Remove Development Remove Leadership Remove Underperforming Technical Team
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AI, Sales + GTM in 2025/2026: This Changes Everything with Jason Lemkin and Owner CRO Kyle Norton

SaaStr

By the end of this quarter, team members who aren’t genuinely AI-curious should be let go. The 50/50 Team Is Coming Fast. CROs will need to manage teams that are 50% AI agents and 50% human by end of year. This requires entirely new management skills focused on systems optimization, not just people leadership.

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The Future of AI in SaaS Sales with Henry Schuck, CEO of ZoomInfo and SaaStr CEO Jason Lemkin

SaaStr

On the topic of building SaaS companies, Henry kicks off the conversation with: “I think a lot of bootstrapped founders who are less capital infused have to actually be great at developing their people. “The best hack,” Jason adds, “is not recruiting one management team. It’s recruiting five or six.”

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The Keys to Getting to $500M ARR In Just 7 Years with Attentive’s CEO

SaaStr

The learning: When you solve a genuinely hard problem, you get three moats for free: Technical advantage through innovation Legal protection through patents Thought leadership in the space 2. Solve Hard Technical Problems Create multiple moats Patent protection Technical innovation Market leadership 2. Black Friday playbook) 3.

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The 40% Problem: Do Your Sales Reps Really Cover All Their Accounts? And Is AI The Answer? With Yamini Rangan, CEO HubSpot

SaaStr

The 40% Problem: How AI Will Finally Fix Sales Coverage and Customer Face Time A wake-up call from HubSpot’s CEO Yamini Rangan on why your sales team is failing 60% of their accountsand how AI will change everything There’s a brutal truth about B2B sales that most founders refuse to acknowledge. Think about that for a moment.

Scale 256
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Dear SaaStr: How Can I Develop Confidence as a Startup CEO?

SaaStr

Q: Dear SaaStr: How Can I Develop Confidence as a Startup CEO? But you need to be confident enough to lead the team and make everyone believe. Care about your team for real. Caring about your team and colleagues alone isn’t enough. Your team needs to look up to you. You need your team to believe in you.

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Is AI Penetration … Slowing Down? Ramp Says Possibly

SaaStr

Even more telling: OpenAI, despite maintaining market leadership at 33.9%, has actually seemingly lost some ground from its peak share levels. Companies are discovering that hiring AI talent or upskilling existing teams takes much longer than anticipated. While overall AI penetration among U.S. Integration challenges are mounting.

AI 281
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Calm’s Will Larson on how to build a technical leadership career

Intercom, Inc.

After writing An Elegant Puzzle about the challenges of engineering management in high-growth organizations, his focus shifted to a career path that’s much less understood – the technical leadership track. If you’re a senior engineer and want to further your career, what skills should you develop? A tale of two career paths.