Aug 3, 2026 · 1 hr 34 min · 17 segments
In this episode of the podcast, we sit down with Charley Dehoney where we trace his 22-year journey from the early days of door-to-door shipping sales to his current mission at Upwell to automate…
Charlie DehoneyGuest
KJ McMastersHost
Coleman RuffinHost
And Charlie, I'm going to talk a little bit about One of the first times I met you and I think it will just kind of resonate with why I want you on this and just all the amazing things that you've done.
But I got introduced to you at a TIA event once and right off the bat, and I feel like this is how you are with a lot of people, you felt like you just knew me forever.
automatically embrace me and automatically we're just really welcoming into the conversation.
And every single time ever since then, you've always dapped me up, giving me a big hug at these conferences.
And I think that's kind of what you would do within the industry and people gravitate towards that, which I think then goes well into the startup that you're doing now and some of the other entrepreneurial things that you've done.
Thank you for flying to see Cohen and I here in the studio at the Founders Lounge.
I got to know you 17 years, so I was so excited for me to talk about your story as an entrepreneur and what you've done the last 50, 20 years of your career.
Well, I don't know if we want to start where maybe fourth generation salesperson, is that right? Is that kind of the background? Yeah.
And Charlie, I'm going to talk a little bit about One of the first times I met you and I think it will just kind of resonate with why I want you on this and just all the amazing things that you've done.
But I got introduced to you at a TIA event once and right off the bat, and I feel like this is how you are with a lot of people, you felt like you just knew me forever.
automatically embrace me and automatically we're just really welcoming into the conversation.
And every single time ever since then, you've always dapped me up, giving me a big hug at these conferences.
And I think that's kind of what you would do within the industry and people gravitate towards that, which I think then goes well into the startup that you're doing now and some of the other entrepreneurial things that you've done.
Thank you for flying to see Cohen and I here in the studio at the Founders Lounge.
I got to know you 17 years, so I was so excited for me to talk about your story as an entrepreneur and what you've done the last 50, 20 years of your career.
Well, I don't know if we want to start where maybe fourth generation salesperson, is that right? Is that kind of the background? Yeah.
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