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Dear SaaStr: What’s The Number One Challenge for Scale-Up Stage Founders?

SaaStr

Dear SaaStr: What’s The Number One Challenge for Scale-Up Stage Founders? You will need a VP of Product to scale your roadmap. You can smother customers with love alone in the early days, but as you scale, you need a seasoned customer success team and VP that has done this before. She can be your CTO forever.

Scale 280
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What’s The #1 Challenge After $1m-$2m ARR?

SaaStr

Q: What’s the number one challenge for scale-up founders? You will need a VP of Product to scale your roadmap. You can smother customers with love alone in the early days, but as you scale, you need a seasoned customer success team and VP that has done this before. She can be your CTO forever.

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10 Learnings From Jeff Lawson (CEO Twilio) + Byron Deeter (Bessemer Ventures): “Adapt, Plan, Deliver”

SaaStr

He joined StubHub as CTO, but didn’t get nearly as much equity as the other CTO — because he “wasn’t committed enough.” They had revenue their first month after launch. If your customers love your product now, hire reps. He learned paper millions can go to zero ??.

CTO Hire 355
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The Top 10 Reasons to Attend 2025 SaaStr Annual, May 13-15 in SF Bay!!

SaaStr

200+ dedicated workshops and braindates with the best in SaaS, Cloud and AI, from intimate small sessions to 20-50 person workshops from the best Our CRO + CEO Poker Night where we bring 200 top revenue leaders together with CEOs and founders of B2B / AI companies attending Our 4th annual CMO Summit for top CMOs and the CEOs that want to meet them!

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5 Interesting Learnings from Amplitude at $150,000,000 in ARR

SaaStr

Customer count growing as fast as revenue — a good sign for the future. Some leaders like Slack have seen the same, but most Cloud leaders at scale with high NRR end up getting more and more of their revenue from their existing base, not new customers. Use overages to renegotiate contracts, not charge per event.

Scale 313
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Scaling a Product-Led Growth Model with 1Password, Apollo.io, Sentry, and Lightspeed (Pod 634 + Video)

SaaStr

Scaling a PLG company While it’s great to figure out a PLG model that allows you to scale your revenue with inbound, it cannot stop there. Strategy: To get started, identify playbooks that yield the highest revenue. The next hiring focus should be growth marketing. Invest in a unified data platform.

Scale 244
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If You Don’t Think You Need a VP of Product, VP of Marketing, Etc. — Then You Haven’t Worked With a Great One

SaaStr

in ARR, get to Initial Traction , we then realize we have to scale. Hire not just 1-2 reps, but 10. That it’s time to bring in someone that knows. But I’ve found many great SaaS founders take longer, too long, to decide to hire the other VPs. My CTO and dev team is building all the features we need.