Vince Chan

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. 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.

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. 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, in particular, over 10 years in finance and insurance, to the chaotic world of startups. Her new venture focuses on re-imagining employee benefits and experiences, as she made this leap right in the middle of COVID. This is actually part two of our two-part series.

Today, I'm sitting down with Alison Stewart, who made the big shift from the stability of corporate life, in particular, over 10 years in finance and insurance, to the chaotic world of startups. Her new venture focuses on re-imagining employee benefits and experiences, as she made this leap right in the middle of COVID. This is actually part two of our two-part series.

Yesterday, we looked into the personal changes Alison has experienced, her motivations, the steps she took, and her LinkedIn story of connecting with the current co-founder. Today, We'll talk about this new venture, Overalls, which is making waves in the employee benefits space. They are building a network of live co-CH, including stay-at-home parents, the underemployed, and retirees.

Yesterday, we looked into the personal changes Alison has experienced, her motivations, the steps she took, and her LinkedIn story of connecting with the current co-founder. Today, We'll talk about this new venture, Overalls, which is making waves in the employee benefits space. They are building a network of live co-CH, including stay-at-home parents, the underemployed, and 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 building and exploring. Let's get started. A few weeks ago, I released an episode with an executive coach.

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 building and exploring. Let's get started. A few weeks ago, I released an episode with an executive coach.

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.

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. 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.

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. 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

Can you walk us through what happened then and how you used the platform to make a genuine connection

That's really encouraging to hear, though I completely agree. A lot of messages on LinkedIn go unanswered. And honestly, I don't respond to every message myself because you can usually tell when it's just a generic mass marketing message. But yes, luck, in quotation, is often what we call it when something just clicks in an almost magical way.

That's really encouraging to hear, though I completely agree. A lot of messages on LinkedIn go unanswered. And honestly, I don't respond to every message myself because you can usually tell when it's just a generic mass marketing message. But yes, luck, in quotation, is often what we call it when something just clicks in an almost magical way.

However, I would argue it's also about doing the proper work, figuring out what you really want, what aligns with your values, your interests, what doesn't. and being thoughtful about where you put your energy, rather than just casting a wide net. I'm curious, after you landed the role, what expectations did you have? Were you confident about the move? Or did you have a mix of feeling?

However, I would argue it's also about doing the proper work, figuring out what you really want, what aligns with your values, your interests, what doesn't. and being thoughtful about where you put your energy, rather than just casting a wide net. I'm curious, after you landed the role, what expectations did you have? Were you confident about the move? Or did you have a mix of feeling?

And now, after three years, Have those initial expectations been met or maybe even exceeded Did things turn out differently than you originally anticipated?

And now, after three years, Have those initial expectations been met or maybe even exceeded Did things turn out differently than you originally anticipated?