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

SaaStr

Dear SaaStr: When should a bootstrapped startup hire a (CFO, COO, CMO)? ARR VPCS: $2m ARR VPP: $3m-$4m ARR VPE: $5m-$6m ARR CFO: $10m ARR COO: $20m ARR. The post Dear SaaStr: When should a bootstrapped startup hire a (CFO, COO, CMO)? How can a CEO hire those C-level positions for the first time as a CEO and entrepreneur?

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Apple's AI Challenger Sale

Tom Tunguz

Enterprises push for their data to be under their control in virtual private clouds, in open data formats like Iceberg, to run AI models in their own environments - the cloud-prem architecture. 1 Many will debate whether the architecture is truly private. It’s already happening.

AI Search 274
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Dear SaaStr: I’m Bootstrapped. How Can I Afford to Hire Any VPs?

SaaStr

Q: When should a bootstrapped startup hire a (CFO, COO, CMO)? ARR VPCS: $2m ARR VPP: $3m-$4m ARR VPE: $5m-$6m ARR CFO: $10m ARR COO: $20m ARR. How can a CEO hire those C-level positions for the first time as a CEO and entrepreneur? What skills should he or she look for? Not all at once, but you can benefit from all of them by then.

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The Top 5 Things Everyone Should Know Before Starting a SaaS Company

SaaStr

If you can’t do the time, don’t do the startup. VPS, VPM, VPP, VPCS, VPE, etc. And 99% of SaaS companies will need 7–10 years to get to $100m ARR and beyond. More here: TAM is Great. But What Really Matters is That You Believe You Can Hit $100m ARR in 7 Years. You have to love, or at least commit to, recruiting constantly.

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The Top 10 Things to Know Before Starting a SaaS Company

SaaStr

If you can’t do the time, don’t do the startup. You have to hire so many functions in SaaS – VPS, VPM, VPP, VPCS, VPE, etc. And 99% of SaaS companies will need 7–10 years to get to $100m ARR and beyond. You have to love, or at least commit to, recruiting constantly.

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Bet On Up-and-Comers. But Add One Veteran For Each $10m ARR.

SaaStr

They often staff up their teams with folks they already know and have been successful with at their last startup. The sales leader that did well, but their startup still didn’t quite make it. But on-the-job-at-your-startup experience is even more important than prior experience. Veterans of the SaaS journey.

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The Challenge of the AI Demo

Tom Tunguz

With most startups building atop existing models & setting aside differences in fine-tuning, the ultimate performance should be relatively comparable, provided they use the same data sets. Will startups compete on access to different data sets? Today, there are more questions than answers about how to sell AI agent systems.

AI 195