Kittery Trading Post / Chief Financial Officer / Kittery, Maine

Kittery Trading Post, a well-established family-owned retail business serving the outdoor community for over for over 88 years, has a unique opportunity for a Chief Financial Officer to join their team working in Kittery, Maine.

With continued growth across retail, e-commerce, and multiple business entities, the CFO will be a hands-on strategic leader guiding financial operations and the future of the business. The CFO will be responsible for the financial health, reporting integrity, strategic planning, and fiscal stewardship of a complex corporate structure with multiple legal entities and operating divisions.

The Chief Financial Officer provides strategic financial leadership across the organization, overseeing accounting, financial planning, reporting, budgeting, compliance, cash management, and internal controls.

This leader must bring strong retail finance expertise, including deep understanding of inventory-driven businesses, margin analysis, seasonal sales cycles, merchandising performance, store operations, and e-commerce financial drivers.

A critical component of this role is the ability to effectively manage and optimize a multi-entity corporate structure, ensuring accurate intercompany accounting, consolidated reporting, tax coordination, and entity-level compliance.

Benefits of the Job:

Opportunity to lead the financial growth of a multi entity retail structure

Comprehensive benefits including medical, dental and life insurance

401k Retirement and profit sharing plan

Paid time off including vacation, sick and paid holidays

Employee discount program

Competitive salary of $175 - $225k plus discretionary annual bonus

Requirements for the Chief Financial Officer:

Bachelor’s degree in Finance, Accounting, or related field required

CPA, CMA, or MBA strongly preferred

10+ years of progressive finance leadership experience

Required: significant retail finance experience

Knowledge of inventory accounting, retail KPIs, margin management, and seasonal business cycles

Advanced financial modeling and forecasting skills

Strong ERP, accounting systems, and reporting tool experience

Exceptional leadership, communication, and business partnership skills

Responsibilities of the Chief Financial Officer:

Serve as the senior finance leader and strategic advisor to ownership and executive leadership

Lead long-range financial planning, budgeting, forecasting, and scenario modeling

Develop financial strategies that support profitable growth across retail, e-commerce, and supporting business entities

Deliver actionable insights on sales, margin, payroll, inventory, and expense performance

Partner with leadership on capital investments, expansion opportunities, and operational initiatives

Oversee financial operations for a corporate structure consisting of multiple legal entities, divisions, and related business operations

Ensure accurateconsolidated financial reporting across all entities

Partner with outside CPA firms, tax advisors, and legal counsel on entity governance and reporting matters

Analyze key retail metrics including

Partner with e-commerce leadership on digital sales profitability and omnichannel growth

Drive process improvements that strengthen reporting speed, accuracy, and decision support

Oversee monthly general ledger close, financial statements, audits, and year-end reporting

Ensure GAAP compliance and strong internal controls

Manage banking relationships, cash flow forecasting, and treasury functions

Oversee tax planning support, sales tax compliance, and external reporting requirements

Kittery Trading Post is in business to provide its customers with the finest goods and services, supporting and enhancing their appreciation, enjoyment and knowledge of the outdoors. We strive to build customer confidence in our company and in the products we offer by maintaining a high standard of exceptional customer service through the experience, knowledge, commitment, and teamwork of our employees.

Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, ancestry, familial status, age, physical or mental disability, pregnancy, sexual orientation, gender identity, genetic information, veteran status, or any other characteristic protected by law. 

Chief Financial Officer

Skillcloud HCM Solutions

Compensation Overview

Benefits of the Job:

Requirements for the Chief Financial Officer:

Responsibilities of the Chief Financial Officer: