Episode #85: Meet the Startup Turning Employee Departures Into Brand-Building Opportunities
Tech Optimist Podcast — Tech, Entrepreneurship, and Innovation
In this episode of the Alumni Ventures Tech Optimist Podcast, Mike Collins interviews Andy Hamilton, CEO and Co-Founder of the Chicago-based startup When. The company focuses on transforming employee offboarding by offering solutions like health insurance alternatives, 401k rollovers, and career resources to turn transitions into strategic advantages. Andy discusses how personal experiences shaped the company’s mission to create meaningful last impressions and address trends in workforce turnover and employee needs.
Episode #85: Meet the Startup Turning Employee Departures Into Brand-Building Opportunities
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In this Meet the Startup episode of the Alumni Ventures Tech Optimist Podcast, Mike Collins, CEO and Founder of Alumni Ventures, sits down with Andy Hamilton, CEO and Co-Founder of When, a Chicago-based startup transforming the often-overlooked process of employee offboarding. When helps employers turn transitions into strategic advantages by providing seamless solutions for health insurance alternatives, 401k rollovers, career resources, and more.
Watch Time ~35 minutes
The show is produced by Alumni Ventures, which has been recognized as a “Top 20 Venture Firm” by CB Insights (’24) and as the “#1 Most Active Venture Firm in the US” by Pitchbook (’22 & ’23).
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Creators and Guests
HOST
Mike Collins
CEO, and Co-Founder at Alumni Ventures
Mike has been involved in almost every facet of venturing, from angel investing to venture capital, new business and product launches, and innovation consulting. He is currently CEO of Alumni Ventures Group, the managing company for our fund, and launched AV’s first alumni fund, Green D Ventures, where he oversaw the portfolio as Managing Partner and is now Managing Partner Emeritus. Mike is a serial entrepreneur who has started multiple companies, including Kid Galaxy, Big Idea Group (partially owned by WPP), and RDM. He began his career at VC firm TA Associates. He holds an undergraduate degree in Engineering Science from Dartmouth and an MBA from Harvard Business School.
GUEST
Andrew Hamilton
Co-Founder & CEO at When
Andy Hamilton is the CEO & Co-Founder of When: An AI-driven tech platform and healthcare severance solution that supports employees through offboarding, life changes, and navigating the health insurance market, while saving companies time and money.
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