Ready to ditch your day job and dive into entrepreneurship? In this solo episode, Tiffany Grant brings you a candid look at what it really takes to thrive as your own boss—especially if you’re eyeing digital entrepreneurship or working abroad!

Drawing on her own journey from corporate HR to full-time entrepreneur, Tiffany covers the essential mindset shifts you need to make before handing in that resignation letter. From building business acumen to managing your mental health, she gets real about the challenges—and wins—of running your own business.

Check out the full show notes: https://moneytalkwitht.com/podcast-show-notes/entrepreneur-mindset-shifts/

In this episode, you’ll learn:

• Why being your own boss is a whole different ball game
  What changes when you don’t have a manager, and how to build a strong support system of fellow entrepreneurs and mentors.
• The critical difference between your craft and business acumen
  It’s not enough just to be great at what you do. Tiffany explains why you need to develop business skills like leadership, marketing, and basic financial management.
• Why marketing is a non-negotiable (and what that really means)
  You’ll need a marketing budget—even if you DIY! Plus, how to define and find your ideal client, and why this matters for every solopreneur.
• How your mindset can make (or break) your business
  Tiffany gets honest about entrepreneur burnout, battling self-doubt, and the importance of building emotional resilience. She shares how she stays motivated and tracks her wins to keep pushing forward.
• The must-have: proof of concept and financial safety net
  Why you should test your product or service and secure stable income before making the leap.
• Dealing with the “shiny object” syndrome
  From TikTok trends to video content, Tiffany shares her experience with distractions and the importance of staying focused on your goals.
• Spending vs. investing in your growth
  Learn how to differentiate between business expenses and true investments in your professional development—and hear why her investments in conferences and coaching always pay off.

Tiff’s Top Tips

• Surround yourself with people who understand the entrepreneurial journey.
• Prioritize learning business basics, even if you eventually hire experts.
• Schedule regular check-ins to recalibrate your vision and goals.
• Keep a record of your wins and achievements (Tiffany recommends Notion!).
• Invest in resources and experiences that help you grow.

💡 Resources & Links Mentioned

• Notion — Tiff’s favorite tool for tracking wins & goals
• Coursera (affiliate link) — Free/paid courses for upskilling
• Money Talk With Tiff website — Show notes, resources, and more
• Connect with Tiffany: @moneytalkwitht on all socials
• Vote for me for a Plutus Award in the "Best Entrepreneurship and Side Hustle Content" category! https://plutus.awardsplatform.com/

“Before you quit your day job, make sure you’re ready for the realities of entrepreneurship.” — Tiffany Grant

If you’re considering taking the leap or know someone who is, share this episode! And don’t forget to subscribe and leave a review—your support helps Tiff keep bringing the real talk every week.

This week on Money Talk With Tiff, Tiffany sits down with the audacious Marty McDonald! Marty shares her journey from corporate America to entrepreneurship, talks about the power of being bold, and gives us a peek into her upcoming book, Audacious.

If you’ve ever wondered how to turn a hallway chat with a CEO into a national movement—or how to turn rejection into redirection—this episode delivers practical tips and inspiration for anyone looking to live life on their own terms.

Check out the full show notes: https://moneytalkwitht.com/podcast-show-notes/dare-to-be-audacious/

What You’ll Learn

• The Power of Audacity: How Marty went from a chance conversation at a conference to launching a national Black Girl Magic tour, simply by asking the right questions and following up with action.
• Turning No Into Opportunity: Marty shares her strategies for handling rejection, asking follow-up questions, and using feedback to land the next big “yes.”
• How to Craft & Share Your Story: Insights from Marty’s upcoming book on aligning your vision, values, and voice, plus tips on unlocking the power of your network.
• Why Miracles Matter: Marty discusses the importance of leaving space for unexpected opportunities and how faith has played a crucial role in her success.

Resources Mentioned

• Pre-order Marty’s Book: Audacious comes out October 14th! Grab your copy on Amazon.
• Connect with Marty:
  • @martytmcdonald (Personal Instagram)
  • @bosswomenmedia (Boss Women Media)

Connect with Tiffany

Don’t forget to check out previous episodes at moneytalkwitht.com and follow Tiff on social media @moneytalkwitht.

In this episode, Tiffany chats with LaVaisha Davis about the concept of the "Family CEO"—the person who leads their family financially and strategically for long-term wealth and stability. If you’re the go-to person in your family for financial decisions or planning, this episode is a must-listen!

Check out the full show notes: https://moneytalkwitht.com/podcast-show-notes/stepping-up-as-the-family-ceo/

What You’ll Learn

• Who is the Family CEO?
  LaVaisha explains how being a "Family CEO" goes beyond earning money—it's about setting the family vision, identifying gaps, and ensuring wealth can last for generations.
• How to Know If You’re the Family CEO:
  • You’re actively getting financial education or certifications.
  • You’re helping others in your family build those skills.
  • You’re focused on increasing income and seeking professional guidance for generational wealth.
• Blind Spots Most Family CEOs Miss:
  • Lack of estate planning
  • Not exploring advanced investments
  • No dedicated financial leadership
• LaVaisha’s Journey:
  A personal family tragedy led LaVaisha to step into this role, prompting her to learn, pivot careers, and ultimately help others do the same.

Actionable Resources
Grab LaVaisha’s free eBook and join her community at mywealthandlegacy.com for tools and support to strengthen your role as Family CEO.

As my family's CEO, I use You Need a Budget (YNAB) to handle my budgeting needs.

Connect with LaVaisha

• Website & Free eBook: mywealthandlegacy.com
• Social: @LaVaishaDavis

Tiff’s Take
Don’t go it alone—leveraging resources and a network can help you fill in blind spots and lead your family to financial security.

Catch all past episodes at moneytalkwitht.com and follow @moneytalkwitht everywhere!