SaaStr

MARCH 1, 2024

Dear SaaStr: What’s The Number One Challenge for Scale-Up Stage Founders? In SaaS, once you have even a few million in ARR, the #1 challenge is recruiting top-tier VPs and building a truly top-tier management team: SaaS products mostly don’t sell themselves. You will need a VP of Product to scale your roadmap.

Scale 274

Scale Part-Time VPE CTO Hire Fractional VPE 274

SaaStr

JUNE 23, 2020

Q: What’s the number one challenge for scale-up founders? In SaaS, it is recruiting your VPs and management team : SaaS products mostly don’t sell themselves. You can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. She can be your CTO forever.

Part-Time VPE 310

Part-Time VPE CTO Hire Fractional VPE Sales Recruiting 310

SaaStr

MARCH 6, 2024

So Okta is one of our favorite SaaS and Cloud leaders. Founder CEO Todd McKinnon was VP of Engineering at Salesforce and left to start Okta in the depths of the last downturn. But like many SaaS and Cloud leaders today, the bigger ones are still growing faster. Their multi-million dollar contracts are 30%. #5.

Fractional VPE 282

Fractional VPE Part-Time VPE Scale SMB 282

SaaStr

OCTOBER 24, 2022

WorkOS CEO Michael Grinich, Developer Success Manager Betsy Calender, and VP of Developer Experience Zeno Rocha share how to price your product for developers, how to market it to developers, how to how to support them as they scale and use the products. Bottom-up sales. The contract size grows.

Outsourced Development 210

Outsourced Development Underperforming Technical Team Development Part-Time VPE 210

SaaStr

JUNE 1, 2021

I’m going to skip by my life story, and how I grew up as a small child in India, and how the dusty streets influenced my take on unit economics, and SaaS subscription models. This is the revenue growth for HubSpot leading up to the IPO. We’ve got a bunch of MBAs trying to build a SaaS business here. It’s OK.

Part-Time VPE 290

Part-Time VPE Technical Cofounder CTO Hire New CTO 290

Sales Hacker

JULY 8, 2019

This week on the Sales Hacker podcast, we speak with Kim Rose , VP of Customer Success at Buildium. How to Analyze a SaaS Business Effectively w/ David Skok. Subscribe to the Sales Hacker Podcast. Welcome to the Sales Hacker Podcast. She’s the VP of Customer Success and Support at Buildium.

Customer Success 68

Customer Success Scale Fractional VPE Part-Time VPE 68

SaaStr

MAY 5, 2025

I’m seeing an alarming trend across the SaaS landscape that’s going to separate winners from losers in the next 18 months: The AI Slow Roll. You know what I’m talking about: It’s the VP of Engineering who’s “still evaluating Windsurf and Cursor” but says it’s still a little bit early.

AI 277

AI Fractional VPE Scale SaaS 277