What happens when the mistake of a missed photo shoot turns into one of the most beloved CRMs for creative entrepreneurs? In this episode, I sat down with Dubsado co-founder and CEO Becca Berg to talk through building a SaaS company from scratch with her husband Jake, scaling to 30,000+ users, and why staying self-funded has shaped every decision they’ve made over the last decade.

We talked about the real beginnings of Dubsado, the growing pains behind CRM development, why certain features take time, and what’s actually coming inside Dubsado 3.0. Becca also opened up about one of the hardest moments in Dubsado history and how trusting her gut changed the way she leads the company today.

If you’ve ever wondered what goes on behind the scenes of the CRM so many creatives rely on every day, this episode is for you.

Find It Quickly

00:38 - Meet Becca

03:50 - Dubsado's Origin Story

08:10 - Building the First CRM

10:13 - Customization as the Edge

12:02 - First Customers and Milestones

17:46 - Growing the Team

22:42 - Why Stay Self Funded

25:20 - Why Features Take Time

29:25 - Scheduling Feedback to Release

31:24 - New Form Builder Vision

34:10 - Subscriptions and Checkout

36:53 - Beyond Project Based Work

42:25 - Hard Lessons and Payments Crisis

45:24 - Stripe Migration and Sub Accounts

48:53 - Dubsado 3.0 Sunset Timeline

Connect with Becca

Website: Dubsado.com

Instagram: instagram.com/dubsado

Instagram: instagram.com/beccaliz_

Threads: threads.com/@beccaliz_