Remove Enterprise Remove Scaling Remove Underperforming Technical Team
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How to Train Your Sales Leaders: Key Learnings from HubSpot and BILL with Michelle Benfer

SaaStr

Having led sales teams of 500+ at BILL and 800+ at HubSpot, Michelle has unique insights into what makes great frontline managers and why investing in them is crucial for sustainable growth. What’s great about high-volume sales at that scale is the pattern recognition,” Michelle shared.

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Okta’s Playbook to PLG, Developer Experience, and Enterprise ARR

SaaStr

Okta’s VP of Engineering, Monica Bajaj, and Senior Director of Platform Product Marketing, Priya Ramamurthi, share Okta’s playbook to PLG, developer experience, and Enterprise ARR. How do you scale PLG? How do you build a stellar developer experience and continue to scale when the user base skyrockets overnight?

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5 Nonobvious Learnings from Atlassian’s Path to The First $10B in ARR With Ex-CRO Cameron Deatsch

SaaStr

The “Anti-EnterpriseEnterprise Model Most surprising insight: Atlassian’s growth challenges conventional enterprise wisdom. While competitors invested in huge sales teams, Atlassian actually restricted direct customer interaction. 5 Nonobvious Learnings from Atlassian’s Path to $10B 1.

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The 3 Secret Ingredients for Scaling to $100M ARR with Bitly CEO and CPO

SaaStr

Bitly CEO Toby Gabriner and CPO Kelsey Stevenson share the three secret ingredients that helped them when scaling to $100M ARR and what they could have done differently. Around 2012, the focus became solely on the Enterprise, which is interesting considering they had a full-blown PLG engine. Bitly had an Enterprise sales-focused team.

Scale 294
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Dear SaaStr: How Can I Crush a VP of Sales Interview?

SaaStr

Be prepared to talk about the team youve builtwho you hired, why you hired them, and how they performed. Be ready to share specific examples of how youve developed and executed sales strategies that drove revenue growth. Bring Energy and Vision : Show that youre not just here to manage a teamyoure here to scale the business.

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How Revenue Leaders at Box, Calendly, and Lattice Scaled From $0 to $100M+ and Beyond

SaaStr

What should you look for in an Enterprise rep vs. a Mid-Market rep? How should you handle presenting challenges to your C-suite team when you’ve just joined the company? She was hired because they saw a bit of softening in new business growth, and she came to help diagnose what was going on and help scale the business.

Scale 268
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20 YC Startups Demoing at SaaStr 2025 Pushing the AI Frontier! From Abundant AI to Mosaic to Veriflow and More!!

SaaStr

Companies can meet stringent quality requirements at a fraction of the cost of in-house teams, while accelerating their AI initiatives. Why It Matters : Customer support teams are drowning in tickets, with resolution times getting longer, not shorter. 230+ enterprise customers including three Fortune 50 companies.

AI Search 162