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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 328
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10 Things That Would Have Helped Me Go From $1m to $10m Faster with Less Stress

SaaStr

5/ Moving from CTO-led -> VPE-led dev team. Most of us hire a VP of Engineering to take over from our CTO because we see the CTO is getting burnt out, or has trouble building a dev team > 8-9 folks, or gets disinterested in solving technical debt, bugs, etc. Field vs. mid-market vs SMB early. 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

At this year’s SaaStr Europa, Jason Lemkin, CEO and Founder of SaaStr, took the stage to answer the audience’s most pressing questions about the present and future of startups. It’s too much to learn on the fly for most new VPs of Sales. Q: What Do You Think About Specialization In This New Era Of Efficiency?

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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PCI explained: Why every platform should prioritize compliance | Episode 42

Payrix

Historically, PCI compliance focused primarily on card-present transactions, such as those conducted at physical locations like gas stations and restaurants. addresses this shift by expanding its scope to include 64 new requirements that specifically target eCommerce vulnerabilities. There’s 64 new requirements in total.

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Building a sales team that can go from $0-$50M (Video + Transcript)

SaaStr

So up to 100-150K and SMB, we’re at 2K. For instance, my first rep from Marketo, he was the first rep at Marketo in New York. The peak of your day starts around 3:00PM because that’s when New York wakes up. Gaetan Gache t: The fact that you’re new is actually becomes a negative. In that case, it was Gap.

Scale 150
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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

If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin. 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. Do you segment enterprise and SMB? Henry Schuck. Henry Schuck: Right.