#150 Overalls COO Alison Stewart: Laundry, Leadership, and the Business of Caring – Part Two

Are you ready to leap out of the corporate bubble? Alison Stewart sure was. In the midst of the pandemic, she swapped her steady finance career for the rollercoaster world of startups. Bold move, right? But what’s even more surprising is how she landed her new role—through LinkedIn networking! Yes, that LinkedIn. In the last episode of a two-part series, Alison shared her motivations for making the jump, the steps she had taken to get there, and how a simple LinkedIn connection had led her to her current co-founder. In today’s episode, we’ll dig into her startup, Overalls, which is flipping the script on employee benefits. By creating a network of “life concierges” that includes stay-at-home parents and retirees, Overalls aims to reduce workplace stress and foster loyalty. Will it work? Tune in to find out. Key Highlights of Our Interview: Building a Village for Every Stage of Life “Overalls is essentially your village… supporting you through life’s messier, more complex situations, like helping an elderly parent or finding summer camps for kids.” A Rare Benefit That Earns Employee Appreciation “This is one of the first times HR is getting thanked by employees for a benefit… they’re amazed at how thankful employees are for the support.” Confidence in Uncharted Territory “The biggest challenge was… do I have the skill set to do these things? Am I qualified to make some of these decisions?… In this environment, it’s all core because again, if you’re not doing it, it’s not getting done.” Keep Your Goals in Sight: Write Them Down “We can get distracted… By writing it down, being honest with ourselves, talking to others, that’ll help us hold ourselves accountable to what it is that we’re looking for.” The Power of Focus and Manifesting the Right Move “I wasn’t reaching out to a million people… I was focused, determined to put the time and energy in. My excitement led me to take a risk, and it worked.” Connect with us: Host: Vince Chan | Guest: Alison Stewart ______________________ -- Chief Change Officer -- Change Ambitiously. Outgrow Yourself. Open a World of Deep Human Intelligence for Growth Progressives, Visionary Underdogs, Transformation Gurus & Bold Hearts. 6 Million+ All-Time Downloads. Reaching 80+ Countries Daily. Global Top 3% Podcast. Top 10 US Business. Top 1 US Careers. >>> 100,000+ subscribers are outgrowing. Act Today.<<< --Chief Change Officer-- Change Ambitiously. Outgrow Yourself. Open a World of Expansive Human Intelligence for Transformation Gurus, Black Sheep, Unsung Visionaries & Bold Hearts. EdTech Leadership Awards 2025 Finalist. 20 Million+ All-Time Downloads. 80+ Countries Reached Daily. Global Top 1% Podcast. Top 5 US Business. Top 1 US Careers. >>>180,000+ are outgrowing. Act Today.<<<