We Are When
A culture of compassion, innovation, and support.
When is pioneering the future of workforce transitions through AI-powered solutions that support employees during life's most critical moments. Founded with the belief that every career transition deserves thoughtful care, we're transforming how employers handle departures, retirements, and life events with modern, compliant alternatives to traditional COBRA coverage.
We Are When
A culture of compassion, innovation, and support.
When is pioneering the future of workforce transitions through AI-powered solutions that support employees during life's most critical moments. Founded with the belief that every career transition deserves thoughtful care, we're transforming how employers handle departures, retirements, and life events with modern, compliant alternatives to traditional COBRA coverage.
We Are When
A culture of compassion, innovation, and support.
When is pioneering the future of workforce transitions through AI-powered solutions that support employees during life's most critical moments. Founded with the belief that every career transition deserves thoughtful care, we're transforming how employers handle departures, retirements, and life events with modern, compliant alternatives to traditional COBRA coverage.
01
Empathy
With personal experiences of job loss, our team deeply understands the challenges and importance of a supportive offboarding process.
01
Empathy
With personal experiences of job loss, our team deeply understands the challenges and importance of a supportive offboarding process.
01
Empathy
With personal experiences of job loss, our team deeply understands the challenges and importance of a supportive offboarding process.
1M
Employees Supported Across 6,200+ Companies
1M
Employees Supported Across 6,200+ Companies
1M
Employees Supported Across 6,200+ Companies
03
Collaboration
We work closely with employers to tailor our offerings to their unique needs, fostering strong partnerships built on trust and shared goals.
03
Collaboration
We work closely with employers to tailor our offerings to their unique needs, fostering strong partnerships built on trust and shared goals.
03
Collaboration
We work closely with employers to tailor our offerings to their unique needs, fostering strong partnerships built on trust and shared goals.
22K
Employee Life Events Cases Managed
22K
Employee Life Events Cases Managed
22K
Employee Life Events Cases Managed
02
Committment
We constantly strive to deliver the best solutions and services to our clients and their exiting employees, ensuring a smooth transition.
02
Committment
We constantly strive to deliver the best solutions and services to our clients and their exiting employees, ensuring a smooth transition.
02
Committment
We constantly strive to deliver the best solutions and services to our clients and their exiting employees, ensuring a smooth transition.
$5M+
Managed Cash Benefits for Health Coverage
$5M+
Managed Cash Benefits for Health Coverage
$5M+
Managed Cash Benefits for Health Coverage
Leadership Team
Andy Hamilton
Founder & CEO
Serial entrepreneur and multifamily tech veteran who co-founded and led ApartmentJet through its successful acquisition by Expedia Group, where he subsequently ran operations for their multifamily division.
Andy Hamilton
Founder & CEO
Serial entrepreneur and multifamily tech veteran who co-founded and led ApartmentJet through its successful acquisition by Expedia Group, where he subsequently ran operations for their multifamily division.
Andy Hamilton
Founder & CEO
Serial entrepreneur and multifamily tech veteran who co-founded and led ApartmentJet through its successful acquisition by Expedia Group, where he subsequently ran operations for their multifamily division.
Dan Wertheimer
Founder & CSO
Fortune 50 innovation executive who led Target's digital transformation as Senior Director of Innovation, building their marketplace strategy and managing their global accelerator portfolio including Target + Techstars and Target Takeoff.
Dan Wertheimer
Founder & CSO
Fortune 50 innovation executive who led Target's digital transformation as Senior Director of Innovation, building their marketplace strategy and managing their global accelerator portfolio including Target + Techstars and Target Takeoff.
Dan Wertheimer
Founder & CSO
Fortune 50 innovation executive who led Target's digital transformation as Senior Director of Innovation, building their marketplace strategy and managing their global accelerator portfolio including Target + Techstars and Target Takeoff.
Patrick Koeller
CTO
Technical co-founder and proven engineering leader with a track record of scaling startups to successful exits, including building Print Syndicate to $40M in annual revenue and orchestrating ApartmentJet's acquisition by Expedia Group.
Patrick Koeller
CTO
Technical co-founder and proven engineering leader with a track record of scaling startups to successful exits, including building Print Syndicate to $40M in annual revenue and orchestrating ApartmentJet's acquisition by Expedia Group.
Patrick Koeller
CTO
Technical co-founder and proven engineering leader with a track record of scaling startups to successful exits, including building Print Syndicate to $40M in annual revenue and orchestrating ApartmentJet's acquisition by Expedia Group.
Brett Cable
CFO
Former CFO and Chief Data & Analytics Officer at Tandem HR who played a pivotal role in its acquisition by Vensure, bringing deep PEO expertise and data-driven financial leadership to When's growth strategy.
Brett Cable
CFO
Former CFO and Chief Data & Analytics Officer at Tandem HR who played a pivotal role in its acquisition by Vensure, bringing deep PEO expertise and data-driven financial leadership to When's growth strategy.
Brett Cable
CFO
Former CFO and Chief Data & Analytics Officer at Tandem HR who played a pivotal role in its acquisition by Vensure, bringing deep PEO expertise and data-driven financial leadership to When's growth strategy.
Jeremy Leon
Head of Product
Former actuary and HR/Benefits expert at Tesla and Mercer who designed benefit plans and managed costs for enterprise clients and thousands of employees.
Jeremy Leon
Head of Product
Former actuary and HR/Benefits expert at Tesla and Mercer who designed benefit plans and managed costs for enterprise clients and thousands of employees.
Jeremy Leon
Head of Product
Former actuary and HR/Benefits expert at Tesla and Mercer who designed benefit plans and managed costs for enterprise clients and thousands of employees.
Carly Keller
Director 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 Keller
Director 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 Keller
Director 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.
News & Insights
Read the latest product updates, company news and industry insight.
