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When to Hire Your First CFO — From OnlyCFO

SaaStr

Especially once the renewal cycle heats up and once you have a ton of customers to invoice. The right person to lead finance at a Series A company looks very different than the right person to lead finance at a true pre-IPO company (that is near an IPO). That has saved my bacon several times — jason, ed. It depends.

Scale 315
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Usage-Based Revenue Models: Successes and Pitfalls from Checkr COO Lindsey Scrase on CRO Confidential

SaaStr

When Lindsey joined, she inherited an already built-out self-serve/PLG model for small businesses and a mid-market and enterprise sales, customer success, and post-sales team. But at the start of its expansion play, Checkr’s enterprise motion failed, and sales cycles were slow, taking up to a year for $100k & up deals.

Revenue 293
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Easy Cross Border Transactions With FastSpring as Your MoR

FastSpring

How FastSpring drastically simplifies the entire cross border payments process for SaaS, software, mobile game, and other digital product businesses. FastSpring handles the entire payment process from checkout to remitting end-of-year taxes for SaaS companies. Greater access to local payment methods.

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Top 10 Reasons SaaStr Annual 2025 Will Be Better Than Ever!! May 13-15 in SF Bay!

SaaStr

100+ scale-ups and start-ups showing you how they do it! 800+ VCs Ready to Invest This year, were bringing together over 800 VCs and investors, making SaaStr Annual 2025 the ultimate place to pitch, connect, and secure funding. And we’ve got an AI Demo Stage running all day, every day this year, right in the heart of Annual.

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Clouded Judgement - 3.28.25 - The New AI Risk Curve

Clouded Judgement

Starting and scaling a software company was really hard. Starting and scaling a software company was really hard. If you wanted to scale users and growth, you needed to scale a physical data infrastructure footprint. ” This used to be how companies scaled! It wasn’t very elastic. What does this mean?

Cloud 299
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Unlocking Growth in the Internet Economy: a Perspective from Stripe Head of Invoicing, Suzanne Xie (Video)

SaaStr

These days, as the business lead for invoicing at Stripe, Xie has earned her own stripes in navigating the unique challenges of building and thriving in the SaaS marketplace. Maybe your billing system is not ready, your invoicing is a patchwork, or your reconciliation and invoicing have to be done manually.

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The 3 Secret Ingredients for Scaling to $100M ARR with Bitly CEO and CPO

SaaStr

Bitly CEO Toby Gabriner and CPO Kelsey Stevenson share the three secret ingredients that helped them when scaling to $100M ARR and what they could have done differently. Kelsey joined them as CPO, and they started experimenting with less expensive packages downmarket where customers could go online and set up a subscription.

Scale 300