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

SaaStr

With a New, AI Demo Stage from 100+ Top AI Start-Ups! 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. It’s May 13-15 in SF Bay, again on our 40+ acre indoor-outdoor campus ! The SaaStr.AI

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Lessons Learned Rolling out AI Agents to 16,000+ SMB brands with Gorgias’ CTO

SaaStr

The technology improves every month, and the companies investing now are positioning themselves for significant advantages in the years to come. Third, they invested heavily in the technical infrastructure. Most importantly, the market for AI customer service is still in its early stages.

New CTO 167
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30+ Tough Learnings from Losing a Top Customer

SaaStr

Another top mistake SMB folks make trying to sell enterprise. “That it was much easier to do more in order to keep that customer than to get a new “top” customer. ” — Echeyde Cubillo, Co-founder and CTO, Acme Ticketing. Your key champion might buy just 1 or 2 new products a year.

CTO Hire 325
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10 Things That Would Have Helped Me Go From $1m to $10m Faster with Less Stress

SaaStr

Less and you under-invest. At $8m in ARR, if you have $2m of cash in the bank, you get real nervous investing much more than $500k-$750k, $1m max. It’s subtle, but in SaaS I’ve learned you under-invest if you have < 50% of your ARR in the bank. 5/ Moving from CTO-led -> VPE-led dev team. More here.

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The Cold, Hard Truths About SaaS In 2023: Part 1 AMA with SaaStr CEO and Founder Jason Lemkin

SaaStr

It’s too much to learn on the fly for most new VPs of Sales. Amazing, great emails that are perfect, that solve your problems as a buyer for real right now, or are a jaw-dropping investment, get opened,” says Lemkin. Q: What Do You Think About Specialization In This New Era Of Efficiency? They wanted a one-call close.

CTO Hire 242
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Dharmesh Shah of HubSpot: From Day 0 to IPO. What Went to Plan. What Most Certainly Didn’t (Video, Podcast + Transcript)

SaaStr

Co-founder and CTO Dharmesh Shah shared with us how they got there — and the top mistakes they made — just 3 quarters after their IPO. You will fail if you: 1) try to build a suite of products out of the gate, 2) focus solely on SMBs, or 3) have an MBA. But of course, it wasn’t always quite that big!

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SaaStr Podcast #376 with ZoomInfo CEO Henry Schuck: “10 Mistakes the CEO of ZoomInfo Made on His Journey to IPO (Part 2)”

SaaStr

They’ve invested in all of these other businesses. Jason Lemkin: 50 reps in a new city that you’ve never met, and hired in 60 days when you’re in the low millions ARR. So number six, thinking you’re getting away with under investing in management, up scaling in HR. We all under invest.