SaaStr

JUNE 1, 2021

There are rules in starting an enterprise software company. You will fail if you: 1) try to build a suite of products out of the gate, 2) focus solely on SMBs, or 3) have an MBA. Do not…,” and the reason is no one hardly ever has succeeded in building a big business in SMB. A SaaStr Classic!! We rationalized it.

Part-Time VPE 290

Part-Time VPE Technical Cofounder CTO Hire New CTO 290

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 277

AI Fractional VPE Scale SaaS 277

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). If you’ve hired the VP of Engineering, impossible hire, but when they love something, they jump. I’ve made a bad VP of Sales hire.

Sales Hiring 284

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

Chart Mogul

DECEMBER 12, 2024

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. Companies will scale faster with flexible solutions replacing rigid legacy systems.

Fractional VPE 40

Fractional VPE Software Review SaaS Part-Time VPE 40

SaaStr

JULY 30, 2020

How does this differ between SMB and enterprise? What are the challenges with enterprise given the long sales cycles? So I went from being a business generalist founder, so prior to that I was in product marketing and product management at VMware, so big enterprise software company. That sounds good.

Part-Time VPE 283

Part-Time VPE Sales Recruiting Scale Sales Hiring 283

Sales Hacker

JULY 8, 2025

I mean, there were teams that were trying to build basically starter SMB CRMs and Salesforce has a ton of great engineers, ton of great user interface designers right, there’s no lack of talent for going to build that stuff from scratch. Like that’s an old tech stack. So I think you’re doing a fantastic job.

Sales Recruiting 78

Sales Recruiting Sales Hiring AI Search Scale 78