Tyler WagnerFounder, Authorsunite.com · Authorsunite.com and Partnerprofits.io Founder - #1 WSJ Bestselling Author - Book Publisher - Book Marketer - 4,000+ Authors Served - Millions Of Books Sold By Clients - Investor

B. Jeffrey Madoff: Are You Cut Out To Be An Entrepreneur | The Tyler Wagner Show

Name: B. Jeffrey Madoff: Are You Cut Out To Be An Entrepreneur | The Tyler Wagner Show
Uploaded: 2022-08-11T16:32:25+00:00
Duration: 2 min 59 s
Channel: Tyler Wagner
Description: In this episode of The Tyler Wagner Show, host Tyler Wagner interviews B. Jeffrey Madoff about the realities of entrepreneurship. Madoff argues that the…

11 Aug 2022 · 3 min

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2:59

In this episode of The Tyler Wagner Show, host Tyler Wagner interviews B. Jeffrey Madoff about the realities of entrepreneurship. Madoff argues that the popular mythology surrounding the entrepreneurial lifestyle masks the intense emotional, financial, and relational volatility that most people experience. He emphasizes that entrepreneurship is not a step‑by‑step "how‑to" but a process of asking the right self‑assessment questions to determine if one is truly suited for the path. The conversation explores the concept of "effortlessness"—how work feels easy when it aligns with personal passion and engagement—contrasted with the hard truth that many entrepreneurial tasks require effort that feels burdensome when the underlying motivation is lacking. Both guests share personal anecdotes about rejecting conventional corporate environments, discovering activities that feel natural, and recognizing that the perception of effortlessness is a signal of deep engagement rather than an absence of work. The dialogue serves as a guide for listeners to critically evaluate their own fit for entrepreneurship, weighing the potential rewards against the inevitable ups and downs.

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I think that effortless, I think more, it's more that it feels easy because you love doing it.
Yeah, 100% agreed. And that's one of the ways to easily measure that is like when you're doing it, are you looking at the clock the whole time or are you realizing that the sun is now coming down and you didn't even notice that, right?
You know, but the entrepreneurial lifestyle is one that there's so much mythology about at this point. And it's held by many in such regard because they don't know what they're talking about. And most people aren't cut out to be entrepreneurs. It's the ups and downs financially, the ups and downs emotionally, the tolls it can take on you, the tolls it can take on the relationships that you have and all that are all things to be considered when you embark on an entrepreneurial career. But, and all of that kind of thing is addressed in the book. So it's a lot of questions. It's not a how-to, uh, in the sense of do step 1 through 10 and you'll be successful. It's a how to ask yourself the right questions and how to really examine your decisions and try to make the best decisions that suit you the best and do the best for you.
Yeah, I love what you said there, um, because it's something I heard, uh, Similar, Tony Robbins says like you settle for your standards. And when I say standard, I'm not using it in a way in this context of like one's better or not as good. What I mean though is you said unemployable, and people will ask me like about the entrepreneurship or like I work out every day, things like that. And it's not even hard for me to do these things. It's actually that I literally can't Like, if I don't work out in the morning, my day just sucks. Like, for some reason I'm just like programmed like that. So it's not actually that much effort to do, it's not really an option. And the same thing was with, uh, becoming an entrepreneur and dropping out of college. I realized very early on that like being at a desk with a suit and a tie, um, like I hate ties first of all, I don't know why, I just do. But regardless, like just I can't do it. Like, it's not possible for me to be in that type of environment. So like, doing this was inevitable. And so it's interesting when you flip it like that. It's almost like, so you expose yourself and then you start to realize what are the things that actually feel somewhat effortless. And that might be a kind of a point that you realize like, oh, maybe that's a path I should take because I just spent Like podcasting, I could do this for 10 hours a day and I'm lit up the whole day. This doesn't feel like work to me, you know? But like on paper, people would classify this as, oh, you did a podcast, like that was work.
Well, I don't think it's, I don't think it's effortless.
True. Not completely. Yes.
Yeah. It's that you're fully engaged and enjoy what you're doing. So it doesn't make any difference how long it takes. Uh, the— it's what's hard is when it feels like it requires effort that you don't want to put into it because you just don't give a shit. Yeah. Or, you know, but when you're doing something that you really enjoy, then it seems effortless because you're engaged with what you're doing.