Afford Anything

Tag: entrepreneurship

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#559: Q&A: Should We Ditch Rental Properties Entirely?

An anonymous caller, whom we name “Samantha,” and her husband are financially strained and feeling torn. Shortly after purchasing two rental properties, their income dropped dramatically. Should they sell?

Tina is a full-time environmentalist. She’s worried that her index funds don’t align with her values on sustainability. Is there a world where she can be a savvy investor and fight climate change?

Another anonymous caller, whom we name “Sarah,” is excited and uncertain about her growing business. Should she hold steady or invest more resources into it? And how does she know if she’s making the right call?

Former financial planner Joe Saul-Sehy and I tackle these three questions in today’s episode.

Enjoy!

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#557: Help! The Money is Good … But My Dream Life is Different

Imagine saving nearly your entire paycheck while your rental properties cover your bills. That’s exactly where real estate investor Andrew finds himself — and yet he’s at a crossroads.

At FinCon, a personal finance conference, former financial advisor Joe Saul-Sehy and I sit down with Andrew and another attendee who bring their money dilemmas live on stage.

Andrew’s question seems simple at first: should he sell his index funds to pay off his rental mortgages? But the real story runs deeper.

He feels called to entrepreneurship and wants to quit his corporate job to pursue it full-time. He could achieve minimal financial independence (lean-FIRE) if he pays off the properties, but that might limit his options.

Next, Chris, a Gen X dad, opens up about his Gen Z kids’ gloomy money outlook. His 22 and 24-year-old children, especially his daughter, believe their generation “will never retire.” They see high inflation, expensive housing, and low wages as insurmountable obstacles.

This sparks a deeper conversation about generational perspectives. We note that similar fears existed 15 years ago when millennials entered the workforce during the Great Recession. Joe shares how he helped his own kids develop healthier money mindsets by introducing them to financial voices they could relate to, like Broke Millennial author Erin Lowry.

The discussion evolves into how today’s young people actually have more opportunities than previous generations — they can work remotely, start online businesses with minimal capital, and create multiple income streams through platforms that didn’t exist before. Chris’s daughter, for instance, sometimes makes $35/hour driving for DoorDash during peak times.

We wrap up by talking about the importance of focusing on what you can control and finding purpose beyond just retirement planning. As Andrew points out, it might be worse to spend the best years of your life doing work you don’t care about than to face uncertainty in retirement. The key is taking action on the things within your control while building toward long-term security.

Throughout the conversation, both guests share personal stories that illuminate their situations – from Andrew’s experience at an oil refinery that pushed him toward entrepreneurship to Chris’s daughter storing cash for taxes from her DoorDash earnings, showing she’s more financially aware than she might think.

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#518: Rachel Rodgers: The Million Dollar Mindset

If you want to learn about building wealth through entrepreneurship, you’ll enjoy this episode.

When Rachel Rodgers graduated from law school, she didn’t take the conventional path to working at a big law firm. Instead, she opened her own practice, specializing in intellectual property law. Many of her clients were entrepreneurs and small business owners. 

Rachel quickly realized that many of her clients faced significant challenges in trying to grow their business. This ignited a new vision in her: to not just provide legal services but to help entrepreneurs achieve financial success.

She pivoted, shutting down her law practice to open Hello Seven, a company that offers comprehensive business strategies to help entrepreneurs reach seven-figure incomes.

She joins us today to share actionable insights that can help any entrepreneur, side hustler or small business owner reach seven figures in revenue.

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#485: How to Start a Business in One Weekend, with Noah Kagan

If you’ve ever thought: “I’d love a business BUT …

“I don’t have TIME.”
“I don’t have MONEY.”
“I don’t have IDEAS.”
“I have TOO MANY ideas and I don’t know where to start.”
“I’m not technical.”
“I’m not creative or artistic.”
“I’m not good at sales.”

You’re not alone. Countless people don’t start businesses or side hustles for these reasons.

And they’re losing thousands — perhaps millions — in opportunity cost.

How much could you make if you started a side hustle that eventually scaled into a business? Possibly millions. Today’s guest, Noah Kagan, is living proof.

Noah was employee #30 at Facebook. His stock options, if fully vested, would be worth over $1 billion today.

(If you want to do the math — his stock options came to 0.1 percent of the company, which has a current market cap of $1 trillion.)

But Noah was fired just a couple months before his stock options vested. So rather than getting a billion-dollar payout, he got nothing.

He sank into a deep depression, eventually recovering with the help of a therapist who counseled him on how to reframe the experience.

Then he rolled up his sleeves and got to work. He became a serial entrepreneur, building multiple businesses. His most successful venture now makes $80 million in gross revenue, and his personal take-home is $3.3 million per year (which comes from a $200,000 annual salary and $3.1 million profit distribution.) His net worth is $36 million.

Not a billion, but still not too shabby.

Noah recently wrote a book called “Million Dollar Weekend: The Surprisingly Simple Way to Launch a 7-Figure Business in 48 Hours.”

He sits down with us (in person!) to share:

— how to find business ideas
— how to overcome objections and rejections
— how to scale

By the end of the episode, the common objections that you often hear — like “I don’t have time/money/ideas” — will be quashed.

Please enjoy!

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#462: Cracking the Code of the Rich, with Seth Stephens-Davidowitz

As a society, we’re fascinated by stories of the rich. We hear news, see social media posts, and read books about how others become wealthy, how to maintain that status, and what their lifestyles look like.

But what if the media we’re consuming is misleading us?

Dr. Seth Stephens-Davidowitz’s research shows that the stories about the rich that dominate the popular press are misleading.

Stephens-Davidowitz holds a PhD in economics from Harvard University. He’s a data scientist and a New York Times bestselling author.

In today’s episode, we discuss the misleading stories around the rich. We unearth the truth behind those stories, using data rather than narrative.

We explore the types of businesses that quietly make people millionaires. We describe the ages, occupations and locations of people that become rich, and the unexpected paths they take to achieve this. And we share actionable takeaways that will help you do the same.

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#445: Boldly Unemployed: Embracing Entrepreneurship, with Steve Chou

We sit down with Steve Chou, an accomplished entrepreneur who, alongside his wife, built two businesses that each bring in seven figures – and gives them the freedom to spend more time with their kids. 

We delve into the challenges he faced in the early stages of his business and how he overcame these obstacles. 

Additionally, Steve opens up about the personal and emotional aspects of running a business. He candidly discusses the fears, doubts, and sacrifices he and others have encountered during this transformational journey, emphasizing the importance of resilience and avoiding the comparison trap.

Whether you’re contemplating leaving your job to start your own venture or simply seeking inspiration from a seasoned entrepreneur, this episode with Steve Chou is a must-listen.

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#443: Building Your Dream Business, with Amy Porterfield

As a former corporate powerhouse turned successful entrepreneur, Amy knows firsthand the challenges and triumphs of building a business from scratch.

Amy is the host of the top-ranked podcast “Online Marketing Made Easy,” and the owner of a multi-million dollar digital course business. She is also the author of “Two Week’s Notice,” a guide to quitting your job and building your own business.

Get ready to be inspired as we uncover Amy’s secrets to building a thriving business and learn how you can apply her proven techniques to achieve your own entrepreneurial dreams.

Whether you’re just starting out or looking to take your business to the next level, this episode is packed with actionable advice that you won’t want to miss.

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#427: Start a Micro-Business & Build Multiple Income Streams, with Nick Loper

Okay, maybe the phrase “side hustle” is overused. But it’s also misunderstood.

“Side hustle” is a catch-all term that people use to describe everything from low-paid gig economy labor – Doordash, Uber Eats, Rover – to six-figure consulting for Fortune 500 companies.

On the remote-work side, it includes everything from freelance graphic design (services) to selling bundles of presentation deck templates (digital products).

On the physical goods side, it includes everything from wholesaling (real estate) to flipping antique grandfather clocks (personal goods).

On the e-commerce side, your side hustle might mean starting your own manufacturing, white-labeling and shipping services, in which you distribute toothpaste or trash can lids or desiccant packs.

How do we make sense of such an umbrella concept?

In this interview with Nick Loper, we learn how to wrap our minds around the huge world of hustles. We talk about how to understand the options available, choose a path, and start with minimal capital.

This interview originally aired as Episode 85.

Enjoy!

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#426: Key Takeaways: Best Lessons from the Last Year, with Paula Pant

Behavioral researcher, Vanessa Van Edwards, talks to us about the critical importance of charisma – and how to use the perfect blend of warmth and competence to be charismatic.

Dr. Michael Slepian walks us through what secrets mean, what they cost, and how we think about them.

We dive into the world of long distance real estate investing, and talk about two of the major components of investing – Cash and mindsets – to help you determine if long distance real estate investing is right for you.

International best selling author, Julie Winkle Giulioni, reviews eight dimensions of career development and how to navigate them.

Chris Hutchins, entrepreneur and life hacker extraordinaire, spills his best secrets on optimizing spend to travel more cheaply.

Kiersten and Julien Sanders join us to discuss money topics for couples, and their framework for being financially independent in 15 years.

Stanford professor Jeremy Utley breaks down the art of creativity and producing new ideas – and shares actionable tips on how we can be more creative and have better ideas.

Dr. Daniel Crosby discusses how we are not wired to be good investors, and how to overcome our evolutionary wiring.

Enjoy this compilation of our favorite episodes to air in the second half of 2022.

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#425: Ask Paula: My Dad Died, and My Mom Is CLUELESS About Finances

Ellen’s dad died unexpectedly. Her mom is clueless about finances. How does she help a 70-year-old unravel financial complexities?

Mike has an opportunity to buy into his friend’s growing business. What should be his legal, financial, and relationship considerations?

Pepp wants to know what’ll happen to her Restricted Stock Units when her company goes private.

An anonymous caller needs to build her nest egg. She’ll be a full-time student with no income. She has 20 years until retirement. Should she execute a Roth conversion?

Former financial planner Joe Saul-Sehy and I tackle these four questions in today’s episode.

Enjoy!

P.S. Got a question? Leave it here.

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Afford Anything