39. Can You Make Money Chasing Your Dreams?

In this episode, we talked about:

  • Wendy’s journey experimenting with blogging, YouTube, dropshipping, freelancing, and coaching
  • The importance of conviction and mindset in pursuing your passion
  • Business fundamentals necessary to monetize a passion-based venture
  • Sacrifices needed—time, relationships, and energy
  • Balancing dreams with current responsibilities and preparing for the right season

Listen to the full episode now:

“Do you really, really want it? Conviction is the first step to making your dream a reality.”


Timestamp:

  • 0:00 intro
  • 2:06 my background, or past “failures”
  • 9:49 the biggest problem I now see: not enough conviction
  • 12:21 you really need to understand how to run a business
  • 16:18 the willingness to sacrifice what you have now
  • 18:05 reality hits: can you afford to be chasing your dreams now?
  • 20:59 my verdict
  • 22:56 outro

“Failure is not the opposite of success—it’s part of the process.”


Detailed Summary:

Introduction

In this episode of Small Girl Big Talk, Wendy explores the realities of turning passions into profit. Drawing from her own multi-year journey with blogging, YouTube, dropshipping, freelancing, and coaching, she shares lessons about conviction, business acumen, perseverance, and balancing dreams with current responsibilities. The episode provides practical guidance for those looking to make a living from their passions.

Wendy’s Journey: From Passion to Experimentation

  • Early Start: Began blogging at 14 as a passion project; gradually explored monetization through domains, affiliate marketing, and influencer collaborations.
  • Experimentation: Explored multiple avenues—YouTube (2017), dropshipping, freelance social media management, coaching, and training.
  • Learning from “Failures”: Many ventures didn’t succeed financially at first, but they built skills, insights, and experience, reframing failure as stepping stones.

The Role of Conviction in Chasing Dreams

  • Mindset Matters: Half-hearted attempts or fear of failure often prevent real success.
  • Asking the Hard Question: “Do you really, really want this?”—clarifies motivation and readiness to commit.
  • Passion vs. Business: Talent alone isn’t enough; turning a passion into a sustainable income requires strategic business thinking.

Running a Passion-Based Business

  • Business Acumen Required: Understanding finances, cash flow, pricing, scaling, customer value, taxes, and client management is crucial.
  • Market Realism: Assess competition, identify scalable offerings, and be creative in delivery (e.g., baking classes instead of just selling pastries).
  • Continual Learning: Knowledge about the industry, networking, and mentorship helps increase chances of success.

Sacrifice and Commitment

  • Time: Extra effort outside day job hours may be necessary to develop skills and build the business.
  • Relationships: Surround yourself with supportive, ambitious people; distance from negative influences if needed.
  • Financial and Life Responsibilities: Assess whether your current situation allows for full-time pursuit, or if preparation and groundwork are needed first.

Balancing Dreams with Reality

  • Prepare While Waiting: If unable to pursue full-time, continue learning, building skills, and networking.
  • Incremental Progress: Use your current circumstances to set up for future opportunities, keeping passion alive.
  • Seasonality of Life: There’s a time for different priorities; chasing dreams may require patience and planning.

Conclusion

Wendy concludes that chasing your dreams can lead to financial success if approached strategically. Passion alone is not enough—conviction, business skills, perseverance, and smart planning are essential. Even if full-time pursuit isn’t immediately possible, incremental learning and preparation can set you up for future success.

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