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Tag: Career Growth & Advice

AMA at SaaStr Annual 2022 with SaaStr Founder & CEO Jason Lemkin – Part 1 (Pod 607 + Video)

At the end of Day 3 of SaaStr Annual 2022, Jason opened up the mic for an AMA. This episode is the first half...

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Dear SaaStr: What are Some Red Flags That Signal You Shouldn’t Take a Start-up Job?

Dear SaaStr: What are Some Red Flags That Signal You Shouldn’t Take a Start-up Job? A few B2B/SaaS specific thoughts. 1.  Don’t join a B2B/SaaS start-up...

Dear SaaStr: What Do You Have to Get Right in a Start-Up?

Dear SaaStr: What Do You Have to Get Right in a Start-Up? So many folks I meet want to start a start-up.  They have an...

10 Lessons Learned Along the Path to $100M ARR with UserZoom CEO Alfonso de la Nuez and CMO Sophie Chesters (Pod 590 + Video)

The journey to $100M ARR may seem like a typical success story in Silicon Valley, but that doesn’t make it simple or easy. But...

Dear SaaStr: How Do Founders Take Advantage of VCs?

Q: There are a lot of examples of VCs taking advantage of entrepreneurs. What are some examples of entrepreneurs taking advantage of VCs? I can...

Dear SaaStr: What’s the #1 Thing That Sets Great VPs Apart From the Rest?

Dear SaaStr: What’s the #1 Thing That Sets Great VPs Apart From the Rest? The truly great VPs, They have a stream of great candidates coming...

Scaling From $10M to $100M ARR: The Good, The Bad, and The Ugly with Showpad Co-Founder Pieterjan Bouten (Pod 586 + Video)

The $100 million in Annual Recurring Revenue (ARR) mark is a magnificent milestone for companies that indicates sustainable business growth. While every startup is...

Right Co-Founder … Wrong CEO. Could That Be You? Be Honest.

On the investing side of life, the toughest meeting of all for me at least is probably the Right Co-Founder, Wrong CEO start-up.  Great...

Dear SaaStr: How Much Equity Do You Give to Extremely Early Employees?

Dear SaaStr: How Much Equity Do You Give to Extremely Early Employees?It’s a tough one because they really do deserve a lot. But the...

Dear SaaStr: What Differentiates a “Real” VP?

Q: Dear SaaStr: What Differentiates a “Real” VP? While the answer may sound obvious, I’m not sure it always is in early-ish stage start-ups. The role...

Succeeding as a Young Enterprise Founder with Front Co-Founder and CEO Mathilde Collin (Pod 569)

Founding a SaaS company is already a significant challenge for any entrepreneur, but targeting the enterprise space can be an entirely different beast. So...

Dear SaaStr: Is It Worth Working as a Sales Rep?

Q: Dear SaaStr: Is It Worth Working as a Sales Rep? Absolutely. Being a sales rep is the hardest job that almost anyone can get and...

Why Competition Is So Bitter in SaaS: Oligopolies and Dominant Strategy Equilibriums

In many segments, competition-to-the-almost-death seems the norm in SaaS.  Just look at Larry Ellison or Marc Benioff.  While both seemed to have mellowed a...

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