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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 312
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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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SaaStr Podcast #403 with Loom VP of Sales Sam Taylor

SaaStr

How does this change when selling to SMBs vs enterprise? * Are marketing becoming the new sales team with their content being used more and more in the sales funnel? Bret was formerly the CTO at Facebook. What measurements should be used to determine their success? How should the success of marketing be measured?

Scale 189
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Making the jump from Customer Success to CEO with FranConnect’s Gabby Wong

ChurnZero

Additionally, “leapfrog” candidates—those who come from a level below the C-suite, such as senior vice presidents—now make up roughly 5% of new chief execs. It can be hard to convince PE firms to invest in the customer. How did you get your PE colleagues to invest in the customer experience? It gets quite complex.

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

SaaStr

I looked back at our investment memo, it was a 2K ACV when Jason invested after Y-C. 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.

Scale 141
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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 #214: Erica Schultz, CRO @ New Relic on What It Takes To Successfully Scale Into Enterprise

SaaStr

Erica Schultz is Chief Revenue Officer @ New Relic, the company that gives you the real time insights your software driven business needs to innovate faster. Prior to their IPO, New Relic raised over $214m in funding from some of the best in the business including Benchmark, Insight Venture Partners and Blackrock, to name a few.

Scale 196