As middle managers thin out, companies hand sales training to AI simulations

Tech Insider : Business
A woman in a blue blouse sits at her computer with a headset on for sales.
An AI sales coach can take over repetitive training work.

Tashi-Delek/Getty Images

Get ready for fewer sales: Lululemon has a new 'obsession' with full price and minimal discounting

Tech Insider : Business
Lululemon sign
Lululemon is cutting back on sales.

Peter Dazeley/Getty Images

Sales startup Letter AI snags $40 million Series B four months after its last raise. Read its pitch deck.

Tech Insider : Business, Technology
Headshot of Letter AI cofounder and CEO Ali Akhtar, wearing a black collar shirt, glasses, and a blue background.
Letter AI cofounder and CEO Ali Akhtar

Letter AI

Perplexity says it's moving away from ads and betting on subscriptions

Tech Insider : Business, Technology
Aravind Srinivas on a red carpet at an awards event.
Perplexity CEO and cofounder Aravind Srinivas.

Craig T Fruchtman/Getty Images

Sales reps at $11 billion AI startup ElevenLabs have to bring in 20 times their base salary, or they're out — VP says

Tech Insider : Business
Reflective street kiosk displaying AI company ElevenLabs' logo with pedestrian and delivery truck in background, San Francisco, California, May 20, 2025. (Photo by Smith Collection/Gado/Getty Images)
ElevenLabs is a $11 billion voice cloning AI startup.

Smith Collection/Gado/Getty Images

Dell is rolling out a new sales pay structure. It means bigger payouts for top performers and less for the rest.

Tech Insider : Business
Dell logo

credit should read CFOTO/Future Publishing via Getty Images

Eddie Bauer's retail operator files for Chapter 11 bankruptcy, seeks buyer to save stores

Tech Insider : Business
Eddie Bauer storefront.
Eddie Bauer is one of the oldest brands in American outdoor apparel.

Ben Gabbe/Getty Images for Eddie Bauer

Bollywood dance teammates raised $5.3 million for their Y Combinator AI startup. Read their pitch deck.

Tech Insider : Business
Vihaar Nandigala and Kishan Sripada, standing in front of a white wall, wearing dark shirts.
Orange Slice cofounders Vihaar Nandigala and Kishan Sripada.

Dan St. Louis

The 'Godfather of SaaS' says he replaced most of his sales team with AI agents: 'We're done with hiring humans'

Tech Insider : Business
SaaStr founder Jason Lemkin
SaaStr founder Jason Lemkin

Jason Lemkin

I'm 57, and I took a $3,000 AI strategy course to ensure I don't get replaced by someone younger

Tech Insider : Business, Technology
A man in a button-down shirt smiles beside a Christmas tree
Dave Baxter took an AI course in his free time to better understand the technology after concluding that his career depended on it.

Justin Obney

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