Fail Your Way to Success

Darren Prince holds a special place in my heart. Not only is he a powerhouse (you’ll read more about that in a second) but he was also Legacy Launch Pad’s first client—AKA the reason this company even exists. See, many years ago when Darren and I met, we both knew he needed to write a book. The thing is, he needed a publishing company. The short version of the story is that I built one for the sole purpose of launching his book. I had no idea it would turn into what it has today. And I owe it to him. To be clear, the dude was no slouch when he first came to me. A prominent sports agent who already represented people like Magic Johnson and Hulk Hogan, he’d had a powerful experience overcoming addiction and wanted to help others in that world. We did his book, Aiming High, with that in mind. His addiction story is beyond brutal, and it started with a need to escape, in part because of the teasing he got when he was little. (But don’t worry about that; those teasers ended up working for him.) What Darren has turned his book into blows my mind. It will blow yours too if you listen to this one.For more info, go to www.failyourway.com.

 While comedian Craig Shoemaker has been very successful—winning an American Comedy Award, writing, producing and starring in two Universal feature films, landing on IMDB’s list of 100 top comics—finding success isn’t how he’s avoided failure.  By his own admission, he’s failed over and over again. But he now has a system for changing perspective to the point that failure doesn’t even register. He employs it in his coaching practice, his events, his stand-up specials and everything else he does.  Listen in on this episode for that system as well as snippets on overcoming his dad leaving when he was born, feeling like a horrible failure on the biggest night of his career, dealing with an ex who’s been brainwashed and so much more. 

Charlie Hoehn is an expert at getting through to Big Name folks through cold outreach, as evidenced by the fact that he’s worked with such greats as Ramit Sethi and Tim Ferriss. He’s also—in part because of his time working with those greats—a publishing expert who’s not only released his own bestselling books but also worked on many other New York Times bestsellers. (You can find out more about working with him by going to Author Alliance.)Despite the way things may appear, it hasn’t been one clear success after another for Hoehn. He’s even written about the many things he’s tried that have failed!But there’s one thing he knows how to do better than seemingly anyone, and that’s figuring out what people need—and then delivering it. As he explains it, the last thing busy people want is to figure out who they want to hire. So instead of putting yourself in a sea of many, Hoehn suggests seeing where someone great could do even better—and then do it for them.We talked about all that and more in this episode. Enjoy!For more info, go to www.failyourway.com.

There are charming and wonderful people, and then there’s Matt George. He was an early client at Legacy Launch Pad and one of my favorite people that I’ve ever worked with.This isn’t just because he’s an amazing soul whose life mission has been to help people.It isn’t just because he’s so warm and wonderful to be around that he attracts mentors like the original “Shark” Kevin Harrington and Chicken Soup for the Soul creator Marc Victor Hansen.It’s all of that and more.In this conversation—where he perhaps gives Legacy Launch Pad too much credit in his journey to success—we discuss how to use failure as fuel and how even founders of $100 million companies deal with the same sort of frustrations we all do.For more info, go to www.failyourway.com.

Sharon K. Gillenwater never expected to sell the company she founded for $25 million. But that’s exactly what happened to this former working-class kid when she and her business partner sold her baby, Boardroom Insiders, in 2022. Of course, it hasn’t been one smooth ride to the top. That journey has been rife with challenges that Gillenwater so eloquently describes in her just released memoir, Scaling with Soul: How I Built and Sold a $25 Million Tech Company Without Being an A**hole, which I’m oh so proud to say that Legacy Launch Pad has published. In this episode, we talk about her many peaks and valleys, starting with when she only realized she didn’t know what the seventh-grade class secretary did once she was elected to the position through realizing that she had the luxury of failing because of what her family had done for her. Get all that and more in this episode and you can grab Sharon’s spectacular new book here.For more info, go to www.failyourway.com.

Ami Kassar once had a big, fat corporate job. Corporate suites at sporting events and a sweet, comfortable life.Then that company went under.While, as a nationally renowned expert on access to capital for entrepreneurs, he advises people to take time to figure out their next move, he instead started his new business the day after he was fired.What started with a revenue of $13,000 a year has now turned into MultiFunding, a company that works with entrepreneurs with revenue between one and $20 million on growing their businesses.And yet there have been failures along the way—times where he, metaphorically, struggled to keep the lights on. Still, he looks at entrepreneurship as a triathlon, where you’re sometimes going to feel elated and sometimes like you have to vomit.In this episode, he shares about how his biggest failure has been a lack of self-care, why being able to tolerate risk is a key to success and why adapting to circumstances is the key to overcoming failure.For more info, go to www.failyourway.com.

Joe DeMaria is a self-described executive mercenary.An entrepreneur who got started by hawking candy and soda from his home cupboard on the playground, DeMaria gets called in to help restructure multi-million-dollar companies. But before he found himself being pursued by successful CEOs, he had a business partnership that almost destroyed him.In this episode, we talk about what he learned from that failed business venture—and how facing what happened was the key to moving past it.For more info, go to www.failyourway.com.

Michael Richman is a master of self-deprecation, which means that he may be being facetious when he claims he couldn’t get a prom date in high school, despite repeated attempts.But he can’t deny the phenomenal success he’s achieved since then—including buying up half of his dad’s awning business and growing it to the point that he could have retired when they sold it a decade later.Now he’s not only a thriving business coach but he’s also MY business coach. And to say he’s brilliant, amazing and hilarious is an understatement. In this episode, we discuss how he recovered from a disastrous first year in college, how the first business he tried to acquire cancelled the deal just as he was dropping off the equity check and how these things taught him exactly how to bounce back.For more info, go to www.failyourway.com.

When you think "convicted felon," you would not picture Craig Stanland.The "reinvention architect," TEDx speaker and author looks like just about the most upstanding citizen you're likely to meet.But looks can be deceiving; when Stanland was living a high-flying lifestyle many years ago, he was embezzling money to do it. And he sees his greatest failure NOT as the crime he committed (or going to jail) but what preceded the crime.Now he helps other people find fulfillment before they reach the point he was at. We get into all of that, as well as his three-step process for bouncing back from failure, in this episode.For more info, go to www.failyourway.com.

Kevin Anderson never meant to get into the publishing business after growing up in a small town in Canada before getting his PhD and graduating summa cum laude from Harvard and starting a tutoring company. Nevertheless, that tutoring company transitioned into what is now a massive publishing company that employs 30 writers and editors that have collectively worked on over 200 New York Times bestselling books and sold over 100 million copies of books by people like Brene Brown, Simon Sinek and Jen Sincero.But just because he looks like someone who’s never experienced a day of failure, Anderson is the first to admit that he’s had his fair share—including clients who were incensed when the books his company wrote didn’t sell to traditional publishers.In this episode, we talked about how trying to do everything for your company is asking for failure, the importance of finding people with different strengths than yours and why you have to let go to move on, among other things.For more info, go to www.failyourway.com.

The founder of the Innovation Women speaking platform, she also owns the companies Innovation Nights, Carlton PR + Marketing and Lioness Magazine.  She does what she does because she’s tired of seeing the same “male, pale and stale” speakers on stage at events. But she’s hardly against men—she says, in fact, that she’d welcome any man that wants to join a website called Innovation Women.  In this episode, we not only dove into how to get paid speaking gigs (the short version: kill it at free conferences so that people ask you to come deliver the same speech at their company) but also how she learned the most from a failed startup, finding out she had to deliver a TEDx talk two days before the event and why she started Innovation Women because she was “pissed off.” For more info, go to www.failyourway.com.

David Trent, a wealth manager who exited his company very comfortably and is now a speaker, business coach and soon-to-be-author, isn't only a master of acronyms.  He's also someone who can compare the time he failed when coaching his son's second grade basketball team to the sort of failures he had when launching (and exiting) his business.  In this episode we discussed how self-development books can help you overcome failure, why logging your successes and failures at the end of the day transforms your perspective and what it's like to fail every day. For more info, go to www.failyourway.com.

Tamar Hermes doesn't look like someone who struggles with self-confidence. A successful real estate investor, bestselling author and founder of a thriving mastermind, she seems to take life by the proverbial horns.But she's the first to admit that she's been held back by a fundamental lack of belief in herself. So how has she conquered that—and what lessons can she share with the rest of us about it?For more info, go to www.failyourway.com.

When you meet James Prince, you don't necessarily think "former criminal defense attorney." But that's exactly what he was for eight years before he became a wealth manager in Dubai. Yet Prince doesn't see the time he spent in his former career as a waste. That's because he sees every detour—and failure—as something he would have paid money to learn. While you're going to find out how to turn your entire attitude about failure around by listening to this episode, here's a fair warning: I talk about me at least half the time. That's because James and I were doing a simul-record—a term I just made up to describe when two people interview each other so they can each release the episode for their individual podcasts.For more info, go to www.failyourway.com.

Heidi McNulty seemed to have it made. After building up her net worth to over $10 million and retiring at the age of 35, she was ready to pass along everything she'd learned about finances to others.Then the unthinkable happened: her husband, during a bout with PTSD, shot himself in front of Heidi and their children.That's when McNulty understood why her financial stability was so important: that it allowed her the time and space for she and her children to heal. Now she helps people with both wealth building and mental health.In her new book, Buying Time, McNulty walks readers through her journey and shows them not only how they can build wealth but also how they to survive—and thrive—in the worst of times.For more info, go to www.failyourway.com.