Carly Keller - When - The AI Workforce Transitions Platform

Carly Keller

VP of Client Operations

Naval Academy graduate and former Navy officer who led Operations at ApartmentJet through its Expedia acquisition, where she then built and managed large client service teams at Expedia. Carly brings military discipline combined with expertise in scaling customer success operations, having achieved 42% lead-to-lease conversion rates at Rentgrata. Her proven track record in SaaS implementations, client onboarding, and building high-performing service organizations positions her to ensure When delivers exceptional experiences that transform offboarding from liability to competitive advantage.

Insight

Jun 17, 2026

Your Aging Workforce Is a Benefits Cliff. Here's the Data.



Carly Keller

Insight

Apr 14, 2026

"Our Plan Is Too Rich. They'll Always Choose COBRA."



Carly Keller

Insight

Feb 9, 2026

Why Proactive Medicare Support Delivers ROI



Carly Keller

News

Nov 5, 2025

When CEO Andy Hamilton Featured in "All the Cool Girls Get Fired"



Carly Keller

Stories

Sep 16, 2025

A When Story - Meet Nicole



Carly Keller

News

Apr 22, 2025

When Partners with Iowa State University, Helping Graduates Navigate Health Insurance



Carly Keller

Insight

Nov 10, 2024

Client Saved $1.4M in 3 Months with When’s Workforce Transitions Platform



Carly Keller