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Want to build a self-sufficient agency business with scalable systems and A-player teams? Apply for a Strategy Call: https://www.biggrowthgroup.com/strate... ________ What does it really take to scale an agency beyond $1 or even 5M? In this episode, Simon Penson (a multi-exit B2B founder) returns to unpack what breaks at mid-size, how to hire true leadership, and why consultative thinking, not more headcount is the key to sustainable growth. We also dive into M&A strategy, valuation tips, and the operational traps that stall most agencies. ________ 🔗 Connect with Simon Penson: / simonpenson 🔗 Connect with Romans Ivanovs: / rjivanovs _______ 🎧 LISTEN ON Apple Podcasts: https://podcasts.apple.com/us/podcast... Spotify: https://open.spotify.com/episode/55Kq... RSS: https://www.podbean.com/eas/pb-532pp-... Like this episode? Subscribe + hit the bell so you never miss real, unfiltered agency growth insights. Timecodes: 01:20 – Why Simon’s Back 02:10 – Simon’s Journey in 60 Seconds 04:00 – Breaking the £5M Ceiling 06:00 – Hire These 3 Leaders to Scale 07:30 – Account Managers ≠ Strategists 08:40 – How to Double Revenue Post-Acquisition 10:00 – Recruiting Senior Leadership That Fits 11:40 – Retain Clients as You Scale 13:20 – Agencies Must Evolve (Or Die) 15:00 – Scaling ≠ Hiring More People 17:00 – Simplify Ops to Scale Faster 19:00 – Finance + Ops = Real Answers 21:00 – What Agencies Should Learn from SaaS 24:00 – When to Acquire Another Agency 26:00 – The Hardest Part: Integration 28:00 – Exit or Lifestyle: Choose One 30:00 – Post-Exit Regret is Real 32:00 – What Makes a Good Acquisition Target 35:00 – Deal Timelines & Buyer Pressure 38:00 – What Actually Increases Valuation 42:00 – How to Win in 2025 44:00 – Skip the Pain: Get Advisors 46:00 – Entering New Markets (US/UAE) 47:30 – Final Thoughts & Predictions