Business Builder's Playbook

Maria Trysla—Why Companies Stall Between $5M and $50M

49 min · 11. mai 2026
episode Maria Trysla—Why Companies Stall Between $5M and $50M cover

Beskrivelse

What happens when the founder who built a business to $10 million becomes the very thing keeping it from reaching $50 million? In this episode of the Business Builder's Playbook, host David Bush sits down with Maria Trysla, a former two-time CEO and multi-year CMO of fast-growing technology companies who now works as a revenue architect and go-to-market executive advisor. Maria specializes in helping companies in the $5M to $50M range diagnose what's quietly stalling their growth and build the repeatable systems to get past it. Here's what you'll learn by watching or listening to this full episode: * How to spot the early warning signs of a CEO growth plateau before it stops your momentum completely * Why telling your sales leader to hire more people is almost never the answer to a growth problem — and where the real issue is hiding upstream * How to shift from episodic, founder-driven activity to a system-driven revenue engine built on predictable pipeline * How to move from being "founder-led" to "founder-inspired" — and why that distinction determines whether your company can ever scale past you * Why treating customer success as a service function instead of a strategic growth driver is quietly draining your expansion revenue * How to use an inside-out, outside-in discovery process to uncover the real problems hiding underneath the surface-level symptoms * Why your acquisition, retention, and expansion conversations should be happening with equal urgency — and what it costs you when they're not * How to remove "decision friction" from your organization so pipeline creation accelerates instead of waiting on you * How AI can surface the expansion signals already sitting in your customer data, without digging through spreadsheets * What most companies get wrong about aligning sales, marketing, customer success, and product around shared revenue metrics Find all the show notes and links here: https://www.businessbuildersplaybook.com/⁠Maria-Trysla [https://www.businessbuildersplaybook.com/%E2%81%A0Maria-Trysla]

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Alle episoder

35 Episoder

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11. mai 202639 min
episode Maria Trysla—Why Companies Stall Between $5M and $50M cover

Maria Trysla—Why Companies Stall Between $5M and $50M

What happens when the founder who built a business to $10 million becomes the very thing keeping it from reaching $50 million? In this episode of the Business Builder's Playbook, host David Bush sits down with Maria Trysla, a former two-time CEO and multi-year CMO of fast-growing technology companies who now works as a revenue architect and go-to-market executive advisor. Maria specializes in helping companies in the $5M to $50M range diagnose what's quietly stalling their growth and build the repeatable systems to get past it. Here's what you'll learn by watching or listening to this full episode: * How to spot the early warning signs of a CEO growth plateau before it stops your momentum completely * Why telling your sales leader to hire more people is almost never the answer to a growth problem — and where the real issue is hiding upstream * How to shift from episodic, founder-driven activity to a system-driven revenue engine built on predictable pipeline * How to move from being "founder-led" to "founder-inspired" — and why that distinction determines whether your company can ever scale past you * Why treating customer success as a service function instead of a strategic growth driver is quietly draining your expansion revenue * How to use an inside-out, outside-in discovery process to uncover the real problems hiding underneath the surface-level symptoms * Why your acquisition, retention, and expansion conversations should be happening with equal urgency — and what it costs you when they're not * How to remove "decision friction" from your organization so pipeline creation accelerates instead of waiting on you * How AI can surface the expansion signals already sitting in your customer data, without digging through spreadsheets * What most companies get wrong about aligning sales, marketing, customer success, and product around shared revenue metrics Find all the show notes and links here: https://www.businessbuildersplaybook.com/⁠Maria-Trysla [https://www.businessbuildersplaybook.com/%E2%81%A0Maria-Trysla]

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