Skip to content
Money Talk With Tiff
  • BlogExpand
    • BankingExpand
      • Checking
      • Credit Cards
      • Credit Score
      • Savings
    • CareerExpand
      • Employee Benefits
      • Income Taxes
      • Making Money
      • Personal Development
    • Financial PlanningExpand
      • Budgeting
      • College Savings
      • Get Help
      • Paying Off Debt
      • Teaching Kids
    • InsuranceExpand
      • Auto Insurance
      • Health Insurance
      • Homeowners Insurance
      • Life Insurance
      • Pet Insurance
    • InvestingExpand
      • Estate Planning
      • Investment Taxes
      • Retirement Planning
      • Stocks and Bonds
    • LoansExpand
      • Auto Loans
      • Personal Loans
      • Student Loans
    • Real EstateExpand
      • Home Affordability
      • Homeownership
      • Investing in Real Estate
      • Property Taxes
      • Selling Your Home
    • Small BusinessExpand
      • Growing Your Business
      • Running Your Business
      • Small Business Taxes
      • Starting a Business
    • Tech Reviews
    • Travel
  • Podcast
  • About UsExpand
    • Press/Media
  • Work With UsExpand
    • Ask Tiffany
    • IndividualsExpand
      • Courses and Downloads
      • Financial Counseling
      • Business Consulting
      • Black Business Book Club
    • CorporationsExpand
      • Speaking Inquiries
      • Media Kit
  • Resources
  • Contact
  • Login
Facebook Twitter Instagram YouTube
Money Talk With Tiff

How Chrissy Grigoropoulos Transformed from Self-Doubt to a Real Estate Mogul | Ep. 332

ByTiffany Grant, MBA, AFC, SHRM-CP Hours August 29, 2024June 4, 2025 Comments Reading Time: 5 minutes
Podcast Show Notes Investing in Real Estate

In This Article

  • Overcoming Self-Doubt to Achieve Financial Freedom
    • Facing Self-Doubt and Pushing Through
      • How Did Chrissy Overcome Her Self-Doubt?
      • Tips for Overcoming Self-Doubt
    • The Power of Financial Literacy
      • Getting Started with Financial Literacy
    • Real Estate: A Pathway to Wealth
      • Getting Started in Real Estate
    • Flipping Houses versus Long-Term Rentals
      • Flipping Houses
      • Long-Term Rentals
    • Balancing Multiple Ventures
      • Tips for Balancing Multiple Ventures
  • FAQs About Chrissy’s Journey and Real Estate Investment
    • How did Chrissy Grigoropoulos get started in real estate?
    • What is the main focus of Chrissy's book, “Lady Shark”?
    • Which is better: flipping houses or long-term rentals?
    • What are some common pitfalls to avoid in real estate investment?
    • How can one balance multiple business ventures effectively?
    • The Final Word: Be Your Own Lady Shark

Overcoming Self-Doubt to Achieve Financial Freedom

In a world where financial literacy and personal growth often seem out of reach, Chrissy Grigoropoulos stands as a beacon of hope and inspiration. As she discussed in the “Money Talk With Tiff” podcast, hosted by Tiffany Grant, Chrissy shared her incredible journey from battling self-doubt to becoming a self-made millionaire and real estate mogul. This blog post delves deeper into the advice Chrissy offers for overcoming self-doubt, achieving financial freedom, and making the most out of real estate investments.

Facing Self-Doubt and Pushing Through

One of the core themes Chrissy touches upon is the omnipresence of self-doubt when embarking on any new journey. Whether it’s starting a new business, changing careers, or investing in real estate, feeling uncomfortable is natural. Chrissy emphasizes the importance of persevering through these doubts.

How Did Chrissy Overcome Her Self-Doubt?

Chrissy’s advice is rooted in resilience. She says, “You got to believe in yourself first.” For her, this meant pushing through the rigorous demands of law school and earning her certification as a real estate corporate broker. She explains that the key is to embrace the discomfort and push forward regardless. Her mantra, “Why not you?”, encourages everyone to question their limitations and recognize their potential.

Tips for Overcoming Self-Doubt

  1. Set Realistic Goals: Start small and gradually increase your objectives.
  2. Positive Affirmations: Encourage yourself with positive self-talk.
  3. Seek Mentorship: Surround yourself with people who believe in your goals.
  4. Practice Visualization: Imagine yourself achieving your objectives.
  5. Maintain a Growth Mindset: Understand that failures are part of the learning process.

The Power of Financial Literacy

Chrissy stresses the transformative power of financial literacy, sharing that her journey towards financial independence started with understanding credit—a lesson imparted by her parents. They taught her the importance of managing credit effectively, a lesson crucial for anyone aiming to achieve financial stability.

Getting Started with Financial Literacy

  1. Understand Credit: Learn how credit scores work and how to improve them.
  2. Budgeting Basics: Know where your money is going by maintaining a monthly budget.
  3. Debt Management: Learn strategies to manage and pay off debt.
  4. Investment Education: Understand different types of investments and their risks.
  5. Continuous Learning: Stay updated with financial news and trends.

Chrissy's book, “Lady Shark: How to Become a Millionaire in Your Thirties,” serves as a comprehensive guide for anyone looking to enhance their financial literacy. The title may target young women, but the principles and advice resonate universally.

Real Estate: A Pathway to Wealth

Chrissy’s foray into real estate was significantly influenced by her father, who was a construction worker and later ventured into property management and real estate investment. Her experience underscores that real estate can be a powerful vehicle for building wealth.

Getting Started in Real Estate

  1. Education: Learn the basics of real estate markets.
  2. Networking: Connect with professionals in the field for insights and opportunities.
  3. Start Small: Begin with smaller properties or consider partnering with others.
  4. Understand Financing: Learn about different financing options and what might work best for you.
  5. Commit to Long-Term Goals: Real estate investments often require patience and long-term planning.

Flipping Houses versus Long-Term Rentals

Chrissy distinguishes between two primary strategies in real estate investment—flipping houses and maintaining long-term rentals. Both have their unique advantages and challenges.

Flipping Houses

Flipping houses involves buying properties at a lower cost, renovating them, and selling them at a profit. This strategy offers quick returns but also comes with higher risks and requires significant upfront capital.

Key Considerations:

  1. Acquisition Cost: Buy at a price that allows for renovation and a profitable resale.
  2. Renovation Budget: Be meticulous about budgeting for repairs and upgrades.
  3. Market Timing: Sell when the market conditions are favorable to maximize profits.
  4. Local Market Knowledge: Understand the nuances of the local real estate market.

Long-Term Rentals

Long-term rentals involve buying properties to rent them out to tenants, providing a steady income stream. This strategy requires less frequent hands-on work but involves consistent management and maintenance.

Key Considerations:

  1. Location: Choose properties in desirable areas with high rental demand.
  2. Property Management: Decide whether to manage the property yourself or hire a management company.
  3. Tenant Screening: Implement a rigorous tenant screening process to ensure reliable renters.
  4. Long-Term Planning: Plan for property appreciation and long-term market trends.

Balancing Multiple Ventures

Chrissy has successfully balanced her legal practice with her real estate investments. She refers to her ventures as her “baby businesses,” highlighting the emotional and financial investment she puts into each.

Tips for Balancing Multiple Ventures

  1. Time Management: Use tools and strategies to efficiently allocate your time.
  2. Delegate Tasks: Hire skilled professionals or use services to handle various aspects of your business.
  3. Prioritize Goals: Focus on which venture needs your immediate attention.
  4. Continuous Learning: Stay updated with both legal and real estate trends to keep both businesses thriving.

FAQs About Chrissy’s Journey and Real Estate Investment

How did Chrissy Grigoropoulos get started in real estate?

Chrissy was influenced by her father's work in construction and property management. She began with fixing and flipping houses and later expanded into long-term rentals.

What is the main focus of Chrissy's book, “Lady Shark”?

The book provides a roadmap for gaining financial independence and overcoming self-doubt, offering practical advice for both young and older adults.

Which is better: flipping houses or long-term rentals?

Both have their pros and cons. Flipping offers quicker returns but higher risks, whereas long-term rentals provide steady income and long-term appreciation.

What are some common pitfalls to avoid in real estate investment?

Avoid over-leveraging, neglecting property maintenance, and failing to thoroughly vet tenants for rental properties.

How can one balance multiple business ventures effectively?

Efficient time management, delegation, and focusing on immediate priorities are key.

The Final Word: Be Your Own Lady Shark

Chrissy Grigoropoulos' journey from overcoming self-doubt to becoming a successful lawyer and real estate mogul is truly inspiring. Her story tells us that resilience, financial literacy, and strategic investment are crucial for achieving financial freedom. Whether you are looking to start your own business, delve into real estate, or simply improve your financial literacy, Chrissy’s insights serve as a valuable guide.

To dive deeper into her strategies and learn how you can become a “Lady Shark,” check out her book and follow her insights on Instagram. Remember, the journey to financial freedom starts with believing in yourself and taking that first step. So, why not you?

Avatar of Tiffany Grant, MBA, AFC, SHRM-CP
Tiffany Grant, MBA, AFC, SHRM-CP

Financial Wellness Evangelist

Tiffany Grant is an Accredited Financial Counselor and award-winning personal finance blogger, podcaster, coach, and educator. She has been featured on Yahoo Finance, CNBC, Essence, and Acorns as an expert on side hustles, business, and money. Tiffany has helped many people become more in tune with their money by providing financial education in a down-to-earth and relatable format!

Facebook X Instagram YouTube Linkedin Pinterest Goodreads

Post navigation

Previous Previous
What Small Businesses Need to Know About Contracts and How to Manage Them
NextContinue
Life Updates: Why I Quit My PhD, Moved to Jamaica, and Traveled to Africa | Ep. 333

Recent Posts

  • Guest Post Three Things To Know Before Hiring An Accountant
    When to Hire an Accountant or Need an Accountant: A Practical Guide for Business OwnersJuly 1, 2025
  • Small Business Tax Tips: Insights from Aimee LaLiberte
    Small Business Tax Tips: Insights from Aimee LaLiberte | Ep. 65July 1, 2025
  • Rebuilding Your Life and Finances After a Late Life Divorce Ep. 382
    Rebuilding Your Life (and Finances) After a Late-Life Divorce | Ep. 382June 26, 2025
  • Whole vs Term The Life Insurance Lowdown You Really Need Ep. 381
    Whole vs Term: The Life Insurance Lowdown You Really Need | Ep. 381June 19, 2025
  • The Black Dollar Ancestral Trauma and Systemic Racism Ep. 41
    The Black Dollar: Ancestral Trauma and Systemic Racism | Ep. 41June 13, 2025

Teaching and inspiring financial freedom

This site provides information, not financial advice. Always consult a professional advisor for financial guidance. No client relationship is formed without a mutual written agreement with Money Talk With Tiff. Links to other sites are provided as a service, and we don't guarantee their content. Client success stories on our site are examples, and outcomes vary. Results aren't guaranteed.

Visit Our Terms of Service
  • Banking
    • Checking
    • Credit Cards
    • Credit Score
    • Savings
  • Career
    • Employee Benefits
    • Income Taxes
    • Making Money
    • Personal Development
  • Financial Planning
    • Budgeting
    • College Savings
    • Get Help
    • Paying Off Debt
    • Teaching Kids
  • Insurance
    • Auto Insurance
    • Health Insurance
    • Homeowners Insurance
    • Life Insurance
    • Pet Insurance
  • Investing
    • Estate Planning
    • Investment Taxes
    • Retirement Planning
    • Stocks and Bonds
  • Loans
    • Auto Loans
    • Personal Loans
    • Student Loans
  • Real Estate
    • Home Affordability
    • Homeownership
    • Investing in Real Estate
    • Property Taxes
    • Selling Your Home
  • Small Business
    • Growing Your Business
    • Running Your Business
    • Small Business Taxes
    • Starting a Business
  • Tech Reviews
  • Travel

© 2025 Money Talk With Tiff

  • Privacy Policy
  • Terms of Service
Apple Podcasts Facebook Twitter Instagram TikTok Linkedin YouTube Pinterest IMDB Threads Google Reviews
  • About Tiffany Grant
  • Podcast
  • Blog
    • Banking
    • Career
    • Financial Planning
    • Insurance
    • Investing
    • Loans
    • Real Estate
    • Small Business
    • Tech Reviews
    • Travel
  • Press/Media
  • Work With Me
    • Individuals
    • Speaking
  • Ask Tiffany
  • Resources
  • Contact
Search