Sales Hacker

JULY 8, 2025

09:56 Doug’s “awesome test” for hiring top talent (and the 90-day rule he swears by). 55:09 The new math of headcount: scaling to $100M+ with fewer hires. 09:56 Doug’s “awesome test” for hiring top talent (and the 90-day rule he swears by). 55:09 The new math of headcount: scaling to $100M+ with fewer hires.

Sales Recruiting 79

Sales Recruiting Sales Hiring AI Search Scale 79

SaaStr

SEPTEMBER 24, 2020

You know how everyone says you'll never look and wish you'd kept a bad VP as long as you did? That when you make a mis-hire, you'll always look back and say you should have made a change 3-4 month earlier? A lot of classic SaaStr advice has been how to spot the best potential VPs. When to hire them.

Sales Hiring 269

Sales Hiring Part-Time VPE Scale Underperforming Technical Team 269

SaaStr

OCTOBER 24, 2022

Developers act, think, and behave differently than your average customer. As an API-first company, WorkOS focuses on selling primarily to developers. Doing Business with Developers. Developers haven’t typically been the buyers in enterprise software, so why should you build for developers?

Underperforming Technical Team 210

Underperforming Technical Team Outsourced Development Development Part-Time VPE 210

SaaStr

JUNE 1, 2021

As part of the run up to 2021 SaaStr Annual in the SF Bay Area Sep 27-29 , we’re taking a look back at some of our favorite classic sessions. (And You’ll find out tomorrow. And grab the best deal ever on 2021 Annual tickets here ). Hubspot today is a $23B juggernaut. But of course, it wasn’t always quite that big!

Part-Time VPE 290

Part-Time VPE Technical Cofounder CTO Hire New CTO 290

SaaStr

JULY 12, 2022

As part of that, we wanted to look back at some of our most iconic content and sessions. 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). I’m doing this thing for the first time. SaaStr is Turning 10!

Sales Hiring 284

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

SaaStr

JULY 30, 2020

When is the right time to hire their first sales reps? What are the most common mistakes founders make when hiring their first reps? What can be done to minimize ramp time of new reps? What are the core metrics founders should measure to determine the effectiveness of their reps and sales teams?

Part-Time VPE 283

Part-Time VPE Sales Recruiting Scale Sales Hiring 283