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:
🔗 Explore more:
🚀 GHL News™️: https://subscribe.ghlnews.com
🔥 Agency Masters Elite™️: http://robbbailey.com/elite
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