Sales Hacker

JULY 8, 2025

06:33 Why Sales Nav was a $250M business with a “crappy product” — and how Doug turned it around. 13:26 The speed dating hack that landed Coffee’s first sales leader. 17:36 What Doug learned running Sales Cloud at Salesforce — and why he left. 24:37 Why sales tech stacks are bloated — and how AI-native CRMs solve it.

Sales Recruiting 82

Sales Recruiting Sales Hiring AI Search Scale 82

Chart Mogul

DECEMBER 12, 2024

Companies will scale faster with flexible solutions replacing rigid legacy systems. Polis Pilavas , VP of Engineering at ChartMogul SaaS will shift to real-time personalization, enhancing individual user experiences by learning from every interaction, in an attempt to boost retention, increase satisfaction, and drive growth.

Fractional VPE 40

Fractional VPE Software Review SaaS Part-Time VPE 40

SaaStr

MAY 5, 2025

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. The mediocre middle of go-to-market teams is about to be hollowed out, leaving only elite relationship builders and strategic consultants at the top.

AI 272

AI Fractional VPE Scale SaaS 272

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. You will need a VP of Product to scale your roadmap.

Part-Time VPE 304

Part-Time VPE CTO Hire Fractional VPE Sales Recruiting 304

SaaStr

JULY 12, 2022

One of the first what How to Hire a Great VP of Sales at the New York Enterprise Tech Meet-Up (thank you to John Lehr and Work-Bench for setting this up). The Number One Thing You Can Do to Accelerate Your Business Post-Initial Traction is Hiring a Great VP of Sales. I don’t know anything about sales.

Sales Hiring 284

Sales Hiring Part-Time VPE VP of Engineering Sales Recruiting 284

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.

Underperforming Technical Team 210

Underperforming Technical Team Outsourced Development Development Part-Time VPE 210