Ep. 26: The Real Startup Story: Mental Health, Marriage, and Making Dubsado w/ Becca Berg

2025-11-17

In this candid conversation, Becca Berg—founder and CEO of Dubsado—shares the real story behind building one of the leading client-management platforms from the ground up. From her scrappy entrepreneurial childhood to launching Dubsado with zero funding, Becca opens up about competition, burnout, mental health, and the relentless drive that fueled her journey. She and Michael Janda dive into marriage, business, motherhood, and the mindset required to build a company that lasts—without losing yourself along the way. In this episode learn how: ...

In this episode learn how:

How Becca built Dubsado from scratch without outside funding and why bootstrapping shaped the company’s culture and product.
The power of deep automations and branded client experiences—and how they differentiate Dubsado in a crowded market.
Becca’s real entrepreneurial journey, from childhood businesses to juggling motherhood, marriage, and a fast-growing tech startup.
The role of competitiveness, mindset, and community in building a successful business.
Candid insights on burnout, mental health, and finding balance after nearly a decade of nonstop hustle.

About Dubsado:

Dubsado is an all-in-one client management platform designed to help entrepreneurs and small businesses streamline their workflows. It combines proposals, contracts, invoicing, scheduling, forms, and powerful automations into one customizable system—allowing users to manage leads, onboard clients, and run projects without juggling multiple tools. Known for its deep automation capabilities and fully branded client experience, Dubsado helps business owners save time, stay organized, and create a seamless, professional process from first inquiry to final payment.

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About Becca Berg:

Becca Berg is the founder and CEO of Dubsado, the popular client-management platform built to help entrepreneurs streamline their businesses. A lifelong creative with deep entrepreneurial roots, Becca launched Dubsado in 2015 with her husband, bootstrapping it from a simple idea into a leading software company known for its powerful automations and customizable client experience. Passionate, competitive, and candid about the realities of entrepreneurship, Becca is committed to helping business owners save time, build better systems, and grow with confidence.

🤝 Connect with Michael Janda

Michael Janda is an award-winning creative director, designer, and agency veteran. In 2002, he founded the creative agency Riser, which provided design and development services for clients that included Disney, Google, Warner Bros., Fox, NBC, ABC, National Geographic, and many other high-profile brands. Michael sold his agency in 2015 and now spends his time speaking, developing books, courses, and social media content to help creatives level-up. He is the author of “Burn Your Portfolio” and “The Psychology of Graphic Design Pricing.”