SaaS Dads E/7–12: The $44K Problem That Built A 7-Figure SaaS — Without Sacrificing Family Saas Scaling Secrets Unlocked podcast

SaaS Dads E/7–12: The $44K Problem That Built a 7-Figure SaaS — Without Sacrificing Family

14h ago 1:01:54

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What if the biggest pain in your agency became the launchpad to a 7-figure SaaS career?

Robb Bailey, one of the first to scale HighLevel into the agency world, joins us on SaaS Dads to unpack the whole journey, reveals how a $44,000/month tech problem led him to co-pioneer one of the fastest-growing SaaS movements in the agency space. He breaks down the exact mindset, playbook, and fatherhood fuel that kept him in the game when most would’ve quit.

Here’s what you’ll learn in this episode:

🔥 The $44K mistake that sparked a 7-figure SaaS
🔥 How Robb scaled from freelancer to 535+ clients
🔥 The dad-first strategy that unlocked total time freedom
🔥 Why most agency owners burn out — and how to avoid it
🔥 The exact mindset shift that built compounding revenue
🔥 Real talk on raising kids while building a SaaS empire

This isn’t hype — it’s the behind-the-scenes truth from someone who’s done it.

⏱ Timestamps

00:12 - The humble beginnings with HighLevel

02:01 - Starting a business while raising a family

03:44 - From freelancer to agency owner

05:00 - The brutal early years of parenting + agency life

06:50 - Why entrepreneurship gave Robb the dad freedom he craved

10:00 - The loss that reshaped Robb’s parenting mindset

14:50 - “I didn’t want a baby — I wanted a family”

20:00 - Showing up as a dad: the secret to parenting and business

26:24 - Guardrails, gratitude, and raising emotionally safe kids

35:10 - Teaching money mindset through everyday life

42:40 - Why SaaS is the best business model for dads

50:00 - The moment that changed Robb’s future: HighLevel's $44K solution

56:00 - The power of consistency and compounding revenue

1:01:00 - Final advice: don’t chase hype, build the base

🚨 If you’re building a SaaS while raising a family, this is your blueprint for compounding wins — in business and at home.

👉 This is where it starts. Join our community:

👉 Facebook group

👉 myCRMSIM Community

🔗 Explore more:

🚀 GHL News™️: https://subscribe.ghlnews.com

🔥 Agency Masters Elite™️: http://robbbailey.com/elite

7 episodes