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My Top Financial Mistakes as an Entrepreneur. That Cost Me Millions.

SaaStr

Worked out great for my CTO who stayed (proud of him), but if things were structured differently, I would have made nine figures just staying. Hiring a controller that didn’t care. I avoided this mistake for my first two-startups, but then made it several times after. We ended up needing another 6 months of runway.

CTO Hire 274
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Using Generative AI to Drive Corporate Impact

TechEmpower SaaS

In corporate finance , generative AI is a transformative force, enhancing decision-making and operational efficiency. Moreover, it automates routine tasks such as transaction processing and report generation, freeing finance professionals to focus on higher-level strategy and analysis.

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Top SaaStr Content for the Week: Gusto CEO, RevenueCat CTO, Intercom CEO, Notion CRO, and More!

SaaStr

Check out this week’s top blog posts, podcasts, and videos: Top Blog Posts This Week: Be Careful Hiring “Dualies” — Folks That Are a VP of More Than One Thing. SaaStr 565: Classic Episode: The Importance of Company Values, a Great Hiring Process, and Ownership Culture with Gusto Co-Founder & CEO Josh Reeves.

CTO Hire 290
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10 Learnings From Jeff Lawson (CEO Twilio) + Byron Deeter (Bessemer Ventures): “Adapt, Plan, Deliver”

SaaStr

He joined StubHub as CTO, but didn’t get nearly as much equity as the other CTO — because he “wasn’t committed enough.” Times will change. But the customers are your best source of financing and knowledge. If your customers love your product now, hire reps. Markets will change.

CTO Hire 355
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The SaaS Org Chart Live with David Sacks (Podcast #491 and Video)

SaaStr

You’ll need to hire aggressively to get to the next level and continue that rapid growth. But what roles should you hire for, and what will your org chart look like at each stage? Director of Finance. David considers product to be its own department that should also report directly to the CEO, instead of falling under the CTO.

CTO Hire 284
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How to Stop Micromanaging After $1m-$2m ARR. You Have To.

SaaStr

And importantly, you need to spend more time with your existing customers (vs. But even if you’ve hired the world’s best VP of Sales … you can’t opt out of sales entirely. You still need to spend 15-20% of your time in sales. Hire a VP of Finance or even a CFO Early if You Are Growing Quickly.

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CEOs of Zapier, Walkme and Dialpad: How to Build Your First Management Team (Video + Transcript)

SaaStr

Which role should you hire for first? For starters, your first hire should be someone who can complement your skills, someone who is strong in areas where you’re weak, but it goes much deeper than that. I am guessing it’s probably the hardest problem to solve, hiring a job, let alone at this level. And for good reason.