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5 Challenges in Moving Upmarket and How to Overcome Them with Salesforce Ventures

SaaStr

As Managing Director of Salesforce Ventures, Nowi Kallen , shared at last week’s Workshop Wednesday, there are five main challenges of moving upmarket and tips to follow if you want to succeed at Enterprise sales in today’s macro environment. Security — SOC 2 compliance is table stakes. We’ve already mentioned the why.

Scale 192
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SaaStr Deep Dives With 100+ of the Top CROs in SaaS! From Atlassian to Zoom to Cloudflare to Bill and More!

SaaStr

Over the years, we’ve done just an incredible number of deep dives, AMAs, and more with many of the best CROs and VPs of Sales in SaaS!

Scale 256
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What’s Changed in Product-led Growth with Calendly CMO Patrick Moran

SaaStr

Here, he discusses a few of the key lessons he’s learned along the way. It’s that we’re standing on tall shoulders, and there’s a lot to learn from the past. 2004’s Lesson from WebEx. 2012’s Lesson from New Relic. 2016’s Lesson from Quip. 2016’s Lesson from Quip. 2018’s Lesson from Salesforce.

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Mastering the Mid-Market: Lessons on Building and Selling Into Scaling Enterprises with Vanta CRO, Stevie Case (Video)

SaaStr

Vanta’s Chief Revenue Officer, Stevie Case, shares lessons learned from leading Twilio’s mid-market team and shepherding Vanta into a mid-market leader as the company’s first CRO. They’re usually more stable than an SMB profile, yet they can move much faster than an enterprise. The enterprise has a more defined process.

Scale 189
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Mastering Partner Marketing: What NOT to Do and How to Excel with Drata CMO Sydney Sloan

SaaStr

The Challenges and Pitfalls of a Partner Ecosystem Drata attributes much of its success to its partner ecosystem, which is an interesting case study for most, so how do they break up marketing, sales, and resource allocation vs. a more direct-sales modeled business? The sales reps were friends, and accounts were shared.

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30+ Tough Learnings from Losing a Top Customer

SaaStr

On both SaaStr University and Twitter, we had 30+ founders, CEOs and execs share their top, tough learnings from losing one of their top customers. Indeed this was also my #1 mistake and the #1 I see from so many startups learning to go upmarket. Another top mistake SMB folks make trying to sell enterprise. Lesson learned.”

CTO Hire 281
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10 Things That Would Have Helped Me Go From $1m to $10m Faster with Less Stress

SaaStr

I thought it would be worth drilling down deeper into each of them, and sharing the learnings and mistakes: 1/ Spending less time fixing things, more time recruiting senior folks to own them. Yes, you can manage the sales team yourself. As I learned later, we never lost a customer I actually visited, at least not on my watch.