Entrepreneurs should be life-long learners. They should constantly develop new skills, even if they don’t know the ROI on those skills. And that’s why James Altucher—the former hedge fund manager who’s built and sold many companies—dedicated himself to mastering stand-up comedy. In this conversation, he explains why he kept pushing himself to try something difficult and often embarrassing, and how stand-up has helped him in the most unexpected ways.

What do you do for a second act, when your first act literally changed an industry? That was the question facing makeup powerhouse Bobbi Brown, whose simple line of lipsticks blossomed into the billion-dollar company Bobbi Brown Cosmetics. She left it in 2016 with no plans for what to do next; all she knew was that she was done with corporate life. But she’s since found an answer—expanding into new territories with multiple new brands. But the second act isn’t really so different from the first act, she says: At its heart, everything an entrepreneur does is just about doing.

Change will come to every business, but there’s an irony to it: The best time to embrace change is when you see it coming from far away -- when you still have time to plan, and when you aren’t hurting. On this episode, I make my case for making change, and then talk actor Justin Klosky, who switched careers and became a professional organizer.

Influencers can be a valuable marketing tool: Get your product into their hands, and they might send waves of new fans your way. But how do you actually do that? We talk to Will Ahmed, founder and CEO of a wearable fitness device called Whoop, whose product was almost immediately embraced by the world’s top athletes.

Can you give your customers too much choice? Vanessa Van Edwards learned that the answer is yes. She used to sell lots of different courses online, but eventually decided to throw them all away. The result was crazy: Profits spiked! If you’re looking to sell online courses—or really, to sell *anything* online—this is the episode to listen to. Thanks to our sponsors: Blip Billboards: Sign up for a free account and get a $25 credit, visit blipbillboards.com/problemsolvers iDashboards: To learn more visit idashboards.com/problem Policy Genius: To learn more visit policygenius.com

In this episode, leadership expert Scott Miller lays out a radical argument: Some people are just excellent individual performers -- and there's no shame in staying that way. But if you ARE going to become a leader, then it's time to think differently about everything. Thanks to our sponsors: Netsuite: Download your free guide "7 Key Strategies to Grow Your Profits" netsuite.com/problemsolvers Blip Billboards: Sign up for a free account and get a $25 credit at blipbillboards.com/problemsolvers

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SwagUp COO Artem Mashkov had a problem: His employees were miserable and making mistakes. But instead of blaming them, he looked internally—and discovered a hiring system that was recruiting the entirely wrong kind of employee. Then he made some big changes in how SwagUp hires... leading to sometimes strange interviews, where he challenges candidates to think creatively and tries to scare them out of the job.

When a company is in trouble and needs someone to make change, they call Matt Hulett. He's now the president of Rosetta Stone, and is in the process of rethinking the company's entire product offering. How does a guy like this operate? In this episode, Matt shares the three-step approach he takes to turning a company around.   

Right now, as you listen to this show, someone out there might be thinking about hiring or partnering with you—but they can't, because you haven't put enough of yourself out there. On this episode, we discuss fear and self-promotion with Kassi Underwood, an author and coach who focuses on overcoming fear.

OMG we've made 100 episodes of Problem Solvers! If you're interested in podcasting, this is the episode for you: Host Jason Feifer is going to explain how he conceived of the show, how he makes it each week on a shoestring budget, and how any entrepreneur can jump into the podcasting game.

Barefoot Wine is one of the largest wine brands in the world. But it was nearly destroyed in the very beginning, when it was forced to stop all sales for a month. Its founders panicked... and then used that suspension to create the greatest sales opportunity a young brand like theirs could ever hope for. This is the story of how Barefoot Wine grew by repeatedly turning errors into advantages.

We’ve all done it: We see someone score amazing attention, or win some award, or snag the perfect client, and we wonder, How’d they pull that off? It can seem random. What do they have that we don’t? How did luck happen to break their way? I used to wonder this all the time. But now, after meeting so many entrepreneurs who have triumphed in so many ways, I see a pattern in their success. Here it is: They make it as easy as possible to be rewarded.

Cameo is an app that connects celebrities with fans for a very specific purpose: Fans can pay for the celebrity to film a personalized video for them—wishing them a happy birthday, for example. Growth was steady, but then potential disaster struck: A group of white supremacists tricked one of Cameo's most famous celebrities into filming a video with coded hate speech. Cameo knew it needed to fix this problem quickly, before other celebrities started to distrust the platform. Here's how Cameo sprung into action.

Harry Overly got an unexpected call one day from Sun-Maid, the raisin company with the famous red box featuring a grapescarrying girl. It needed a new CEO—was he interested? “What is the appetite for risk?” he asked in response. Because Overly, a food industry veteran, knew the job wouldn’t be easy. Sun-Maid was in trouble: Raisin sales were down, and its brand voice had gone silent. What to do? In this episode, Harry explains the plan he’s enacting to turn around one of America’s most recognizable brands.

Nobody can see the pathway ahead of them. We’re all blind. But the people who succeed are the ones willing to walk in the dark anyway. On this episode, host Jason Feifer shares his six-step plan for success (step one: start moving!), and then talks with Gregg Clunis, host of the podcast Tiny Steps, Big Leaps, about how to find the motivation and will to take those steps.

Namogoo is an Israeli company that solves a problem most companies don't know exist. That became quite a sales challenge: Its founders needed to get clients' attention, and then convince them to pay attention to a problem they'd been completely overlooking. Here's how they did it.

It’s the case of the mysteriously popular growler! The e-commerce company Huckberry sold tons of growlers during the holiday season—but the people who bought the growlers disappeared afterwards. They never came back to buy more products, which was very unusual for Huckberry. What was going on? The answer forced the company to rethink its entire marketing approach. (Here’s a hint: The buyers weren’t who Huckberry expected.)

What do you do when conditions change, and your business starts to fail? You could try to save the business. Or, you could “kill your business with a better business”—essentially take what you’ve learned from the failing business, and create a new one that thrives. That was the strategy employed by Adam Schwartz, who killed his t-shirt business called BustedTees with another one called TeePublic. (And “kill your business with a better business” is a direct quote from him.) On this episode, he walks us through the transition.

Be honest: What do you do when the world around you changes? Most people probably say they change along with the world... but few actually do. Most people resist. And resistance leads nowhere. That’s the big lesson of the rise of chain stores, a transformational event in American business that pitted entrepreneur against entrepreneur, and ultimately led to some big lessons in what it takes to be competitive. This episode comes to us from Pessimists Archive, another podcast hosted by Problem Solvers host Jason Feifer.

How do you get what you want—from customers, partners, investors, and more? You don’t just come out and ask for it! Instead, you focus on what THEY want, and how you can deliver it. In this episode, Mazda CMO Dino Bernacchi and host Jason Feifer (editor in chief of Entrepreneur magazine) and discuss how this works, and why entrepreneurs and brands must always stay relentlessly focused on value.

It’s a classic managerial mistake: You know an employee isn't working out, and yet you give them more time. You hope—foolishly, of course!—for some magical turnaround. And in the meantime, your company suffers from that employee's bad work. This is what happened to James Heller of the startup Wrapify, but at a bigger scale. He was growing his new advertising company, and hired a sales team he thought would lead to fast growth. Instead, the team stumbled and James moved too slowly to fix the problem. On this episode, we learn what happened when James gave his employees more time... and how he finally learned to take control.

You know Smarties. It’s a classic American candy—and so classic, in fact, that its leadership became afraid to make any branding changes. As a result, decades passed and the brand looked increasingly stale. Then a new generation of leaders took over the company and had to wrestle with a big question: What’s worth changing… and what’s worth keeping the same? On this episode of Problem Solvers, Smarties co-president Liz Dee takes us through the change that’s rolling out onto stores now.

When things are going wrong, how do you know whether or not to keep going? That's the question that faced Kabir Shahani of Amperity, a company that, in its early days, missed a huge deadline and seemed unable to develop the technology it needed to thrive. Important, difficult questions had to be answered. Investors wanted to make sure their money wasn't being squandered. And in the end, Kabir learned an important lesson—both about when to keep going, and how to measure success. Episode sponsored by Shapr - https://bit.ly/2U0InkC

What’s the secret to having a great work partnership… with someone you’re also personally close to? That’s what we aimed to learn in this special conversation, in which we put two Entrepreneur readers on the phone with our March issue cover stars, the Property Brothers. We asked Drew and Jonathan Scott (better known as HGTV’s Property Brothers) to counsel the husband-and-wife duo of Dean Praetorius and Kiki Von Glinow, founders of Toast Media Group. Kiki and Dean are actively learning to refine their working relationship, and the Scotts had a lot of wisdom to offer. Check it out, and then read more about the brothers in our March, 2019 issue!

How do you give new life to an old company? Bring new vision to a place that lost its own? And how do you bring your team -- and your new audience! -- along for the change? Those are the challenges Neil Vogel faced when taking over the old internet giant About.com and transforming it into a thriving company called Dotdash. Sponsor: Hover - visit hover.com/problemsolver for 10% off your first purchase.