Dear SaaStr: When You Sold Your Startup, What Were the Downsides?

[ad_1] Dear SaaStr: When You Sold Your Startup, What Were the Downsides? When you sell: it’s not yours anymore; and your upside is capped. Start with Challenge #1. Ask yourself 4 “Are You OK With” questions: The name being changed? With the business

Raising Money After a Rough Patch? At Least Put Up 3 Good Months in a Row

[ad_1] So it may surprise some of you to learn that it’s not >that< hard to raise venture capital after a rough patch — if things reaccelerate. In fact, it’s pretty common. VCs know the vast majority of startups have a tougher time

Dear SaaStr: Is it OK to Reschedule a Job Interview with a Founder?

[ad_1] Dear SaaStr: Is it OK to Reschedule a Job Interview with a Founder? It’s generally fine to reschedule an interview set up with a recruiting manager or similar. They’ll figure it out. That’s their job. But — be careful rescheduling a job

SaaStr on My First Million Podcast: Reverse Engineering Your Way to $100,000,000+

[ad_1] Sam Parr Podcast Interview with Jason Lemkin Sam Parr recently invited Jason Lemkin to The First Million Podcast for a conversation that touched on various topics beyond B2B. Some key points discussed during the podcast include: Pricing strategies in the early stages

Dear SaaStr: What are Some Early Signs a New VP isn’t Going to Be a Fit?

[ad_1] Dear SaaStr: What are Some Early Signs a New VP isn’t Going to Be a Fit? The top one for me is when they don’t embrace the goals given to them. I see this again and again: A VP of Sales that

5 Interesting Learnings from DropBox at $2.5 Billion in ARR

[ad_1] DropBox: A Deep Dive into a SaaS Leader So I’ve been doing SaaS long enough to remember when Dropbox was a super hot SaaS startup. Fast forward to today, it’s settled into a very mature leader, with slow growth but impressive efficiency

Dear SaaStr: When Should I Hire a CFO?

[ad_1] Dear SaaStr: When Should I Hire a CFO? I think at a minimum you should have a real experienced finance lead at $2m ARR, a real VP Finance once you raise $20m, and a CFO once you are at $20m+ ARR —

How to Accelerate Production Deployment and Embed AI with IBM

[ad_1] At SaaStr’s AI Day, Exploring the Paradox of AI with IBM At SaaStr’s AI Day, George Kreitler, Global IBM Embeddable AI Sales Leader, discusses the paradox of AI, equations related to productivity and AI, and the importance of responsible AI. What Makes

Forget About 2021. VC Deals in 2024 Are The Most Expensive Ever.

[ad_1] Venture Capital Trends in 2024 VC is back, baby! How do I know? Because 90% of the reported (and unreported) rounds in the past few weeks make zero sense. VCs are back to deploying capital at a pace and at valuations that

Don’t Hide in Zero Cost Marketing

[ad_1] Why Cutting Your Marketing Budget Too Far Can Hurt Your Business As growth decelerated rapidly for many in SaaS in 2022-2023, one of the first things cut was marketing. It’s not always ideal, but I get it. It’s a variable cost. Cut