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! 

This week, Tiffany welcomes Dr. Severine Bryan to discuss a topic that doesn’t get enough spotlight: rebuilding your finances after a late-life divorce. Whether you’re in your 40s, 50s, or beyond, Dr. Sev’s candid insights and practical advice are here to help you start fresh.

Check out the full show notes: https://moneytalkwitht.com/podcast-show-notes/late-life-divorce/

What is a Late Life Divorce?
Dr. Sev defines it as any divorce after age 45—a time when most are thinking about retirement, not starting over. She shares her personal journey and the challenges of pivoting financially later in life.

Key Takeaways

• Embrace the Journey: Allow yourself to grieve, but don’t get stuck. Healing opens the door to rebuilding.
• Top 3 Financial Tips:
  1. Face your debt head-on—don’t ignore it, seek help if needed.
  2. Invest in yourself—consider therapy, learning new skills, or finding support.
  3. Learn from setbacks—every hardship brings a valuable lesson.

Never Handled the Money?

Tap into local resources like libraries, nonprofits, and workshops. There’s no shame in asking for help—everyone has had financial hiccups.

Connect with Dr. Sev

• LinkedIn: Dr. Severine Bryan, Accredited Financial Counselor
• Website: sevtalksmoney.com

Catch up on previous episodes at moneytalkwitht.com and follow Tiffany on social @MoneyTalkWithT, everywhere!

In this lively and eye-opening conversation, Tiffany sits down with LaDarris Hunt, a seasoned life insurance expert, to break down the basics—and the big differences—between term and whole life insurance. Whether you think you’ve heard it all before or you’re just now considering coverage, this episode covers what you really need to know about protecting your loved ones, building generational wealth, and making the smartest insurance choices for your life stage.

What You’ll Learn

• What is Life Insurance, Really?
  LaDarris defines life insurance in simple terms: it’s all about transferring risk from you to the insurance company so your loved ones are protected financially if the unthinkable happens.
• Term vs. Whole Life Insurance, Demystified
  Learn the fundamental differences:
  • Term life: Like renting coverage—good for set periods; great for providing income replacement while you have big financial responsibilities.
  • Whole life: A permanent policy with a guaranteed payout; builds cash value and is best for final expenses or leaving a legacy.
• Who Needs What—And When
  Tips on which type of policy might fit you best at different life stages, whether you’re a single young adult, a new parent, or nearing retirement.
• Cash Value: The Good, the Bad, and the Truth
  LaDarris debunks some common confusion about cash value in life insurance—especially what whole life policies can (and can’t) do for you.
• Why Your Insurance Carrier Matters
  An eye-opening story highlights the real-world impact of choosing a mutual company versus a stock company, especially in historically underserved communities.
• The Power of Working With an Independent Agent
  Find out why shopping around—rather than sticking with a single carrier—can make all the difference for your family’s financial future.

Connect with LaDarris Hunt

Website: https://ladarrishunt.com/

Connect with Tiffany

Website: https://moneytalkwitht.com

Follow Tiff on all platforms: @moneytalkwitht

Don’t Forget
If you enjoyed this episode, make sure to subscribe and tune in every Thursday for the latest practical money lessons, personal finance tips, and candid conversations!

In this episode, Tiffany Grant sits down with Dr. Darnyelle Jervey Harmon to explore how business owners can scale their companies from six to seven figures—without losing faith or focus. Dr. Harmon dives deep into foundational strategies, sales infrastructures, and the importance of systems and processes, providing actionable tips and breaking down complex concepts into practical steps.

Check out the full show notes: https://moneytalkwitht.com/podcast-show-notes/scaling-your-business-from-six-to-seven-figures/

Key Takeaways

• Understanding what “scaling” truly means for business owners
• The 10-part strategy framework necessary for scalable growth
• Rethinking sales as a form of service, not pressure
• Simple tools for documenting your business processes
• Why mindset and self-belief are critical in the journey from six to seven figures

Resources Mentioned

• Move to Millions Gifts: Dr. Harmon shares a special free bundle for listeners at movetomillionsgifts.com
• Scribe: Tiffany’s recommended tool for creating quick and easy SOPs

Connect with Dr. Darnyelle Jervey Harmon

• Website: movetomillionsgifts.com

Connect with Tiffany

• Website: moneytalkwitht.com
• Social Media: @MoneyTalkWithT

In this episode, Tiffany Grant sits down with Etinosa Agbonlahor, author of How to Talk to Your Parents About Money, for an honest and insightful conversation about navigating financial discussions with your parents. Etinosa shares actionable strategies for kick-starting these sometimes-tough conversations, understanding your own money “scripts,” and building an ongoing dialogue about finances with family.

Key Topics Covered

• Why Talking to Parents About Money Is Hard:
  Tiffany and Etinosa discuss the emotional weight and complexity behind money talks with family.
• Preparing for the Conversation:
  Etinosa emphasizes the importance of self-reflection—knowing your own financial beliefs, what you hope to achieve, and approaching the conversation with empathy and patience.
• Understanding Money Scripts:
  The episode explains money scripts—subconscious beliefs and feelings about money—and how these impact your financial behaviors and conversations.
• Timing & Approach:
  Tips on choosing the right moment and environment for these discussions, including watching for body language and being sensitive to defensive reactions.
• Making it a Habit:
  Why financial conversations with parents should be ongoing and not a one-time event.
• Practical Tools from Etinosa's Book:
  Details about Etinosa’s book, which offers conversation starters, guides to unpacking your own beliefs, and practical questions to foster more open communication.

Guest Resources

• Book:
  How to Talk to Your Parents About Money (available on Amazon, in print and digital)

Connect with Tiffany

Visit moneytalkwitht.com for more episodes, resources, and to connect on social media!

In this insightful episode of Money Talk With Tiff, Tiffany Grant sits down with attorney Darlene Harris to break down exactly how protecting your brand isn’t just about legal safety—it’s a key step toward building lasting wealth. Darlene explains the importance of trademarks, copyrights, contracts, and other brand protections for entrepreneurs, creatives, and anyone looking to secure the future of their business or intellectual property.

Full episode show notes: https://moneytalkwitht.com/podcast-show-notes/unlocking-the-power-of-trademarks-copyrights-and-patents-for-entrepreneurs/

Key Topics Covered

• What is Brand Protection?
  Darlene clarifies common misconceptions about LLCs, trademarks, and what actually secures your brand. She stresses that forming an LLC doesn’t mean you own your brand name; trademarks do.
• Wealth-Building with Intellectual Property
  Learn how intellectual property like trademarks and copyrights can directly impact your ability to grow, protect, and even monetize your brand. Darlene shares examples—from Nike to Coca-Cola—of how brand recognition boosts value and financial leverage.
• Real-World Scenarios and Guidance
  What do you do if someone else holds or uses your business name? Darlene discusses your options, from coexistence agreements to rebranding, and why protecting yourself early is always cheaper than fixing problems later.
• Turning Trademarks and Copyrights Into Cash
  Discover practical ways to monetize your intellectual property, such as licensing, franchising, and even using your trademark as collateral for business loans. Darlene also explains how brand recognition and revenue can increase the value of your trademark or copyright.
• Preparing for the Future
  Tiffany opens up about her own journey transitioning her brand for potential sale or licensing—emphasizing the importance of making the brand an asset separate from her personal identity.
• Legal Strategies for Entrepreneurs
  The episode wraps with actionable advice for protecting your brand, building wealth, and leaving a business legacy.

Connect with Darlene Harris

• Instagram & TikTok: @AttorneyDarleneHarris
• LinkedIn: Darlene Harris, Esq
• Website: PowerInProtection.com

Mention the Money Talk With Tiff podcast for a special consultation perk!

Connect with Tiffany on all social platforms: @MoneyTalkWithT

Listen to past episodes: moneytalkwitht.com

In this special episode of Money Talk With Tiff, host Tiffany Grant sits down with Petra-Ann Brown, the host of Island Money365, to talk about money habits, cultural expectations, and financial challenges facing people with Caribbean backgrounds—especially when navigating life and family expectations between the islands and the U.S.

Check out the full episode show notes: https://moneytalkwitht.com/podcast-show-notes/navigating-family-expectations/

Takeaways

•  In Caribbean culture, it's common to live multi-generationally, with families supporting each other financially and emotionally. 
•  Expectations for financial support from children in Caribbean families can be very different than in the States. 
•  Be honest with your family back home about your financial situation to manage expectations effectively. 
•  Establish clear financial plans for supporting family members back home to avoid misunderstandings. 
•  It's essential to verify that funds sent home are used for their intended purpose, especially when building homes. 
•  Community support in Caribbean cultures is strong, often leading to a more interconnected relationship with neighbors compared to American norms. 

Connect With Petra-Ann

Website: brownfinancialsolutions.com

Instagram: @islandmoney365

Podcast: Island Money365 (available on Spotify, Apple Podcasts, Amazon Music, iHeartRadio, and YouTube)

Connect with Tiffany

Website: moneytalkwitht.com

Social: @MoneyTalkWithT on all platforms

Support this Podcast

Copyright 2025 Tiffany Grant

This podcast uses the following third-party services for analysis: 

Podcorn - https://podcorn.com/privacy
OP3 - https://op3.dev/privacy

In this episode, Tiffany Grant sits down with Mark Miller, who manages the prestigious Hilton Family Office, to demystify the concept of a “family office.” Mark shares the fascinating origins of family offices, explains how they serve ultra-wealthy families, and reveals how his firm is bringing these powerful wealth-building strategies to “Main Street” investors.

Whether you’re curious about behind-the-scenes money management for the rich or looking for new ways to coordinate your own financial team, you won’t want to miss this insightful conversation.

Check out the full episode show notes: https://moneytalkwitht.com/podcast-show-notes/family-offices-wealth-management/

• A family office is a centralized management structure that helps wealthy families manage their finances more efficiently.
• The Rockefeller family pioneered the family office concept back in the 1890s to deal with their financial chaos.
• Today, family offices are evolving into virtual models, enabling multiple families to collaborate on wealth management strategies.
• Hilton Tax and Wealth Advisors aim to bring family office strategies to Main Street investors, making advanced wealth management accessible to more people.
• Effective wealth management requires advisors to communicate and collaborate, which is a major advantage of the family office structure.
• By integrating financial advisors under one roof, families can maximize their wealth-building potential and minimize conflicts in advice.

Hilton Wealth: hiltonwealth.com

• Request a complimentary copy of Mark Miller’s book: Hilton Wealth – How to Invest Like an American Dynasty

Website: moneytalkwitht.com

Social Media: @moneytalkwitht on all platforms

New episodes every Thursday!

Can’t wait? Listen to previous episodes and dive deeper at moneytalkwitht.com