Episodes: Listen Now to The Successful Bookkeeper Podcast — The Successful Bookkeeper

EP486: Lynn Gagne-Webb – Building & Selling A Bookkeeping Firm - Part 1

Written by Michael Palmer | Aug 12, 2025 1:00:00 PM

“ You're on your own as a business owner. You're trying to figure out, there's no course that anybody gives you to tell you how to be a business owner.”
- Lynn Gagne-Webb

In the first of a two-part series, Lynn Gagne-Webb, founder of Custom Bookkeeping, shares her journey from the corporate world to running and selling a successful bookkeeping firm. As well, Lynn dives into her unique approach to building a team, and reveals how creating a culture of trust and flexibility helped her attract and keep loyal staff for years.

In this episode, you’ll also learn...

  • The struggles of being a business owner
  • The importance of taking CEO time to review your own business health
  •  How to focus on leading your business

To learn more about Lynn, click here.

Connect with her on LinkedIn.

Time Stamp

01:23 – Lynn shares her journey from corporate to entrepreneurship
03:37 – Lynn’s vision for supporting small business owners
04:18 – The challenges of being on your own as a business owner
05:22 – Why small businesses struggle & how lack of knowledge hurts them most
06:41 – Getting caught up in growth & forgetting to review your own numbers
07:51 – The value of CEO days & looking at your business health
08:49 – Why even bookkeepers shouldn’t do their own books
10:17 – The difference between detail-oriented & problem-solving bookkeepers
12:22 – Knowing your strengths & weaknesses as an owner
15:38 – Lynn’s hiring experiences & lessons learned in building a team
18:14 – How flexibility & trust created a loyal workforce
22:12 – The impact of culture on retention & business success