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Which role should you hire for first? For starters, your first hire should be someone who can complement your skills, someone who is strong in areas where you’re weak, but it goes much deeper than that. I am guessing it’s probably the hardest problem to solve, hiring a job, let alone at this level. And for good reason.
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!
Immediately told them to hire 50 reps in a different city, in a different city, and they did. The CEO was deferential because that was 10 times what he’d ever raised before, and did all of it. 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 up to 100-150K and SMB, we’re at 2K. And actually when we started, I see one face in the room that I recognize, Kurt Freytag, was one of our big customers at the time when I joined. So you were the first sales hire. So my first sales hire was beginning of 2015. So over time, don’t hire resumes necessarily.
Obviously if you target enterprise customers, you usually have a very large ACV (Annual Contract Value) and the product usually is complex. We talk about using the product complexity, your target customer size, your contract value, and whether there's individual use case–those four things--to help you decide if PLG is a fit.
From contract signature to launch. Touching it, playing with it in a way a CIO or CTO might not before? We are still heavily oriented to SMB and to entrepreneurs. You say that Shopify is an SMB customer when I see 29%. I think Slack the majority of their revenue is enterprise even though their roots is SMB.
When is the right time to hire the first sales rep? Should you hire 2 at a time? What does one look for in their first sales hire? How does this change when selling to SMBs vs enterprise? * We were hired into the same role, same start date, competed head to head. Bret was formerly the CTO at Facebook.
How can founders know when is the right time to make the move from SMB to enterprise? I do partially think that a travel book should be in the offing with those incredible travels. Because one message isn’t necessarily always transferable when considering kind of SMB to enterprise. I came back to North America.
Jonathan : As opposed to you have X number of customers who have bookings that indicate future growth. That means lots and lots of hiring and I don’t want to say firing, we did fire anyone, but people get reshuffled, you know? Jonathan : Did you have to do any sort of big steps hiring wise? That’s like who you’re hiring too.
And I think part of it's because you've been in the game for a while and you're incredibly successful. Is your title CTO? Dharmesh: Yes, CTO. How do you have time to have your hands in all this different stuff? He was like, "You should probably hire someone outside of HubSpot for this role, for your growth.".
And I think part of it's because you've been in the game for a while and you're incredibly successful. Is your title CTO? Dharmesh: Yes, CTO. How do you have time to have your hands in all this different stuff? He was like, "You should probably hire someone outside of HubSpot for this role, for your growth.".
35:30) Optimal team structures for SMB sales organizations. (52:25) And that made it a lot easier for me to build the SMB sales motion that we ended up being the core sales motion that we built at Levelset. Highlights: (08:58) Building the first SaaS product and transitioning to recurring revenue. (14:58) I’m not a founder.
Previously, Peter was also the CTO/CIO of CBS Interactive where he brought CBS into the cloud. At Sun, Peter was the CTO of the Liberty identity consortium that designed SAML 2. Why is it no longer to come into large enterprises with a small contract and expand? How has Peter found the transition from CTO to CEO this time?
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