Vince Chan
speaker
6,989 appearances
347 recordings
1 series
first heard Nov 2024
last heard Jun 2025
Vince Chan’s voice in public audio — every appearance, attributed to the second.
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Appearances
How can they better prepare themselves to succeed in this kind of transformative journey?
Absolutely. Being kind to ourselves is part of the process. Change doesn't happen overnight. and even if things don't fall into place right away, that doesn't mean they won't. I've learned the hard way too, being too tough on myself. Sometimes the best thing we can do is just be patient and allow things to unfold. Until next time, take care.
Hi, everyone. Welcome to our show, Chief Change Officer. I'm Vince Chen, your ambitious human host. Our show is a modernist humility for change progressives in organizational and human transformation from around the world. Are you thinking about stepping away from corporate America? Or maybe you've already left. You are still trying to figure things out. If so, this episode is just for you.
Today, I'm sitting down with Alison Stewart, who made the big shift from the stability of corporate life, specifically over 10 years in finance and insurance, to the chaotic world of new ventures. Her new baby focuses on redefining employee benefits and experiences. And she made this leap right in the middle of COVID. This is actually part one of a two-part series.
Today, we're diving into the personal changes Allison has experienced, her motivations, the steps she took, and her LinkedIn story of connecting with her current co-founder. Tomorrow, we'll talk about the new venture called Overalls, which is making waves in the employee benefits space.
They're building a network of live concierge, including stay-at-home parents, the underemployed, and the retirees. and linking them with employers to help reduce the day-to-day stress on employees. Will this model make employees feel more loyal, more willing to return to the office? We don't know yet, but it's definitely an idea worth exploring and building. Let's dive in.
Alison works in the employer-employee space. Before we look into that, though, let's get to know her a bit better. Alison, tell us about your career journey, your evolution, and the transformations along the way. Then we'll explore different elements of what has brought you here.
Earlier, you mentioned you actually enjoy change. We talked about growth, about risk. And I find it interesting because the show is called Chief Change Officer, where we dive into change from all angles, organizational, personal, and beyond. But when you say you enjoy change, let's be real, most of us enjoy change when we own it. when we are in control.
So tell me, what is it about change that resonates with you personally? I remember you once told me that growing up, you experienced quite a bit of change. Would you say those early experiences prepared you for all the transitions you've navigated as an adult?
It sounds like your childhood set the stage. You got used to going with the flow, adapting to new places and people, and it seems you even enjoyed it. But then, as you grew up, you took a more stable path. You went to business school, joined well-established companies like Wells Fargo, Liberty Mutual, and Lincoln Financial. You could have stayed on this secure track.
In fact, you did stay in the financial industry for about 10 years. But then you made a big change. during the once-in-a-lifetime global health crisis right around 2020. So what happened then? What was it about the environment or the timing that either pushed or pulled you towards making that change?
So from what I'm hearing, you had a bit of a safety net. Your husband's full-time job gave you the financial cushion to take some time off, which allowed you that space to figure things out. You were able to reflect on who you are, what you're good at, and whether you wanted to keep doing what you know or challenge yourself with something entirely new.
At the same time, you were exploring the market, looking at different opportunities to understand where you could take a risk, but still manage it in a way that felt comfortable and aligned with your goals. Does that sound right?
We covered a lot, and one of the things she shared was how some of her clients set up with the jobs, decided to move on, but then in a lot of cases, they ended up just trading one toxic boss for another. So clearly, it wasn't the best move. Therefore, it highlights the importance of making career transitions thoughtfully and mindfully.
You've also shared an interesting backstory with me about how you ended up at Overalls and how you connected with the co-founder through LinkedIn. Now these days, many people use LinkedIn for job searching, But there's a lot of skepticism around job postings. Some of them are fake. And networking can still hit or miss. But your experience was a real LinkedIn success story.
Can you walk us through what happened then and how you used the platform to make a genuine connection?
So what happened with the LinkedIn story? Well, we'll wrap it up tomorrow in part two. We'll also dive into Allison's current venture, Overalls, which is shaking things up in the employee benefit space. They're building a network of live concierge, people like stay-at-home parents, the underemployed, and retirees. and connecting them with employers to help ease the everyday stresses on employees.
Will this model inspired more loyalty or maybe even a willingness to return to the office? We don't know for sure yet, but there's certainly an idea worth building and exploring. See you tomorrow. Thank you so much for joining us today. If you like what you heard, don't forget, subscribe to our show, leave us top-rated reviews, check out our website, and follow me on social media.
I'm Vince Chen, your ambitious human host. Until next time, take care.
Hi, everyone. Welcome to our show, Chief Change Officer. I'm Vince Chen, your ambitious human host. Our show is a modernist community for change progressives in organizational and human transformation from around the world. Today's guest, Raelle West, is the kind of person you meet and immediately think, wow, she has lived such a full life.
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