Episode 029: How One Bad Decision Cost Me $2 Million (Don’t Do This)

04/28/25 • 12 min

In the fast-paced world of real estate investing, a single wrong decision can cost you a million. In this episode Tiffany shares the costly mistake she made early in her real estate career that led to a $2 million loss. She discusses how relying on a single exit strategy impacted her profits, and how diversifying her strategies transformed her business.

You’ll Learn How To:

Diversify exit strategies to maximize profit
Evaluate deals more effectively for long-term success
Leverage multiple strategies to reduce waste and increase ROI
Use the Exit Strategy Leverage Ladder to scale your business
Audit your deals to unlock hidden revenue potential

What You’ll Learn in This Episode:

(01:06) Tiffany introduces the $2 million mistake in her real estate career.
(02:06) The mistake of shifting to wholesaling without considering other options.
(03:18) The $2 million lost by relying on a single exit strategy.
(04:36) The Exit Strategy Leverage Ladder framework.
(06:13) Using the "architect model" for better deal profitability.
(09:48) Audit past deals for missed opportunities.
(10:15) Advice on mastering acquisitions and adding strategies.
(11:32) How diversifying strategies helped increase business profitability.

Who This Episode is For:

Real estate investors
Entrepreneurs
Anyone looking to optimize their investment strategies

Why You Should Listen:
If you’re an investor looking to scale your business and avoid costly mistakes, Tiffany's story offers valuable lessons on the importance of strategic flexibility and maximizing every lead. Don’t miss out on learning how to avoid limiting yourself to one exit strategy and how to optimize your business for higher profits.

Follow Tiffany and Josh here:

Tiffany Instagram: @tiffanyhighfficial
Josh Instagram: @joshhighofficial
Website: https://resultsdrivenrei.com/home/

Get Tiffany’s free resource: www.rdebook.com

“26 Costly Mistakes I Made While Building My Seven-Figure Real Estate Business”

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You’ll Learn How To:

Diversify exit strategies to maximize profit
Evaluate deals more effectively for long-term success
Leverage multiple strategies to reduce waste and increase ROI
Use the Exit Strategy Leverage Ladder to scale your business
Audit your deals to unlock hidden revenue potential

What You’ll Learn in This Episode:

(01:06) Tiffany introduces the $2 million mistake in her real estate career.
(02:06) The mistake of shifting to wholesaling without considering other options.
(03:18) The $2 million lost by relying on a single exit strategy.
(04:36) The Exit Strategy Leverage Ladder framework.
(06:13) Using the "architect model" for better deal profitability.
(09:48) Audit past deals for missed opportunities.
(10:15) Advice on mastering acquisitions and adding strategies.
(11:32) How diversifying strategies helped increase business profitability.

Who This Episode is For:

Real estate investors
Entrepreneurs
Anyone looking to optimize their investment strategies

Follow Tiffany and Josh here:

Tiffany Instagram: @tiffanyhighfficial
Josh Instagram: @joshhighofficial
Website: https://resultsdrivenrei.com/home/

Get Tiffany’s free resource: www.rdebook.com

“26 Costly Mistakes I Made While Building My Seven-Figure Real Estate Business”

Previous Episode

Episode 028: You’re Not Stuck...You’re Just Thinking Small - The 7 Beliefs Killing Your Business - Part 2

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Do you feel like your business isn’t growing despite all your hard work? I’m Tiffany High, and in this episode, I’m diving deep into the beliefs that are holding your business back. In part two of my series, I’ll show you how shifting your mindset can lead to real business growth. It’s time to let go of the beliefs that are limiting your success and start thinking like a true business owner. Let's break through the barriers and scale your business.

You’ll Learn How To:

Transform your mindset from freelancer to business owner.
Break free from the belief that “only I can do it right.”
Build scalable systems for business growth.
Delegate effectively and trust your team.
Overcome the fear of investing in marketing for growth.

What You’ll Learn in This Episode:

(01:34) Tiffany discusses the key beliefs that hold you back.
(02:16) Leadership as a skill you can develop to scale
(03:04) Belief #5: "I can’t trust anyone to do it like me"
(06:00) Why systems, not perfection, fuel business growth
(08:10) Belief #6: Why “marketing is risky” a belief you need to let go of
(11:00) Marketing as a growth engine, not an expense
(12:20) The hidden costs of sticking to free hustle strategies
(12:55) Moving past the belief that "I'll fix it when I'm less busy" (Belief #7)
(15:10) Why your future business depends on shifting your mindset now
(17:30) The final belief shift: Start building systems today, not tomorrow

Who This Episode is For:

Entrepreneurs who feel overwhelmed by their workload.
Real estate investors looking to scale their business.
Business owners struggle with trust and delegation.

Why You Should Listen:
If you’ve been feeling stuck in your business, this episode offers the mindset shifts and practical tools you need to break free. Tiffany shares how you can scale your business by letting go of limiting beliefs and focusing on systems and delegation.

Follow Tiffany and Josh here:

Tiffany Instagram: @tiffanyhighfficial
Josh Instagram: @joshhighofficial
Website: https://resultsdrivenrei.com/home/

Get Tiffany’s free resource: www.rdebook.com

“26 Costly Mistakes I Made While Building My Seven-Figure Real Estate Business”

Next Episode

Episode 030: The Hiring Mistakes That Are Secretly Destroying Your Business - Marcello and Alex

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Are hiring mistakes silently killing your business? In this episode, Marcello and Alex share key insights into the hiring mistakes that can derail your growth. They discuss real-world strategies on building a winning team and how to handle common hiring challenges. Learn how these mistakes are not only affecting your productivity but also hindering your business’s scalability.

You’ll learn how to:

Avoid the number one hiring mistake hurting your business
Scale effectively by delegating tasks and responsibilities
Maximize team performance through proper training and leadership
Identify the right title company for your real estate business
Ensure consistent growth by aligning your business with strong partners

What You’ll Learn in This Episode:

(02:21) Hiring mistakes can silently harm your business growth.
(03:06) Wholesaling became the focus after shifting from flipping.
(04:15) Implementing the 3-step sales process for better leads.
(06:04) Importance of defining roles and responsibilities within teams.
(10:20) Developing leadership in employees for business self-sufficiency.
(11:55) The significance of hiring people with problem-solving skills.
(13:32) Title company relationships are crucial for real estate deals.
(14:40) How to ensure your title company works efficiently for you.
(18:56) The benefits of maintaining control over title company choices.
(21:04) Why hiring friends and family requires clear expectations.
(25:12) Importance of effective communication in business partnerships.
(29:08) Leadership growth and developing a long-term business vision.
(30:15) Key takeaways on building an effective team for business growth

Who this episode is for:

Real estate entrepreneurs
Business owners
Those aiming to improve their hiring processes
Entrepreneurs just starting out

Why You Should Listen:

If you want to avoid common hiring pitfalls that slow down your growth, learn how to effectively manage a growing team, and discover how strategic partnerships can accelerate your business, this episode is a must-listen.

Follow Tiffany and Josh here: