Scaling from $10M to $25M in SaaS: 5 tips for founders

View profile for Diana Ross

CRO @ Retention.com & RB2B

Everyones talks about how hard it is to get to $10M ARR in SaaS. Fewer talk about what it takes to go from $10M to $25M. Here are my 5 tips for founders getting ready to scale their team: When Retention.com hit $10M, there were only 6 of us. We were all individual contributors, wearing multiple hats, doing whatever it took to make things work. It was intense, but simple in its own way. Fast forward three years: we’re 40 people strong. Scaling from 6 to 40 was far harder than scaling revenue. The challenges completely changed. At $10M, it’s about hustle. At $25M, it’s about building a company that can operate at scale without you doing everything yourself. Here are my 5 tips for founders getting ready to scale their team: 1) Let go of control. Trust others to own outcomes. And recognize that what made you great at $10M may actually hold you back at $25M. 2)As your team grows, your culture stretches — sometimes uncomfortably. The challenge is keeping your early scrappiness alive while adding the structure that growth demands.  Hire people who can handle ambiguity and bring process. 3) Scaling communication is just as important as scaling sales. It never hurts to over-communicate: vision, priorities, expectations, and context. 4) You can do 10 good things or 3 great ones — choose the 3. Say no to the shiny but low-impact projects. Double down on what’s already working and go deeper, not wider. 5) Operational excellence isn’t bureaucracy — it’s what gives your team the freedom to execute faster and smarter. Look at implementing EOS (Entrepreneurial Operating System) or a similar framework. It’s been a lot of learning, unlearning, and rebuilding along the way. But what I’m most proud of? 62% of our team have been here for 3 years (part of our very first hiring cohort).

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Corey Peck

CEO @ Fractional Ops | We build in-house AI Sales Systems for B2B Services CEOs so they don’t have to hire agencies.

3d

Exactly. The shift from 10 to 25M is less about pushing growth and more about building the machine that sustains it.

Catherine Mandungu

Founder @ Think RevOps | RevOps & GTM Strategist | Building Scalable Revenue Engines for B2B Companies | Top 100 Female Entrepreneur | Women in Business Advocate

3d

Diana Ross That's really impressive. The shift from “doing everything” to “building what runs everything” is one of the hardest transitions for any founder. Getting people, systems, and revenue to scale together is the real challenge, and the moment a business becomes built to last.

OLEG MUZA

CEO of XIM, Inc. | Founder of Multiple Companies | IT Executive with 30+ Years Experience | Passionate About Software Development & Outsourcing

3d

Great perspective - scaling people is always harder than scaling revenue. Love the point about operational excellence not being bureaucracy - it’s structure that enables speed.

David Cimaglia

Head of SMB & Agency Sales at Retention.com Helping Ecommerce brands rapidly grow abandonment revenue.

3d

That's right!!! June 2022!! Let's go...

Jean-Marc Chamagne

B2B Influencer Marketing for SaaS Brands | Co-Founder at SaasFluence

3d

"Scaling from 6 to 40 was far harder than scaling revenue." -- this is the REAL boss battle.

Josh Cons

Founder, CEO @ Notice Me(dia) • ROI-focused LinkedIn content + management for founders & executives

3d

Was $10m-25m more challenging than $0-10m?

Sebastian Mondragon

Making AI work for businesses (not the other way around) | CEO @ Particula Tech

3d

Six to forty people somehow feels harder than zero to six, which makes no sense until you're living it. Nobody warns you that "letting go of control" means watching someone do your job differently and biting your tongue about it.

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Caleb King ⚡

⚡ Make your invisible sales process visible ⚡

3d

Noted! 0-10M with 6 people? that is AWESOME! and this right here is very steady growth, 0 to 25 in 6 years, NICE! on the 0-10 as we speak. wish us luck!!!

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Anthony Flores

Helping people and businesses grow stronger and perform better.

3d

Solid insights! Awesome that you highlighted the importance of scaling people. As companies grow, culture widens, performance standards become more apparent, and identifying HOW you develop your people becomes part of the action plan. Thanks for sharing!

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