SaaStr

OCTOBER 25, 2023

For part one of this Ask Me Anything session, Jason covers everything you need to know about hiring your first VP of Sales, what he really thinks about AI, what the future of lead generation in 2024 looks like, and much more. But only if you do it every week at the same time and never stop. Let’s jump right into the questions.

Scale 278

Scale Sales Hiring Sales Recruiting AI 278

Sales Hacker

FEBRUARY 18, 2025

Discussed in this Episode: When to hire your first account executives Key traits to look for in early sales hires Structuring compensation for first sales reps Should you ‘hire the buyer’ to be your sales rep? 31:55 Hiring for grit, curiosity & determination. What does Joe look like at that time?

Sales Hiring 89

Sales Hiring CTO Hire Scale VP of Engineering 89

Crafty CTO

FEBRUARY 7, 2023

So once I made the decision to move ahead on the launch of Crafty CTO , I wanted to get on with it. I started out skeptical of ChatGPT , the “word AI,” and its Large Language Model (LLM) brethren. ChatGPT seemed like yet another in a long line of amusing tech novelties dating back to the Sound Blaster talking parrot.

CTO Hire 40

CTO Hire Artificial Intelligence AI New CTO 40

How To Buy Saas

SEPTEMBER 21, 2023

If you have used or heard of the wonders of ChatGPT, you are already aware of the importance of text annotation because it is behind the marvels of ChatGPT as well as other similar types of generative machine learning tools. Hiring an on-premises data annotator is a costly option.

CTO Hire 40

CTO Hire Machine Learning Artificial Intelligence CTO 40

Crafty CTO

APRIL 17, 2023

In a recent conversation, we laughed about how tough it is to stay up with the AI Emergence, and I pointed out that it’s almost a full time job just keeping up with him , let alone everything else happening in the AI world. Willison is prolific, to no small degree, because he’s skilled at applying tools like ChatGPT.)

Artificial Intelligence 8

Artificial Intelligence CTO Hire ChatGPT AI Search 8

SaaStr

JUNE 1, 2025

AI User Adoption Is Literally Unprecedented We know this, but still, the numbers do sort of blow your mind: ChatGPT: 0 to 800MM weekly users in 17 months (vs. Netflix’s 10+ years to 100MM) Time to 100MM users: ChatGPT (2 months), TikTok (9 months), Instagram (2.5 80% cheaper than predecessor, costs 0.2%

AI Search 233

AI Search AI CTO Hire ChatGPT 233

Andreessen Horowitz

DECEMBER 4, 2023

Most growth-stage CEOs I work with know how to tell if they’re efficiently allocating capital in every part of their budget with one glaring exception: research and development (R&D). Offensive bets typically deliver paybacks as business growth, product features, and developments that unlock new markets or consumer spend.

Underperforming Technical Team 120

Underperforming Technical Team Benchmarks CTO Hire New CTO 120