. You’ll oversee key HR functions including talent acquisition, onboarding, benefits administration, employee relations, and compliance. The People & Culture Officer will champion initiatives that enhance the employee experience and support HCU’s strategic goals.

S&W is proud to partner with Cape & Coast Bank in identifying their next Chief Financial Officer. Cape & Coast Bank has undergone significant investments in the institution’s future including a bank-wide rebrand to better reflect their commitment to the communities they serve. Formerly known as The Cooperative Bank of Cape Cod, Cape & Coast Bank is a $1.6B mutual community bank that has been serving Cape Cod and nearby communities for more than 100 years. Over the last decade, Cape & Coast has nearly doubled in assets, established a charitable foundation to address critical needs in Cape Communities, renovated and modernized the bank’s Headquarters in Hyannis, and made “future-proofing” improvements in technology and infrastructure. Through this growth and investment, the Bank is well positioned to provide innovative banking solutions and investment in the local community ultimately delivering on its mission of supporting the “people and businesses who are shaping the Cape’s future.”

Reporting directly to the CEO, the CFO will play a key leadership role in the next chapter of Cape & Coast’s evolution. The Chief Financial Officer serves as the Bank’s senior financial executive and a key strategic partner to the President/CEO and the Board. The CFO provides forward looking financial leadership, ensuring that financial planning, financial resource allocation, and risk management support the Bank’s long-term growth and strategic objectives. We are seeking a talented and strategic financial executive with a passion for community (and hopefully a connection to or an affinity for the Cape) for this critical leadership role.

For a confidential conversation, please contact Julia Crouter, Senior Associate, Financial Services (jcrouter@smithandwilkinson.com) or Cameron Boyd, Managing Partner, Financial Services (cboyd@smithandwilkinson.com).

Our MGU client is growing their Hotel Program and seeking a Property & GL/ Package Underwriter to write new business and renewals for accounts ranging from $25k-$50k in premium and manage relationships amongst retailers and wholesalers nationwide.  

You must have a minimum of 3 years of package (property & GL) underwriting experience and a proven track record of managing a $3mill+ GWP book on your own to be considered.  Hospitality industry knowledge a plus though any package underwriting in other industries is acceptable. 

Position is fully remote and comes with management opportunities in the near future.  Contact Colin Morgan to learn more.

Due to the work transition of a longtime employee, S&W has been retained by Reading Cooperative Bank (“RCB”) to manage the search and selection process for the bank’s next Chief Human Resources Officer.

RCB is a $922MM mutual bank based in Massachusetts guided by its “people over profits, every time” philosophy. Following completion of RCB’s merger with Wakefield Cooperative Bank the combined institution, will be able to support even more customers, communities, and businesses through a larger branch network (14), 120+ employees, and $1.2B in total assets. RCB is a progressive, technology-forward institution with strong financial performance, excellent asset quality, and deep community commitment.

Reporting to the Bank's CEO, the CHRO plays a key leadership role in the next chapter of the Bank's evolution. Working collaboratively with the executive and leadership teams, the CHRO is responsible for developing and executing a comprehensive human resources strategy that supports the bank’s business plan and strategic direction. The CHRO will focus on leading the bank’s culture, business plan, and strategic direction. We’re seeking experienced human resource leaders with an innate curiosity and a drive to continuously improve people, processes, and performance.

Contact Moriah Maron, Partner & Director of Recruiting, for a confidential conversation and to learn more.

S&W has been retained by Norway Savings Bank to manage the search and selection process for the Bank's next VP, Deposit Operations Manager. 

Established in 1866, Norway Savings Bank (“NSB”) is a well-respected, $2 billion, state-chartered mutual bank with deep roots in the communities it serves. With over 300 full-time employees and 25 branch locations throughout Maine and New Hampshire, NSB is the 8th largest bank headquartered in Maine. The Bank maintains a robust financial position with over 13% Tier 1 capital and a $1.4 billion loan portfolio. NSB delivers a comprehensive suite of consumer and business banking services, including deposit and lending solutions, and offers investment management and trust services through its Asset Management Group. With modern digital banking tools, NSB combines the convenience of anytime, anywhere banking with the local decision making and personalized services which define a true community bank.

Reporting to the Senior Vice President of Deposit Operations, the Deposit Operations Manager oversees and directs the daily activities of the Deposit Operations team, ensuring efficient processes and excellent service for both customers and internal partners. This leader plays a key role in developing and implementing policies and procedures across a wide range of deposit products and services, including digital and electronic banking, demand deposit and savings accounts, certificates of deposit, safe deposit boxes, ACH, wires, debit/ATM cards, IRAs, and account research.

Smith & Wilkinson is proud to partner with Bellwether Community Credit Union (BCCU) in managing the search for the Credit Union’s first SVP, Retail & Growth Officer.

Headquartered in Manchester, NH, BCCU is a $618 million institution and a highly respected, member-focused organization that has been serving communities across New Hampshire, as well as Essex and Middlesex counties in Massachusetts, for over 100 years. Bellwether blends the relationship-driven approach of a local credit union with the convenience of modern, easy-to-use digital tools. Dedicated to helping members grow and thrive, BCCU is a forward-thinking, community-minded institution that combines tradition, innovation, and a genuine commitment to the people it serves.

Reporting to the SVP, Chief Operating Officer the SVP, Retail & Growth Officer will oversee a talented team that includes Marketing, Retail Operations, the Contact Center, and Business Development. This leader will foster a culture of accountability, collaboration, and high performance while developing and executing innovative growth strategies, setting and achieving ambitious sales goals, and leveraging digital, data-driven, and community-based initiatives to expand market share.

We are seeking a collaborative and strategic leader with proven success in driving growth, member engagement, and market presence. For additional information or to arrange a confidential conversation, please contact:

Nate Townsend, Partner, Financial Services — ntownsend@smithandwilkinson.com

William Wegener, Senior Associate, Financial Services — wwegener@smithandwilkinson.com

Smith and Wilkinson is currently working with a leading nationwide commercial finance organization looking to add Business Development Officers (“BDO’s) to their Asset Based Lending team as part of their strategic growth plans. The BDO will be responsible for sourcing new relationships in the market as well as cultivating and maintaining existing relationships with customers in area. This is an excellent opportunity for a credit-minded sales professional looking to further build their career and serve their customers with a wide range of capital solutions to meet their individual needs. The organization has a multi-decade track record of being a competitive player in the commercial finance space and is continuing to build upon their past success. Please contact Stephen Peary for a confidential discussion about the opportunity.

Our growing full-stack MGA specializing in E&S property and habitational real estate is seeking an E&S Property Underwriting Manager to lead and mentor a team of experienced underwriters. This role involves driving growth in the mid-market habitational and commercial real estate segment, managing portfolio results, and ensuring profitability with clear production goals and bonus potential.

The position is fully remote and offers high visibility to senior leadership. Ideal candidates have an MGA background, a strong track record managing profitable property portfolios, and thrive in a fast-paced environment. CAT expertise is not required today, though future expansion into quake, flood, or wind perils may provide additional opportunities.

Contact Harrison Hines to learn more.

General Counsel, Reinsurance Brokerage

Our reinsurance broker client is hiring a General Counsel to support various strategic initiatives, advise on corporate governance and risk, oversee the drafting of various vendor agreement and reinsurance/ transactional contracts, and work closely with compliance to ensure global operating markets are up to date with various regulatory changes.

This role will also set processes and procedures as the legal function continues to scale, advise on employment and new hire legal matters, investments, and provide litigation support if needed.

You must have at least 10 years of experience in a legal role specific to reinsurance, property & casualty and a solutions-oriented mindset. Former start up experience or hands-on work helping an organization or new division scale is a major plus.

Position is fully remote! Contact Harrison Hines to learn more.

Our very established regional commercial property & casualty carrier client in greater Atlanta is growing their underwriting department and in need of strong underwriting associates to support the renewal and new business of small- midsized accounts. These positions are remote with pre-scheduled visits to their HQ for training and company meetings throughout the year.

This is a great opportunity if you're looking to grow within a very stable carrier.  Contact Walker Robinson to learn more.

Our program administrator client that’s building a new CAT-exposed Commercial Property product, launching by year-end are looking for a seasoned Commercial Property Underwriter to specialize in coastal habitational accounts such as apartments, strip malls, storage units, etc. in the Southeast Region of the US,

This is a fully-remote role reporting directly to the President, offering the chance to build something meaningful — not just grow a book. Ideal for someone with deep Commercial Property experience, especially across FL, TX, and other wind-exposed states. MGA experience is a plus, but not required.

You must have experience fine tuning underwriting guidelines, experience in admitted and non-admitted business, a strong track record of contributing to books of business $20mill GWP and up for accounts ranging in premium of $20k-$100k.

Contact Walker Robinson to learn more

Our successful Regional Carrier client in the Southeast is looking for a seasoned Senior Field Underwriter to oversee a book of Commercial P&C Business and expand their footprint in the state of Tennessee.

If you have at least 5 years of production underwriting experience growing small-middle market general commercial P&C business, have existing relationships with retail agents in Tennessee, and want to own a market where you can take over an existing book of business and innovate it, then contact Colin Morgan to learn more!

This is a fully remote role for folks in the state of Tennessee with travel as necessary to agents to open more doors and strengthen existing relationships. This role comes with a competitive salary and lucrative bonus opportunity based on production and profitability.

Due to a planned retirement, Florence Bank has retained Smith & Wilkinson to lead the search for its next Chief Commercial Banking Officer. Founded over 150 years ago and headquartered in Northampton, Massachusetts, $2B Florence Bank is a well-capitalized mutual bank with a long history of profitability and a deep commitment to serving the Pioneer Valley. The bank is in the midst of an exciting multi-year strategic transformation, rebalancing its portfolio to drive sustainable growth and strengthen its impact on the local business community.

Reporting directly to the President & CEO and serving as a member of the Executive Committee, this critical leadership role will oversee all commercial lending, commercial deposit, and cash management activities. The Chief Commercial Banking Officer will lead a seasoned team of commercial lenders and support staff, with responsibility for portfolio growth, credit quality, and client relationship management.

The ideal candidate will be a proven leader with experience driving transformation, building high-performing commercial teams, and delivering results in the middle-market. This individual will need the ability to move quickly, make sound decisions, and build deep client relationships. This is a rare opportunity to join Florence Bank at the beginning of a pivotal transition toward a greater emphasis on commercial lending, with the resources, leadership support, and strategic vision to create meaningful impact.

For additional information or to arrange a confidential conversation, please contact: Darcy Flaherty, Consultant or Cameron Boyd, Managing Partner.

Bristol County Savings Bank has selected S&W to lead the search and selection process for its next Director of Information Technology. Founded in 1846 and headquartered in Taunton, Massachusetts, BCSB is a 159-year-old, mutual community bank that embodies the best of what a community bank can be. For generations the bank has served consumer and business customers throughout southeastern Massachusetts and Rhode Island and beyond, having been a source of financial stability for customers and the communities it serves through good times and bad.

Reporting to the EVP/CIO, this critical leadership role will oversee the bank’s IT operations, infrastructure, network security, telecommunications, and business continuity planning while managing a team of six IT professionals. The ideal candidate will have 10+ years of network management experience in a multi-site environment, including at least 5 years of managing technical staff. A strong background in VMware, Active Directory, Office 365, and firewall/network security is essential, with experience in financial services or other highly regulated industries preferred. Familiarity with Fiserv DNA or COCC Insight is a plus. This is an exciting opportunity to shape the technology strategy of a strong, community-focused institution.

If you are interested in learning more or know someone who might be a good fit, please reach out to Nathan Townsend or anyone on our financial services team.

Due to an upcoming retirement, Smith & Wilkinson is proud to partner with Lighthouse Credit Union on the search for their next VP, Finance.

About the company:

Founded in 1936 and federally chartered, Lighthouse Credit Union is a not-for-profit financial cooperative based in Dover, NH, serving over 165,000 members across New Hampshire and Maine. With total assets exceeding $1.9 billion, the credit union is committed to providing its members with accessible, member-focused financial services that foster both personal and community growth. Lighthouse offers a wide range of products, including checking and savings accounts, loans, and financial planning services.

Beyond banking, the credit union is deeply invested in its communities, supporting initiatives in affordable housing, health, and food security. With a strong financial foundation, boasting a net worth of $208 million and a capital ratio of 10.88%, Lighthouse continues to lead with a mission of making a meaningful impact through both member service and social responsibility.

About the Role:

Reporting to the CFO, the VP, Finance will lead and manage the Credit Union’s Accounting and Finance functions. Responsibilities include, but are not limited to, overseeing general ledger reconciliations, accounting systems, monthly close procedures, daily cash position management, allowance for credit loss analysis, compliance with GAAP, budgeting, forecasting, financial reporting, and strategic financial planning. This role is integral in partnering with leaders across the organization to provide insights and drive data-driven decision-making. The VP, Finance will lead the Accounting and FP&A teams and offer ongoing financial guidance to the leadership team.

If this opportunity is of interest, or if you know someone who may be a good fit, please don’t hesitate to reach out to Nathan Townsend or Darcy Flaherty for additional information.

Our client, a leading program administrator with MGAs across the US, is looking to add experienced Excess Casualty underwriting talent to their team. This growing $200M portfolio has a significant focus servicing the construction industry and is looking for an experienced new business underwriter to assist with this growth.

The ideal Excess Casualty Underwriter candidate brings a middle-market background, writing builders’ risk and a familiarity with NY Labor Law. This person is comfortable working in a dynamic and fast-paced environment, managing new business submissions and working directly with broker partners.

This role is fully remote and opportunity for growth along with a strong compensation and benefits package. To learn more please reach out directly to Harrison Hines.

Our growing wholesale brokerage and MGA is adding to specific territories in Texas, Florida, and Pennsylvania and in need of strong production wholesale underwriters with retail relationships to offer.

If you have generalist property & casualty experience and relationships in any of these key states when it comes to retail agencies, then contact Walker Robinson to learn more. Roles are fully remote!

Our client, a successful regional wholesale broker that holds the pen with a variety of binding markets in the Garage space, is rapidly expanding their E&S platform, and seeking an experienced Commercial Lines Excess & Surplus Underwriter in the Southeast to continue to grow their Garage business.

If you have at least 3 years of excess & surplus underwriting experience in Garage space (Garage Liability, Garagekeepers Liability etc.), strong relationships with retail agencies and markets across the Southeast or in your respective area in the Southeast, and a proven ability to drive business -not just take orders - then contact Colin Morgan to learn more! 

This role involves approximately 25% travel for agency and carrier meetings, as well as industry conferences, and is open to candidates based in Southeastern states (FL, GA, TN, AL, NC, SC). A P&C and Surplus Lines license in your home state is strongly preferred. This opportunity comes with a competitive base salary and a lucrative, performance-based bonus tied to production and profitability.

High Net Worth Product Manager

Our High Net Worth/ Personal Lines Carrier client is growing their homeowners, yacht, aviation, collections, auto, and excess markets throughout the U.S. and in need of a strong product manager to conduct regular competition analysis, ensure policies are in compliance, support pricing, and most importantly, advocate for sales and underwriting to ensure new business and renewals are on track for growth.

You must have at least 10 years of experience in the high net worth personal lines space, be hands on pulling reports to present to actuarial, underwriting, claims, and senior leaders, strong expertise in various states' regulatory and compliance requirements, and a desire to be influential in order to grow books of business.

This role can be partially remote (in office 3x a week) in any of their offices in South Florida, Chicago, or NYC. Contact Harrison Hines to learn more!

Smith & Wilkinson is pleased to partner with Atlantic Community Bankers Bank (ACBB) on the search for their next Senior Vice President, Director of Operations.

ACBB is one of only twelve bankers’ banks in the U.S., providing correspondent banking, payments, and value-added services to community financial institutions. With 340 shareholder banks and a growing client base, ACBB is positioning itself as a long-term industry leader in an era of consolidation and restructuring.

Based in Camp Hill, PA (preferred) or Glastonbury, CT and reporting to the CIO, the SVP, Director of Operations will be a key member of the executive team, overseeing Payments Operations, Deposit Operations, and Client Care. This hands-on leader will guide a team with the primary goal of driving operational excellence, advancing automation and technology integration, and strengthening compliance, resiliency, and client experience.

The ideal candidate is a seasoned operations executive with deep expertise in payments and deposit systems, proven success leading transformation, and a passion for building high-performing, client-focused teams. This is a rare opportunity to make a strategic impact at a growing institution dedicated to helping community banks thrive.

For additional information, please reach out to Moriah Maron, Partner & Director of Recruiting, or Cameron Boyd, Managing Partner.

Smith & Wilkinson has been retained by American Eagle Financial Credit Union (“American Eagle,” “AEFCU”) to manage the search for the organization’s next Chief People and Culture Officer (CPCO). With $2.6B in assets, 375 team members, and 168,000 members as of August 2025, American Eagle is the largest community credit union in Connecticut and among the largest in New England. Its mission - to enrich the lives of their communities to create a world where financial freedom is a reality - guides the organization and will be at the center of this critical role.

Reporting directly to the President & CEO, the CPCO will be a key member of the Executive Leadership Team and lead teams across People and Culture Enablement, Inclusion and Diversity, Total Rewards, Process Excellence and Data Analytics. The CPCO will champion an engaged, inclusive, and collaborative workplace that reflects and supports the communities AEFCU serves; build scalable systems, processes, and programs that translate AEFCU’s purpose-driven culture into business practice; and serve as a cultural leader, collaborator, and innovator to drive transformation alongside the Executive Leadership Team.

We’re seeking experienced HR and people leaders with deep expertise in data-driven decision-making, process excellence, and continuous improvement, and a track record of building inclusive, high-performing cultures aligned with mission and strategy.

Contact Moriah Maron, Partner & Director of Recruiting, Financial Services, or Carll Wilkinson, President & CEO, to learn more about this unique leadership role.

Our High Net Worth/ Personal Lines Carrier client is growing their group excess program and in need of an Underwriting Manager to reassess their guidelines and appetite, reprioritize their broker/ agent relationships, and manage the overall day to day production and renewal of this $30mill GWP book to help them increase revenue and territories.

This will not manage a team day one but will rather partner with the leaders of the book to revamp how they're doing business today. If you enjoy influencing internal and external partnerships, want to contribute not just to production but to overall underwriting go-to-market strategies, and can be in the office 3-4 days a week, then contact Colin Morgan to learn more.

This role can be based out of their offices in South Florida, Chicago, or NYC and will grow a team once the new underwriting strategy is in place.

Founded in 1891, Union Bank is a Vermont state chartered commercial bank, and a wholly owned subsidiary of Union Bankshares, Inc., NASDAQ: UNB. Union Bank is a full-service community bank offering commercial, retail, and municipal banking services throughout northern Vermont and New Hampshire. As of June 30, 2025, total assets were $1.48B.

After an incredible career at Union Bank, longtime CEO David Silverman has announced his intent to retire in the first half of 2026. Consequently, Union Bank is seeking a new CEO to shepherd the organization through its continued evolution, meeting the needs and exceeding the expectations of customers, employees, and shareholders.

Reporting to the Board of Directors, the President & CEO is responsible for guiding and executing the strategic plan with a focus on visionary leadership, financial performance, innovation, and community impact.

Our North American MGA client that holds the pen is launching in the U.S. and looking for seasoned production underwriters in any mix of Industries/ Products like Life Sciences, Technology, Professional Lines, Accountants & Engineers, Lawyers, Medical Equipment and more, writing a mix of Professional Liability, MPL, D&O, E&O, Cyber, etc.  to establish a book and team in a remote capacity.

They will provide the back office resources, technology, capacity, and distribution support to help reach very realistic GWP goals year one and beyond.  

This is a great opportunity for someone who is entrepreneurial but realistic about growing slowly (think $1mill GWP year one).  A minimum of 5 years of production underwriting is required. Equity will be granted!

Contact Stacy St. Onge to learn more.  

Our carrier & MGA shared services client is adding a new senior program director to the team to run due diligence on prospective deals, assess profitabillity, manage the onboarding process, and act as their liaison with carriers for their full life cycle.

If you have a mixed background in any of the following: audit, compliance, underwriting, product development, analysis, client management, and/or claims, please contact Colin Morgan to learn more.

Role is fully remote and requires at least 10 years of commercial lines, property & casualty experience.

Chief Reinsurance Officer, remote!

Our high-growth program administrator client is seeking an experienced Chief Reinsurance Officer to lead the design, negotiation, and management of reinsurance strategies and relationships across a diverse portfolio of specialty insurance programs.

The ideal candidate will have 15+ years of experience in a reinsurance broking capacity (preferred), deep expertise in quota shares and pro-rata structures, and strong relationships with global reinsurers (London, U.S., Europe).

This executive role requires a proven track record securing capacity for MGA and program business in commercial, personal, and specialty lines. This role will partner closely with underwriting, legal, and finance teams to ensure aligned contracts and smooth operations while representing the company at industry events worldwide.

Please contact Stacy St. Onge to learn more.

Our client, a rapidly growing MGA platform backed by a leading private equity firm, is growing their existing and very successful Sports & Entertainment portfolio reach - and seeking an experienced Business Development executive to drive commercial growth across retail and wholesale distribution channels.

If you have deep experience in the sports and entertainment insurance space (clubs, youth sports, live events, special events, facility risks etc. and mix of property, casualty, accident & health), have wholesale/retail relationships to leverage with proven production success, and a strong command of the sports and entertainment industry’s key players and distribution dynamics - then contact Colin Morgan to learn more!

This role is highly autonomous and will play a key role in building a reputation for the platform beyond its already strong inbound pipeline. The ideal candidate will bring a proven track record of managing hundreds of brokerage relationships, identifying new channel opportunities, and accelerating growth across embedded, retail, and direct channels in the Sports & Entertainment space.

The role is fully remote and open to candidates nationwide. Compensation includes a competitive base salary with performance-driven upside and the opportunity for equity participation in the Sports & Entertainment vertical.

Our MGU client with several successful MGA's on their platform across commercial property & casualty is looking for talented AVP and VP level underwriting leaders to grow books of business and support product development and new go to market strategies based on product expertise.  

If you have various E&S experience, have produced new business with strong retail and wholesale contacts, and are eager to create new products and step into a more strategic role in the near future with management responsibilities then contact Colin Morgan to learn more.

These positions can only be based out of Chicago, NYC, Baltimore, or Atlanta, any program experience is a plus!

S&W is proud to partner with Tyndall Federal Credit Union (TFCU) in identifying their next Chief Information Officer (CIO). Headquartered in Panama City, FL, TFCU is a $1.9B, not-for-profit credit union serving over 113,000 members across the Florida Panhandle and Southern Alabama. Under the direction of newly appointed President & CEO John Parillo, the credit union is focused on long-term sustainability, digital innovation, and delivering exceptional value to its members through operational excellence.

Reporting directly to the CEO, the CIO will play a key role in shaping and executing the technology roadmap that supports TFCU’s mission to make a meaningful difference in the lives of its members. We’re seeking a visionary technology leader with deep experience in banking or credit union environments, strong knowledge of core systems and conversions, and a forward-thinking mindset around AI, automation, machine learning, and cloud technologies. This is a unique opportunity to drive digital transformation and lead a talented team in a purpose-driven organization.

For a confidential conversation, please contact Moriah Maron, Partner and Director of Recruiting, or Julia Crouter, Senior Associate.

Our client, a successful regional wholesale broker that holds the pen, is rapidly expanding their E&S platform, and seeking an experienced Personal Lines Excess & Surplus Underwriter to expand their E&S personal insurance business in Florida and the broader Southeast.

If you have deep experience in E&S personal lines underwriting - across products like HO2, DP1–3, umbrellas, high-net-worth, floaters, and collectibles - along with strong relationships with carriers and retail agencies, and have managed books of at least $1 Million in revenue, then contact Colin Morgan to learn more!

This role is ideally based in Florida due to the complexity of the market (particularly coastal risks) and requires the ability to operate independently, including hands-on management of bordereaux reporting.

The role involves some regional flexibility for Florida-based candidates and comes with a competitive salary and a lucrative bonus opportunity based on production and profitability.

Due to an upcoming planned retirement, Smith & Wilkinson has been retained by BankGloucester (https://www.bankgloucester.com/) to lead the search for its next Vice President of Information Technology.

This position will report directly to the President and CEO, the VP of IT and will join a strong and collaborative management team and be responsible for leading both the strategic and operational aspects of the bank’s technology function. The role oversees a team of four IT professionals supporting three branch locations, ensuring seamless day-to-day operations, robust infrastructure, and cybersecurity readiness. As a leader, the team will expect this person to embrace early adoption of new technologies and focus on enhancing customer experience and internal efficiency.

The ideal candidate will be a seasoned IT leader with more than 10 years of experience in the banking industry, a deep understanding of regulatory and security requirements, and a passion for community banking and innovation.

Established in 1887, BankGloucester is a $400 million, state-chartered mutual bank that has proudly served the Cape Ann community for 138 years. The bank leverages advanced technology and a comprehensive suite of banking products to fulfill its mission of delivering exceptional, personalized, and community-focused financial services.

Our client, a specialized MGU offering casualty coverages for habitational/real estate is growing and looking for a seasoned primary casualty underwriter to join their team!

The ideal candidate will have at least 3 years of production or renewal underwriting experience specific to GL/Casualty accounts around $25k-$30k in premium, can handle a high volume of work, and will have a strong track record of working remotely on a small team.

This role is fully remote with some visits to an office hub in select major cities. This is a great opportunity to join a scaling and successful program with room for advancement! Please contact Colin Morgan to learn more.

Our client, a global underwriting platform experiencing rapid growth, is in the process of launching a Commercial Auto MGA. They are led by seasoned insurance and distribution professionals, and are launching an exciting new program in the rapidly evolving autonomous vehicle and mobility market. With a focus on high-growth opportunities such as rideshare, autonomous fleets, and other mobility solutions, they are seeking an experienced Commercial Auto Underwriting Leader to help bring their vision to life.

If you have at least 10 years of Commercial Auto Underwriting experience - including a minimum of one year underwriting in the mobility space (rideshare, autonomous vehicles, fleet programs, or similar) – have a history of Underwriting production success, and possess the technical underwriting acumen to complement a team rich in distribution, product, and market expertise, then contact Colin Morgan to learn more!

This role will play a critical part in building an innovative underwriting function for a market expected to generate enormous opportunities over the next decade. You’ll work alongside a collaborative, down-to-earth leadership team that blends deep product knowledge with big-picture distribution strategy - and you’ll be instrumental in shaping the program’s long-term success.

This position is fully remote and open to candidates nationwide. This company offers unlimited PTO, competitive compensation, and significant opportunity for growth.

Our Fronting Carrier client is looking for a new Commercial Casualty Claims Director to take over a claims handling team and various TPA relationships to ensure claims are being closed within predetermined guidelines, ensuring efficiencies, and performance goals are met. This role will work closely with underwriting, compliance, legal, and operations to ensure TPA relationships are delivering.

Must be comfortable trouble shooting manual processing as the department enables more tech enabled initiatives, reviewing service agreements, and setting KPIs . Must have experience working with auto, workers comp, GL claims with various program partners.

Litigation experience a plus, as well as minimum of 8 years of casualty claims management experience working for a TPA or MGA/ program administrator. You must be based in Connecticut or Florida with monthly travel to an office near you.

Contact Colin Morgan to learn more!

Apple FCU, a leading financial institution, is dedicated to improving the lives and fulfilling the dreams of our members by providing exceptional service and innovative financial solutions. We are seeking a highly motivated and detail-oriented Vice President of Strategy Implementation to join our team. Reporting to the CEO, this role is pivotal in driving our strategic goals and ensuring the successful execution of our business plan. The ideal candidate will possess strong analytical skills, excellent written and verbal communication abilities, and a collaborative mindset.

Due to an upcoming retirement, Smith & Wilkinson has been retained by First County Bank (“FCB,” www.firstcountybank.com) in Stamford, Connecticut to manage the search and selection process for the bank’s next Chief Executive.

With approximately $2.2B in total bank assets, First County Bank is one of the premier mutual banks in the region. Founded nearly 175 years ago, FCB has been a reliable financial partner to consumers and businesses in lower Fairfield County and beyond for generations. In an industry and geography that has seen tremendous consolidation, FCB’s steadfast resolve to maintaining its mutual ownership structure and local decision making has positioned the bank to continue as an independent, community-focused financial institution for years to come. Through its Foundation, First County Bank Foundation, Inc., the bank has supported area nonprofits through over $10MM in charitable giving since 2001.

The bank serves its consumer and business customers through a full suite of competitive loan, deposit, and wealth management products and services. In addition to traditional loan and deposit offerings, the bank’s relationship-based approach to supporting its customers is enhanced by its wealth management division, First County Advisors, which offers investment, trust, and planning solutions. The bank is in strong financial condition, with good earnings, efficiency, asset quality, and capital. FCB operates 13 retail locations in Fairfield County and has a modern mobile and online offering that allows customers to stay connected to their money from anywhere.

We are seeking a visionary, community-minded, and financially astute banking executive with demonstrated leadership experience to lead FCB through its next phase of growth and transformation. First County Bank has a rich history supporting the Fairfield County Community and the bank values its trusted advisor culture, financial strength, and deep community ties. Their next CEO will preserve the Bank’s legacy while developing and implementing a forward-looking strategy that enhances profitability, customer experience, innovation, and organizational excellence. The ideal candidate will balance continuity with innovation, embracing evolving banking demands with confidence, adaptability, and a people-first leadership style.

For additional information about this unique community bank leadership role, please contact: Cameron Boyd, Managing Partner, Financial Services Practice (cboyd@smithandwilkinson.com) and Julia Crouter, Senior Associate, Financial Services Practice (jcrouter@smithandwilkinson.com).

S&W has been retained by Norway Savings Bank to manage the search and selection process for the newly created position of Commercial Portfolio Manager.

Established in 1866, Norway Savings Bank (“NSB”) is a well-respected, $2 billion, state-chartered mutual bank with deep roots in the communities it serves. With over 300 full-time employees and 25 branch locations throughout Maine and New Hampshire, NSB is the 8th largest bank headquartered in Maine. The Bank maintains a robust financial position with over 13% Tier 1 capital and a $1.4 billion loan portfolio. NSB delivers a comprehensive suite of consumer and business banking services, including deposit and lending solutions, and offers investment management and trust services through its Asset Management Group. With modern digital banking tools, NSB combines the convenience of anytime, anywhere banking with the local decision making and personalized services which define a true community bank.

Reporting to the Regional VP of Commercial Lending, the Commercial Portfolio Manager will be responsible for supporting commercial lenders in managing and maintaining existing client relationships, while also contributing to new business development efforts. This role plays a key part in both the credit and relationship management functions of the commercial banking team.

S&W has been retained by Norway Savings Bank to manage the search and selection process for the bank’s next VP, Commercial Loan Officer.

Established in 1866, Norway Savings Bank (“NSB”) is a well-respected, $2 billion, state-chartered mutual bank with deep roots in the communities it serves. With over 300 full-time employees and 25 branch locations throughout Maine and New Hampshire, NSB is the 8th largest bank headquartered in Maine. The Bank maintains a robust financial position with over 13% Tier 1 capital and a $1.4 billion loan portfolio. NSB delivers a comprehensive suite of consumer and business banking services, including deposit and lending solutions, and offers investment management and trust services through its Asset Management Group. With modern digital banking tools, NSB combines the convenience of anytime, anywhere banking with the local decision making and personalized services which define a true community bank.

Reporting to the Regional VP of Commercial Lending, the Commercial Loan Officer is responsible for originating and servicing commercial loans, as well as managing and growing commercial banking relationships. This role involves calling on existing clients, prospective customers, and centers of influence to develop new business opportunities while simultaneously deepening and retaining existing relationships.

Role: President – Tompkins Community Bank

Location: Ithaca, NY

S&W has been retained by Tompkins Financial (NYSE: TMP) to manage the search and selection process for the President of Tompkins Community Bank.

Tompkins Financial Corporation is a diversified financial services company headquartered in Ithaca, New York that traces its roots to 1836. Under its holding company, Tompkins operates as subsidiaries Tompkins Community Bank, Tompkins Insurance Agencies, and Tompkins Financial Advisors. The combination of robust solutions across traditional banking products and services, wealth management and advisory, and insurance allows Tompkins to be a trusted financial advisor to businesses and consumers in the communities it serves. The banking business, Tompkins Community Bank, unites the strengths of four legacy community banks across New York and Pennsylvania and has total assets of approximately $8.1 billion. Tompkins Community Bank operates as four distinct regions (with a total network of 53 retail branches and 65 ATMs), each with a Market President, allowing it to serve a large and diverse footprint while maintaining a commitment to local community banking and decision making. Tompkins is a strong performer that is committed to sustainable growth. For the period ending 12/31/24, the bank reported a net income of $70.9 million, total loans of $6 billion, and total deposits of $6.5 billion.

The President of Tompkins Community Bank will report to the President & CEO of Tompkins Financial Corporation, and as the leader of the banking business will serve as a key member of executive leadership, helping to continue the bank’s growth, innovation, and community impact. The role includes the oversight and leadership of four Market Presidents and key business line leaders. The primary responsibilities of this public company executive leadership role will include strategic, operational, and financial oversight of the Community Bank, leadership and development of a high-performance culture, and community and market engagement. We are seeking a dynamic and visionary executive to lead the mission-driven community banking business with its deep local ties and a reputation as a top performing regional financial institution. Successful candidates will possess 15+ years of progressive executive leadership roles in community/regional banking, strong expertise in commercial banking, credit and risk management, regulatory compliance, and financial operations, and a proven track record of driving a high-performance culture and market growth. For additional information, or to arrange a confidential conversation, please contact: Cameron Boyd, Managing Partner, Financial Services (cboyd@smithandwilkinson.com) or Carll Wilkinson, President & CEO (cwilkinson@smithandwilkinson.com).

Our tech-forward MGA and Program Administrator client is seeking a President to lead day-to-day operations, oversee M&A integrations, drive operational strategy, and unlock growth, of their existing Sports & Entertainment portfolio. This role will act as the connective tissue across underwriting, finance, ops, and regulatory oversight, allowing for effective market expansion of the current $70M portfolio and team of 25.

The ideal candidate will have proven leadership experience as a CFO, CUO/ COO or President/ CEO guiding P&C teams of 30+, success within the delegated authority and MGA space, and a track record of effectively scaling premium and operations. Additionally, strong financial and strategic leadership experience is a requirement as this role will have full P&L responsibility for this growing division.

You do not need to come from a sports & entertainment background to be considered, any mix of industries that covers property, casualty, or accident & health is transferable as long as you have true MGA experience.

This role is fully remote and provides a comprehensive compensation package, including meaningful equity participation. If you’re interested in learning more about this opportunity, please reach out to Harrison Hines directly.

Our global reinsurance broker client with outfits in the UK, Bermuda, and US, is adding senior Origination & Placement Brokers to their team in the States.  These roles will originate and place casualty treaty business, bringing in new relationships or a book of business (eventually), finding the right markets, handling negotiations, and client relations. 

You must have at least 10 years of traditional casualty reinsurance broking experience with a proven track record of developing new accounts and a strong network of MGA, mutuals, regional contacts to be considered.  Market relationships a plus! 

Positions are fully remote, come with equity, and growth potential.  Contact Stacy St. Onge to learn more.  

Smith and Wilkinson is proud to partner with our longstanding client, Salem Five, in the search for the bank’s next Chief Marketing Officer (CMO).

Salem Five is a full-service financial services company offering commercial and consumer banking, wealth management and trust services, commercial and personal insurance, and mortgage banking. Founded in 1855 as a savings bank for the city of Salem, MA, the organization has grown into the fourth largest mutual bank in the country, with $8B in assets. Salem Five has steadily expanded its products, services, and team to meet the evolving needs of families and businesses throughout New England. Today, the Bank operates more than 30 retail branches, 10 insurance locations and 4 mortgage offices across the region. The future is bright. Salem Five is poised to continue expanding its market share by leveraging its successful recipe of experienced personnel, personal service, and strategic innovation.

The Chief Marketing Officer (CMO) is responsible for the overall leadership, direction, and performance of the Marketing Division at Salem Five. This executive will lead a seasoned, collaborative team across brand strategy, advertising, digital marketing, CRM, customer insights, events, and community engagement.

We are looking to identify a strategic, innovative, and pragmatic leader with a proven ability to drive brand, customer and revenue growth, deepen customer engagement, and lead cross-functional initiatives - all within a resource-conscious culture. This is a highly visible leadership role, requiring strong collaboration across the bank’s business units and a direct impact on the institution’s continued evolution.

For a confidential conversation, please reach out to Moriah Maron or Cameron Boyd.

Our growing/ global boutique reinsurance broker client is building out their US team and establishing a Facultative division specific to casualty or property business.  If you have strong relationships/ clients in the US or LATAM facultative market and want to grow a new presence with a well backed broker with robust financial and analytical resources then please contact Stacy St. Onge to learn more.

These roles are fully remote anywhere in the US, require a strong rolodex, client management/ negotiation skills, and based on seniority, will manage a small team as they continue to scale. Roles come with a competitive package and strong incentives to hit revenue goals as well as equity.

Property & Casualty Wholesale Broking Branch Manager

A fast-growing wholesale platform is seeking a proven generalist P&C Wholesale Broker to oversee a team, establish best practices, and expand its General Binding and Small Commercial book as it's positioned to double.

A minimum of 15+ years in wholesale broking or general binding, multi-line P&C experience, and strong retail agent relationships are required. Ideal candidates have led both people and production, with comfort managing operations, deal flow, and agent relationships.

If you have a proven track record of driving growth and structure across small commercial GL, property, package, and specialty programs then contact Colin Morgan to learn more.

Position is fully remote West Coast or Central time zone preferred. Compensation will be competitive and align to EBITDA performance.

Our Property & Casualty insurtech client is growing and in need of a Corporate Counsel to act as the go-to legal partner across Marketing, Product, and Business Development, ensuring that innovation and compliance go hand in hand.

You will provide guidance across marketing, privacy, and customer communications, create/ implement various compliance policies on all external collateral and lead gen initiatives, draft/ revise carrier agreements, manage regulatory audits, as well as lend general support with NDAs, vendor agreements, and other corporate legal needs.

You must have a minimum of 5 years of experience as in-house property & casualty carrier or insurtech counsel working closely on compliance matters to be considered. Position can be partially remote out of the New England area and you must be willing to visit their greater Boston based HQ a few times a quarter.

Role comes with competitive pay, excellent benefits package, and equity!

Contact Harrison Hines to learn more.

Due to the upcoming retirement of their longtime CEO, Smith & Wilkinson is proud to partner with Salal Credit Union ($1.2B) on the national search for their next President & Chief Executive Officer.

Salal Credit Union is a member-owned financial institution headquartered in Seattle, Washington. Founded in 1948, Salal has grown into a bold, forward-thinking organization serving more than 60,000 members nationwide with a full suite of personal and business banking services. With a commitment to innovation, community impact, and personalized service, Salal helps individuals and small businesses achieve financial wellness through lower fees, competitive rates, and a member-first approach. The credit union is now entering an exciting new chapter of strategic growth, innovation, and expanded community impact.

The next CEO will partner closely with the Board of Directors to execute a strategic vision centered on digital innovation, sustainable growth, financial empowerment, and organizational excellence. With a focus on independence, technology leadership, equity, and member engagement, this is a rare opportunity for a purpose-driven executive to lead a high-performing, mission-driven institution as it targets $2 billion in assets over the next five years.

The Chief Executive Officer position at Salal Credit Union offers a competitive base salary range of $440,000 to $550,000, commensurate with experience and qualifications. In addition to base compensation, the role is eligible for an annual performance-based incentive, targeted at 20% of base salary, contingent on the achievement of individual and organizational goals.

Salal Credit Union provides a comprehensive benefits package, including:

• Medical, dental, and vision insurance
• Paid time off, including vacation, sick leave, floating holidays, and paid holidays
• Deferred compensation plans, including 457(b) and 457(f) retirement programs

For more details about the benefits offered, please visit: https://www.salalcu.org/careers

We are honored to support Salal Credit Union during this important leadership transition.

For more information or to express confidential interest, please contact Nathan Townsend or Carll Wilkinson.