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Our Leadership Team is the reason our franchisees are so successful, and why clients love working with us. Meet some of the all-star players on our corporate team who understand the challenges of opening a bookkeeping business and who make Supporting Strategies a leader in the franchise space.

Leslie Jorgensen

Leslie Jorgensen, MBA

Founder & CEO

Leslie has provided bookkeeping and operational support services to small businesses since 1997, earning the trust of countless entrepreneurs and business leaders. Her expertise spans accounting, financial reporting, payroll, benefits administration and office management. An entrepreneur herself, she has an in-depth understanding of the unique challenges that small businesses and startups face.

Leslie founded Supporting Strategies in 2004 and has since overseen its impressive growth, including the introduction of a national franchise model in 2013. She continues to lead Supporting Strategies' Boston office, the company's flagship location. In addition, as head of Supporting Strategies Partners, she provides coaching and guidance and ensures the successful delivery of support services to franchisees.

Prior to Supporting Strategies, Leslie was Business Manager for a professional services firm. As Finance Manager for a business incubator, she handled bookkeeping and operational support for the organization and its member companies. The experience gave her valuable insights into being an entrepreneur and inspired her to launch Supporting Strategies several years later. Her first professional role was Office Manager for a commercial real estate firm, where she managed activities such as accounts payable, accounts receivable, billings and reporting.

Leslie holds a Master of Business Administration from Boston University and a Bachelor of Arts in English from the University of Massachusetts, Amherst.


Pammy Saylor, BA

SVP of Talent & Leadership Engagement

Pam is a seasoned HR executive with over 20 years of experience strengthening companies though organizational and culture development, performance coaching, and talent recruitment.

A skilled and intuitive manager, Pam has directed HR strategy in a range of environments, from high-performance startups to large corporations, and across industries including service, biotech, healthcare, and medical technologies. She has an impressive track record of driving organizational change, improving business competitiveness, and helping to attract and retain top talent.

Pamela holds a BA in Social and Rehabilitative Services from Assumption College in Massachusetts.


Lynn Stewart, BS

Vice President, Growth

An accomplished sales and marketing executive, Lynn brings over 30 years of professional experience across three distinct sectors: tech startups, global marketing and advertising, and business development.

Sought out to grow new enterprises and occasionally turn around struggling organizations, Lynn has positively impacted companies of all sizes across many verticals. In addition, she is a recognized authority on marketing and public relations strategy who was featured in the book, "The Obvious Expert," by Elsom Eldridge Jr.

Prior to joining Supporting Strategies, Lynn was Director, Client Engagement, at a leading global digital marketing and SaaS technology firm. Her previous roles include Director, Sales, for a Managed Support Provider; VP, Sales (Midwest), with a digital marketing and advertising agency; and VP, Enterprise Sales & Agency Relations, for a developer of software solutions for talent acquisition and human capital planning.

Lynn holds a Bachelor of Science in Psychology/Communications from the University of Pittsburgh.

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