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Problem Solvers

Problem Solvers

Author: Entrepreneur.com

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Problem Solvers with Jason Feifer features business owners and CEO’s who went through a crippling business problem and came out the other side happy, wealthy, and growing. Feifer, Entrepreneur’s Editor in Chief, pulls these stories out so other business can avoid the same crippling problems.

411 Episodes
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Donald Miller literally wrote the book on brand storytelling: It's called Building A StoryBrand, and it sold 1 million copies. He's just released an updated version. On this podcast, Don explains how to communicate your brand's value in a simple story. After that, I invite a few entrepreneurs to tell him about their brands — and he comes up with stories for them! It'll change the way you think about telling your story.
Want to pitch yourself with confidence? Want to become better at sales, or just selling yourself? You must learn to be shameless. That's the advice from Jenny Wood, former Google executive and author of the new book Wild Courage: Go After What You Want and Get It. In this episode, she teaches you how and why to embrace shamelessness.
Angie Hicks has been the face of Angie’s List (now called Angi) for decades. It’s not a role she wanted, but she knows how important it is — and how to play it perfectly.
Want to get your product onto store shelves? Listen to this. Matt Adelmann used to be a buyer at Target, where he was responsible for placing products on shelves. Here are the three mistakes that founders always get wrong about retail — and how you can set yourself up for success.
In 2006, a debate raged inside of Nintendo: Do they bundle their new Wii console with the game Wii Sports, or sell the game separately? Reggie Fils- Aimé was president of North America at the time, and he argued yes — because even though it meant giving up revenue upfront, it would lead to more Wii sales later. Here, he explains the battle and how he won it.

Quitting Can Be Good

2025-02-2444:00

Entrepreneurs love telling stories of perseverance. But that can be misleading. "In order to succeed, you're going to have to quit the things that aren't worth pursuing," says Annie Duke, author of the book "Quit: The Power of Knowing When to Walk Away". On this episode, she explains why we should see quitting as a virtue — and how to know when it's time to walk away.
One night, Holden Forrest drew a wild idea on the back of his daughter's math homework: What if he could lower a house into the ground, as a way to escape oncoming wildfires? He couldn't shake this idea, so he started researching whether it's possible — and now, years later, he has a company called HiberTec, multiple patents, groundbreaking technology, and is raising money to build his first prototype. On this episode, Holden explains how to turn a big idea into a real business. Learn more at hibertec.com
There are three types of skills, Jen Kem says: The ability to visualize, strategize, or mobilize. Everyone has these skills in different combinations — and when you can assemble a team with the right mix of combinations, you've built something unstoppable. On this episode, Kem (author of the new book "Unicorn Team") explains how it works, how to identify which combination of types you are, and how to hire the right people.
Money isn't the only definition of wealth. So is time. That's one of the central ideas in Sahil Bloom's new book "The 5 Types of Wealth" — and on this episode, he explains how to become wealthy in time. He offers strategic ways to reallocate your time, how to prioritize what matters, and how to stop feeling like you never have enough of it.

Brevity! (You Need It)

2025-01-2742:40

Founders accidentally create a lot of confusion — because we talk too much! We pitch too many products, tell a too-complex story, and don't often get to the point fast enough. Today, business coach Steve Sims teaches you how to be brief and powerful.
Taco Bell CEO Sean Tresvant reflects on his first year as the boss, and talks about how to build an incredible brand. It comes down this formula, he says: math + magic. We spoke because Taco Bell is #1 on the 2025 Entrepreneur magazine Franchise 500, which is out now at entrepreneur.com/franchise500
This will sound crazy: When you only focus on your core skillset, your growth slows. Instead, you need to add what Jonathan Goodman calls "leapfrog skills" — a list of five other skills (including writing and human psychology) that will accelerate your growth. Goodman is a hugely successful serial entrepreneur and author of the new book The Obvious Choice. In this episode, he explains how to find and learn your leapfrog skills.
Why do great companies make bad products? The answer is confirmation bias, and a lack of true connection with your customer. Phyl Terry is a pioneer in the field of consumer experience, and shares an important methodology — which helped Facebook in its earliest days! Today, Phyl also helps people who are searching for jobs through the program Never Search Alone.
Should you curse at work? There isn't much cursing on Problem Solvers, but over on Jason's other podcast Help Wanted, it happens a little more often... and a listener complained! Today, Jason and his Help Wanted cohost discuss when it's appropriate for professionals to curse — and how how to calibrate the trade-off between raw personality and professionalism.
Morgan is engaged to Jack. Jack didn't include Morgan in a business deal, but she feels *strongly* that he should have. Now she's mad. What should they do? In this episode from Jason's other podcast, called Help Wanted, Jason and his cohost Nicole Lapin help this couple through a rocky moment — and talk about what happens when finances get personal.
With a new presidential administration, entrepreneurs are expecting a lot of tax changes — but what are they? And how can they prepare? In this episode, hear from two professionals at CLA (CliftonLarsonAllen LLP), a top-10 U.S. accounting and professional services firm. They share the biggest questions that entrepreneurs are asking, and their guidance for how to prepare for big changes now.  This episode is brought to you by CLA. CLA exists to create opportunities for our clients, our people, and our communities through industry-focused wealth advisory, digital, audit, tax, consulting, and outsourcing services. With nearly 9,000 people, more than 130 locations, and a global vision, we promise to know you and help you. Visit CLAconnect.com to learn more.
When something's wrong, we often make a mistake: We try to treat the symptom of the problem without understanding what the REAL problem is. Today I offer a helpful problem-solving framework. You'll learn to diagnose your problems, identify the right "one-word problem," and then come up with a solution that actually works.
Musicians are the overlooked influencers. That's what Jesse Kirshbaum of Nue Agency says. He creates partnerships between the largest brands and musicians, and says that all entrepreneurs, of any size, should consider working with musicians too. They're cultural influencers full of authenticity, have loyal followings, and aren't getting the kind of brand deals that traditional "influencers" do. So how does it work? He explains on today's episode.
Codie Sanchez started by buying a little laundromat. Now she has a portfolio of small local businesses that drive tens of millions in annual revenue, and developed a playbook for anyone looking to buy small businesses and build serious wealth. Her new book is called Main Street Millionaire, and in this episode, she explains how and why small biz is such a great buying opportunity.
Notion is changing the way people communicate and collaborate. Cofounder and CEO Ivan Zhao has an unusual philosophy about how to do it — which anyone can follow.
Catherine Connelly cofounded one of the first social media platforms, and was early in the online dating space. And over time, she learned how to do a very hard thing: She killed features that she loved, and that customers loved, because they no longer served the company. How and when do you do that? She discusses. Read Catherine's new book, Designing Success: Lessons from 20 Years as a Female Tech Entrepreneur.
Carla Ondrasik hates the word "try." She says it's holding you back from taking action achieving your goals. On today's episode, Carla will give you a better way to approach big and scary tasks: No more trying allowed.
How do you grow, while staying true to what made you successful in the first place? It's something that Chip & Joanna Gaines (Fixer Upper, Magnolia) think a lot about. In this episode, a candid conversation with them about growth, challenges, and what should always remain the same.
I bombed on stage. It was terrible and embarrassing. Then I learned something very important about how to recover, and it's a lesson I'll use for the rest of my life. Here it is. It'll make you feel better the next time something goes wrong.
Work is changing. People don't feel job security they way they did before. So how do you motivate teams that are operating scared? Mithu Storoni has a unique answer. She's a physician, neuroscience researcher and ophthalmic surgeon who advises multinational corporations on mental performance and stress management (and author of the new book Hyperefficient). On this episode, she explains what really motivates people, and how to create that empowerment despite turbulent times.
Want to build incredible products? Listen closely to your customers, and (importantly!) have a system to turn those insights into action. In this episode, I speak with Mary Beth Westmoreland, VP of Selling Partner Experience at Amazon, about how this happens on her global selling partner experience team. Her team's products impact millions of businesses, so the stakes are high — and she's incredibly thoughtful about how great leadership, teamwork, and customer feedback systems can combine in all the right ways. To learn more about how Amazon is helping independent sellers succeed, visit http://sellingpartners.aboutamazon.com/
We had an idea: What if we took a talented but financially struggling artist, and paired them with a coach who helps artists build businesses? The result was magic! Today, you'll hear art-business coach Carolyn Edlund work with photographer Matthew Cortellesi. At the start, Matthew was selling occasional photos but had no idea how to create a real business. By the end, he had a new website and an entirely new sales strategy. This episode is for anyone who makes something they love, but can't figure out how to make money doing it.
Pasta is a crowded space, so how did Amazon help Madalina Defta and Arash Hashemi, the husband-and-wife duo behind Kaizen Food Company, transform their vision into a thriving brand without relying on traditional marketing? In this episode, they explain how they did it: They leveraged engaging content to build a loyal clientele, refined their product that speaks to an underserved customer base, and, when faced with overwhelming demand for fulfillment and customer service, strategically pivoted to Amazon. To learn more about how Amazon is helping independent sellers succeed, visit http://sellingpartners.aboutamazon.com/
Erin Wade hated her job. So she created a mac & cheese restaurant called Homeroom, then rethought how every other employee should be treated. In this episode, she explains how she rethough discipline, incentives, and the working environment, and built a place that people actually want to work in. Erin's new book about this is called Mac & Cheese Millionaire.
Mike Maples Jr. is one fo the pioneers of seed-stage investing, and invested early in the likes of Twitter, Twitch, and Lyft. I asked him to do something a little unusual: give advice to small business owners who, instead of pitching VCs like him, are instead pitching their family and friends. His advice reveals a lot about how investors think, whether they're pros like him or just a mom or pop at home.
How do you see the opportunity that others don't? That's what we discuss with Kuo Zhang, president of Alibaba.com, who has overseen a massive transformation of the company.
Brian Lee cofounded LegalZoom, ShoeDazzle, Honest Company, and now Arena Club, and he believes a lot of conventional business wisdom is backward. Here, he shares the hidden path to founder success.
Removery had a problem: It wanted to rapidly expand and become the world's largest tattoo removal company, but it couldn't find enough tattoo removal specialists to hire. So it built a system to create its ideal employees. Here's a lesson for anyone looking to hire the right people. Removery COO Jo Kelton explains.
Are you prepared to sell your business? Even if a sale is many years away, you should start planning now — and avoid the common mistakes that devalue many other businesses. CLA managing principal of industry Brandon Knight explains why not all businesses are sellable, why you need to build a leadership team, and why it's so important to look at your impact beyond your business. This episode is brought to you by CLA — CliftonLarsonAllen LLP. See how CLA can help you, your family, and your employees prepare for the seamless transition of your business. Visit CLAconnect.com
Does self-promotion make you uncomfortable? You need to start — because if you don't talk yourself up, nobody else will! On today's episode, I offer my four rules of self-promotion, four ways to talk yourself up if you're afraid to do it, and then how to handle the inevidable haters. These are all tips from my newsletter, One Thing Better.
David Walker is the Founder of iCell Consulting LLC, a consulting firm specializing in telecommunications analysis. After a successful career in telecommunications, David decided to start the business by pursuing his skill of analyzing telephone records. Working with multiple telecommunications companies, David has helped solve over 200 criminal cases, bringing him across the country over the last decade. Listen to the Side Hustle to Small Business podcast on Apple Podcasts or Spotify, or visit: entm.ag/hiscox
Do you know what makes your brand special? Sometimes, you're wrong — and the "special sauce" you cling to can actually be holding your company back. That's the story of HiBall, an energy drink that was struggling to gain traction... until they rethought a critical part of the brand. Sales went through the roof, and the company was sold to Anheuser-Busch. Here, HiBall cofounder Dan Craytor explains what happened.
Want to become a keynote speaker, but you're not sure how to get on stage and get paid? Katrina Mitchell has advice. She's the founder of Franchise Speakers, an agency that books speakers for franchise events, and shares how speakers can find their niche, develop their product, and start making money.
Entrepreneurs make a mistake: They often think of decisions as binary, where one answer is definitely right and the other is definitely wrong. Astrophysicist Saul Perlmutter says there's a better way to approach decisions — and it's with "probabilistic thinking," a concept that's familiar to scientists but less so to businesspeople. Today, he explains. Saul also writes about this in his new book Third Millennium Thinking.
Entrepreneurs often take on too much, so when should you say "yes" to something new? I talk about that with best-selling author Dan Heath, a busy guy who took on a new project, a great podcast called What It's Like To Be... In this episode, we discuss how to evaluate new ideas, which are worth committing to, and how to know if they're truly valuable.
We often take on too much, desire too much, or feel stuck between different paths. How can we navigate it? Social psychology professor Tessa West, author of the new book Job Therapy, helps us make sense of our complex paths — and our often complex relationship with work.
In every partnership, there will be disagreements. But they don't have to ruin your relationships. Today, listen in on a coaching session about this: Jason talks with an entrepreneur who disagrees with his cofounders (and family members!). This is an episode from Jason's other podcast, Help Wanted.
Andrew Wilkinson went from barista to billionaire, and often wonders: When does it feel like he's accomplished enough? It's why he wrote his new book, "Never Enough." In this deep and personal conversation, we explore what it means to constantly want more, and how to find satisfaction in your accomplishments.
Why are we often unaware of problems? It's because we're not asking the right questions. Jeff Wetzler is a master of asking better questions, and teaches us how to extract the information we need from others. His new book is called "Ask: Tap Into the Hidden Wisdom of People Around You for Unexpected Breakthroughs In Leadership and Life".
How can you build a business, without it consuming your life? Kathleen Griffith, author of the book "Build Like A Woman", explains how to keep both things healthy — step by step.
Jaliyla Fraser is the Founder and CEO of Fraser’s Mathematics Solutions. What started as a STEAM summer camp for students, Fraser’s Mathematics Solutions now provides high-quality mathematics learning for administrators, teachers, and parents to help the students in their lives succeed. Fraser’s Mathematics Solutions also produces school supplies for students to help them reach their full potential. Listen to the Side Hustle to Small Business podcast on Apple Podcasts or Spotify, or visit: entm.ag/hiscox
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Comments (10)

FirstPrinciple r

Discipline and time management. Being genuine and nice to people. really Caring about business and people around.

Jan 13th
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Tom Shott

Everyone should listen to this twice!

Dec 26th
Reply (1)

Tom Shott

As always an awesome edition.

Sep 18th
Reply (1)

Tumwine

This is a great episode about promoting oneself when it feels disgusting and disingenuous. I appreciated the view that you focus on the value you're creating. #AmbassadorRecommends

Jul 20th
Reply

Martijn Deketelaere

great episode. a bit more how I built this like.

May 25th
Reply

Tom Shott

This is a really well produced podcast. Every entrepreneur would be wise to listen every week.

Apr 24th
Reply

VIKAS UTTAM

Words of wisdom

Feb 8th
Reply

Chris Mitchell

If any business needs help expanding, colleges are incorporating a project called "Xculture" to bring together the minds of maybe 5-6 students worldwide to solve businesses' problems& expand

Nov 11th
Reply
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