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Apple's AI Challenger Sale

Tom Tunguz

Since 2020, Apple has marketed their products as the private alternative poking fun at how public we all are about the minutia of our lives. Apple is competing using the challenger sale : Apple is telling the market, to use AI, you should want private AI, you should want to control your own data because it’s valuable 1.

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

SaaStr

Here are some rough rules: You want a VP of Everything (Sales, Marketing, Product, Eng) by about $1m-$2m ARR. 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? A bit more here.

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

SaaStr

Here are some rough rules: You want a VP of Everything (Sales, Marketing, Product, Eng) by about $5m ARR, and ideally, Sales and Marketing well before that. 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?

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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. More on that here and a great video discussion below: You’ll probably be ready for your first VP of Sales by $1m in ARR. I’ve made the same mistakes you have, and I’ve lucked into a few great VPs early (marketing, product and sales).

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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. We’ve learned to build up a specialized sales team from BDRs to SDRs to segmented AEs, so openers are opening, qualifiers are qualifying, and closers are closing.

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You *know* your exec team desperately needs an offsite. We’ve got the easiest (and best, and cheapest) solution

SaaStr

Your Sales leaders get the playbook from Lattice, Calendly, Snowflake, Confluent, Brex and So. A New Era of B2B Sales: Three Strategies Growth Leaders Must Implement Today. Learnings from 1,000+ Comp Plans: What to Avoid When Scaling from First Sales Hire to IPO. Karen Tang, VPCS @ Active Campaign.

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The Top 10 Things to Know Before Starting a SaaS Company

SaaStr

You have to hire so many functions in SaaS – VPS, VPM, VPP, VPCS, VPE, etc. You’ll probably hire the wrong first VP of Sales. If you’re not willing to constantly recruit cross-functionality … you’ll never attract the talent. True in B2C too of course. And it may burn up half your cash and a year of time.