Remove CTO Hire Remove Interviewing Remove SaaS
article thumbnail

The $939B Question: Is AI Eating SaaS or Feeding It?

SaaStr

The Great Spending Showdown: AI vs SaaS in 2025/2026 — What Every B2B Leader Needs to Know We’re witnessing the most dramatic shift in enterprise tech spending since the cloud migration began 15 years ago. Meanwhile, SaaS — our tried-and-true darling — is projected at $295 billion with a “mere” 18.4% year-over-year.

AI Search 289
article thumbnail

The Reality of Selling Your Company: What No One Tells Founders with Brian Halligan, Co-Founder and Chair of HubSpot

SaaStr

Big Company M&A Is Incredibly Complex “Acquiring a company is a much bigger deal for a tech company than you think” “The soft costs are much, much more than the cash or stock” Integration can consume “10,000 hours of like expensive people’s time” 2.

Insiders

Sign Up for our Newsletter

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

article thumbnail

The Top 10 Reasons to Attend 2025 SaaStr Annual, May 13-15 in SF Bay!!

SaaStr

Unparalleled Networking Opportunities SaaStr Annual brings together thousands of SaaS, Cloud and AI executives, founders, VCs, and industry leaders under one roof across our 40+ acre campus, May 13-15 in SF Bay! Finding and recruiting top talent is consistently ranked as one of the biggest challenges for growing SaaS companies.

article thumbnail

GTM 134: When to Hire Your First Sales Reps (And How to Get It Right) with Joe DiMento

Sales Hacker

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?

article thumbnail

80 Founders Share The Moment They Knew … When They Really Had Something

SaaStr

Because as a SaaS founder especially, it can be hard to know. ” — Jason Riedel, founder/CTO of Aspireship. “When on New Year’s Eve, customers kept sending us signed contracts.” I recently asked on Twitter when folks knew their startup had something … great. 20% conversion.

CTO Hire 347
article thumbnail

Top 10 GTM Mistakes Founders Make Again … and Again with SaaStr’s Jason Lemkin 

SaaStr

They hire a VP of Sales who doesn’t want to sell or learn the product. Jason has sat in on interviews with 50-100 VPs of Sales, and many of them don’t even know what the product was in their 4th or 5th interview. You also don’t want to hire a VP of Sales who won’t carry a bag. 99% of the time, they probably don’t.

CTO Hire 209
article thumbnail

What SaaStr CEO and Founder Jason Lemkin Really Thinks About AI, Sales & Lead Gen In 2024

SaaStr

Each year, tens of thousands of SaaS fans attend SaaStr Annual. 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. So what’s a founder to do?

Scale 284