Login
Financial Independence

Savings rate, FI number, and the path to freedom.

Retirement Strategies

Withdrawal plans, Roth ladders, and early access.

Investing

Index funds, asset allocation, and real estate.

Tax Strategies

Roth conversions, capital gains, and FI tax planning.

Earning More

Career growth, side hustles, and entrepreneurship.

Money Mindset

Beliefs, purpose, and financial psychology.

Health & Fitness

Exercise, nutrition, and mental wellness.

Side Hustle Coaching Series Part 4
Money Mindset
Ep. 101R · · 51m 33s

Side Hustle Coaching Series Part 4

Side hustle coaching series part 4 focusing on income diversification and overcoming perfectionism in new ventures.

Hosted by Brad Barrett & Jonathan Mendonsa
0:00 / --:--

ChooseFI has partnered with CardRatings for our coverage of credit card products. ChooseFI and CardRatings may earn compensation from card issuers when a customer clicks on a link, when an application is approved, or when an account is opened. Opinions, reviews, analyses & recommendations are the author's alone, and have not been reviewed, endorsed or approved by any of these entities. All information about the card(s) on this page has been collected independently by ChooseFI.

Relying on a single paycheck might feel safe, but what if that stability is actually your biggest financial risk? Jonathan and Brad share how treating entrepreneurship as a series of experiments—not high-stakes gambles—can unlock income streams you didn't know you needed. Through stories of failed projects and unexpected wins, they make the case that your next side hustle doesn't need to be brilliant; it just needs to start.

Finding the perfect side hustle doesn't require flawlessness; action is key. Jonathan and Brad share personal experiences that highlight the importance of trial and error, leading to valuable lessons learned through experimentation. They emphasize that starting with an imperfect idea can still lead to growth and opportunity. The episode explores various avenues like audiobook narration and the concept of converting hobbies into income-generating activities. Listeners are encouraged to actively pursue side hustles and diversify their income streams. Tips such as leveraging existing skills and pivoting business ideas are discussed, along with the necessity of tracking progress over time to measure success, especially when working with vulnerable populations.


Key Topics & Takeaways:

Importance of Action

  • "Success doesn't require perfection; just dive in and take action."
  • Start your side hustle even if the idea isn't perfect—experimentation leads to valuable lessons.

Risks of a Single Income Source

  • "Staying in a single W-2 job can be riskier than entrepreneurship."
  • Diversify income to create more financial security and reduce overall risk.

How Close Are You to Financial Independence?

Free calculators, a personalized FI roadmap, and a community of 25K+ on the same journey.

Treating Setbacks as Experiments

  • "Treat setbacks as valuable experiments, not failures."
  • Perspective on failures can lead to growth—understand that every experience adds to your journey.

Building a Business Requires a Framework

  • "The process is key; success relies on your approach, not just the idea."
  • Focus on refining processes for business rather than solely fixating on ideas.

Chapters:

  • Introduction to Side Hustles
  • The Importance of Taking Action
  • Personal Experiences: John and Brad
  • Creating a Life Review Slideshow
  • Experimenting with Income Ideas
  • Community Engagement: Listener Stories

Action Items:

  • Explore Your Interests: Identify skills and passions that could translate into a side hustle.
  • Measure Success Early: Begin tracking progress from the outset to understand growth over time.
  • Seek Community Support: Engage with your network for insights and encouragement on your entrepreneurial journey.

Top Travel Card

Ready to unlock a world of free travel? Start with the Chase Sapphire Preferred® Card

$95 annual fee | Earn 75,000 bonus points

Best Card for Side Hustlers and Business Owners

Side hustlers! With the Ink Business Preferred® Credit Card you can earn free travel from your business expenses.

$95 annual fee | Earn 100,000 bonus points

Most Flexible Travel Card

The Capital One Venture Rewards Credit Card can be used to offset almost any travel expense.

$95 annual fee | Earn more than $1,000 in Travel Bonuses with a limited-time $300 Capital One Travel stays credit, plus earn 75,000 bonus miles once you spend $4,000 on purchases within the first 3 months of account opening—that's more than $1,000 in travel value

ChooseFI has partnered with CardRatings for our coverage of credit card products. ChooseFI and CardRatings may receive a commission from card issuers.

Loading transcript...

Comments

Your comment will be posted after signing in
Join the Conversation

Create an account or sign in to post a comment.

How Close Are You to Financial Independence?

Find out in 60 seconds — free calculators, community, and a personalized FI roadmap.

FI calculators and planning tools

Community of 25K+ on the same journey

750+ episodes of proven strategies

or

Free forever. No credit card required.

Account created! Redirecting...

Try searching for

⌘K to open anytime

Where Are You on the Path to FI?

1/3

Step 1 of 3

Which of these sounds most like you?

Scan to get the app

Point your phone camera at the QR code