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Dear SaaStr: What Was it Like Acquiring Your First Customer?

SaaStr

My first customer signed a $10k contract (a small pilot) but our second, their competitor, then signed a $6m (multi-year) contract. When you are hunting Very Big Deals from a small number of huge customers, and you close even one — you can see the future. So Customer #1 showed us the path to our future. It’s exciting.

SMB 216
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If You Leave the Low End of the Market … You Probably Can’t Go Back

SaaStr

Even once you hit just $2m-$3m ARR — fairly early — the trade-offs start to become clear for startups with customers both Smaller and Larger: Small customers consume just as many sales, success, and marketing resources. Every call takes the same amount of time, but the small ones produce so much less revenue. Frustrating.

SMB 350
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The 6 Most Common Mistakes Founders Make When They Are Just Starting to Scale Revenue

SaaStr

It’s one thing to invest in an area where only 5% of your business is today. Then, you’ll have enough folks and experience to put a small team on a new initiative / segment / market. Often, you can sort of intuit the business model up to $1m or $2m or so in ARR. Leave the pipedreams for $100m in ARR.

Scaling 275
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What I Learned Selling My Company for $130M with Harry Glaser of Periscope Data and ModelBit

SaaStr

You want people to call you because you have a great business. At places like Google or Meta, they’re organized into business units. The VP or SVP of the business unit will be the relationship you want. Here’s the timeline from initial interest to closing for Harry: about six months for the entire process.

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How Revenue Leaders at Box, Calendly, and Lattice Scaled From $0 to $100M+ and Beyond

SaaStr

She was hired because they saw a bit of softening in new business growth, and she came to help diagnose what was going on and help scale the business. She saw three problems immediately after joining the company: Their closed-won ratio didn’t connect to all of the activity happening on the ground and behind the scenes.

Scale 231
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Expensify Joins 2023 SaaStr Annual as Unicorn Sponsor!

SaaStr

About Expensify Expensify is a payments superapp that helps individuals and businesses around the world simplify the way they manage money. Whether you own a small business, manage a team, or close the books for your clients, Expensify makes it easy so you have more time to focus on what really matters.

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Who Will Win the GTM AI Race — Startups vs. Incumbents? With Stage 2 Capital Co-founder and Managing Director Mark Roberge

SaaStr

There is a close parallel between how the internet disrupted society and software and how AI will, too. It was the new economy, and all the Goldman Sachs and McKinsey people quit their jobs, becoming CEOs of disruptor businesses with iterative ideas like putting the news or company brochures online. The Innovator’s Dilemma.

AI 260