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

SaaStr

SaaStr Annual has always been the go-to event for SaaS founders, executives, and investors, but 2025 is shaping up to be the best one yet. AI is transforming SaaS, and were dedicating two massive stages to the SaaStr.AI 300+ World-Class Speakers This years lineup includes 300+ speakers from the best SaaS and AI companies worldwide.

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Dear SaaStr: What “Quotas” Should My VP of Customer Success and VP of Product Have?

SaaStr

For a VP of Customer Success (VPCS), their “quota” or ownership should revolve around two key metrics: Net Revenue Retention (NRR) and Gross Retention Rate (GRR). Top-tier SaaS companies aim for 120%+ NRR, meaning theyre growing revenue from their existing customers by at least 20% annually through upsells and expansions.

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Just Announced: SaaStr Annual 2025 Headline Speakers: The CEOs and CXOs of Snowflake, HubSpot, Dropbox, ServiceTitan, Canva, Descript, and 100s More!!

SaaStr

2025 SaaStr Annual is May 13-15 in SF Bay Area We have 100s of speakers and workshops coming to you from the best in SaaS, Cloud and AI, and we’re ready to announce our Launch Speakers: CEO Snowflake CEO HubSpot CEO Dropbox CEO Descript CTO Rubrik CEO Clio CEO Snyk CRO ServiceTitan CCO Canva CEO + CRO Flock Safety CMO + CRO Grammarly CEO Observe (..)

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Dear SaaStr: I’m Bootstrapped. How Can I Afford to Hire Any VPs?

SaaStr

But by $10m ARR, bootstrapped SaaS companies mint enough cash to fund all these hires. 10m ARR bootstrapped companies start to converge and look a lot like $10m ARR venutre-backed SaaS companies. If you are bootstrapped in SaaS, you won’t have enough capital to build your management team as fast you need to for quite a while.

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Dear SaaStr: When should a bootstrapped startup hire a (CFO, COO, CMO)?

SaaStr

ARR VPCS: $2m ARR VPP: $3m-$4m ARR VPE: $5m-$6m ARR CFO: $10m ARR COO: $20m ARR. And by $10m ARR, bootstrapped SaaS companies generally generate enough cash to fund all these hires at almost the same pace as venture-backed ones. 10m ARR bootstrapped companies start to converge and look a lot like $10m ARR venture-backed SaaS companies.

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Do Your VPs Have a Mentor Budget?

SaaStr

One thing all of us that have been doing SaaS for a while have learned is that, back in the day, we didn’t do a good enough job of specialization, especially in sales. But what would be even better would be to also have an experienced peer that is a true VPS or VPM or VPCS. who were looking to move to VP. They still do fine.

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What Order Should You Hire Your Management Team In?

SaaStr

ARR VPCS: $2m ARR VPP: $3m-$4m ARR VPE: $5m-$6m ARR CFO: $10m ARR COO: $20m ARR. But it’s a good question and I thought it might make sense to set out an Ideal VP Hiring Plan for Most SaaS Companies. I’ve worked closely with 26+ SaaS start-ups and founded a few. IME, rough order to make hires in: VPM: $0.2m