In this eye-opening episode, we sit down with Austin Dean, CEO and founder of Waystone Advisors, who breaks the mold of traditional financial advising. Unlike most advisors who push you away from real estate, Austin has built his entire practice around helping high-income professionals—especially doctors—leverage real estate to achieve financial independence years or even decades earlier than conventional wisdom suggests.
The Financial Advisor Misconception That’s Costing Doctors Millions
Most physicians have a fundamental misunderstanding about what a financial advisor should actually do. You might think they’re just there to pick stocks and manage your 401(k), but that’s barely scratching the surface of what’s possible.
Austin explains: “The average person thinks a financial advisor is somebody who goes and buys and sells and trades their stocks in the stock market. And oftentimes don’t think about them as being a much larger piece of their financial plan.”
A truly effective financial advisor should be:
- The hub of your entire financial ecosystem – coordinating with your CPA, mortgage broker, and other team members
- Goal-oriented strategist – helping you identify and align your investments with your specific objectives
- Multi-asset expert – understanding not just stocks and bonds, but real estate, alternative investments, and tax strategies
- Your financial quarterback – making sure all your financial decisions work together toward financial independence
The bottom line? If your advisor only talks about traditional investments and discourages real estate, you’re working with the wrong person.
Why Most Financial Advisors Are Anti-Real Estate (And It’s Not What You Think)
Here’s the uncomfortable truth: most financial advisors discourage real estate investing for physicians because it directly impacts their bottom line.
Austin reveals the industry’s dirty secret: “There’s a financial incentive to not do that. Cause that could take away money from money that you’re managing in the market or doing other things with.”
Think about it logically:
- Fee-based advisors typically charge 1-2% of assets under management
- Every dollar you invest in real estate is a dollar they can’t charge fees on
- Insurance-company advisors are incentivized to sell their company’s products
- Wire house advisors (Merrill Lynch, etc.) push proprietary investments
This creates a massive conflict of interest that’s keeping you from building wealth through real estate—one of the most proven paths to financial freedom for doctors.
The Ultra-Wealthy Secret That Changes Everything
Want to know how the ultra-wealthy really invest? The statistics are shocking:
- Average investors: 95% traditional investments, 5% alternatives
- Ultra-high net worth individuals: 50% traditional investments, 50% alternatives
Real estate makes up a significant portion of that 50% alternative allocation for the wealthy. Yet most physicians are stuck in the “average investor” category because their advisors won’t help them access these opportunities.
Austin’s approach mirrors what the ultra-wealthy do: “The most wealthy did things like they built businesses, they bought businesses, they acquired real estate, they became the bank, they put their own money into assets that are more flexible.”
The Three Pillars of Wealth-Building That Most Doctors Miss
Austin’s philosophy centers on three key principles that traditional advisors ignore:
1. Flexibility
Your money shouldn’t be locked away until age 65. You need access to capital now to take advantage of opportunities and live life on your terms.
2. Control
Instead of hoping the stock market performs, invest in assets where you have more influence over the outcome—like rental properties.
3. Leverageability
Austin asks: “How many things can I get $1 to be doing for me? Is it doing more than one thing?” Real estate provides cash flow, appreciation, and tax benefits simultaneously.
How to Identify a Real Estate-Friendly Financial Advisor
Not all advisors are created equal. Here’s how to find one who will actually help you build wealth through real estate investing for physicians:
Red Flags to Avoid:
- Works for large insurance companies (Northwestern Mutual, New York Life, etc.)
- Employed by wire houses (Merrill Lynch, Morgan Stanley)
- Only discusses traditional investments
- Discourages or dismisses real estate without explanation
Green Flags to Look For:
- Independent registered investment advisor (RIA) status
- Fiduciary responsibility (legally required to act in your best interest)
- Experience with real estate and alternative investments
- Fee transparency with multiple compensation models
- Team approach rather than one-person show
Questions to Ask:
- “Are you a fiduciary?”
- “What’s your experience with real estate investing?”
- “How are you compensated?”
- “What percentage of your clients invest in real estate?”
- “Can you coordinate with my CPA and other team members?”
The 5-Year Financial Freedom Blueprint
Austin’s clients regularly achieve financial independence in 5-10 years instead of 30-40. Here’s how he approaches accelerated wealth building:
Step 1: Audit Your Current Strategy
- Review all existing investments and insurance policies
- Identify money locked up in low-performing assets
- Calculate your true path to financial independence with current approach
Step 2: Optimize Your Foundation
- Ensure proper asset protection and insurance coverage
- Maximize tax-advantaged opportunities (sometimes this means unconventional strategies)
- Create liquid investment capital for opportunities
Step 3: Strategic Real Estate Investment
- Start with cash-flowing properties that pay you monthly
- Use leverage responsibly to amplify returns
- Diversify across different real estate strategies (rentals, syndications, etc.)
Step 4: Alternative Investment Integration
- Private lending for higher cash flow
- Oil and gas for tax benefits and diversification
- Business investments for active income
Step 5: Continuous Optimization
- Regular reviews and adjustments
- Scale successful strategies
- Maintain flexibility for new opportunities
The Whole Life Insurance Strategy That’s Changing the Game
Here’s where Austin’s approach gets really interesting. While most physicians have been told to avoid whole life insurance, Austin personally uses it as a wealth-building tool—and here’s why it works:
“I fund actually several life insurance policies on me and my wife every year. We have lines of credit that are backed by those life insurance that I access that money tax free whenever I want to. And I’ve used that as one of my primary tools for funding real estate.”
The key benefits:
- Tax-free access to cash value through policy loans
- No credit checks or approval processes for accessing your own money
- Continued growth even when borrowing against the policy
- Flexible funding source for real estate deals and other investments
Important caveat: This strategy requires expert design and isn’t appropriate for everyone. The policy must be structured correctly to maximize cash value and minimize costs.
Breaking Free from the Traditional Retirement Trap
Austin’s personal story is particularly powerful. As a young financial advisor, he realized: “I don’t want to be locking all my money up until I’m 60, 65. There’s got to be a different, better way to be able to be financially flexible, financially independent earlier.”
This realization led him to study what the ultra-wealthy actually do—and the results spoke for themselves. By thinking differently about money and investments, he was able to build multiple income streams and achieve financial flexibility decades ahead of the traditional timeline.
The mindset shift that changes everything: Wealth isn’t just about having money—it’s about having the freedom to design your life the way you want it to be. This includes freedom of time, relationships, and purpose.
The Bottom Line: Your Financial Freedom Is in Your Hands
Financial freedom for doctors isn’t just a dream—it’s an achievable goal when you have the right strategy and the right team. The key is finding advisors who understand that your wealth-building journey should be about more than just traditional investments.
As Austin puts it: “The mindset that separates somebody from being wealthy is someone who I think is willing to be wrong really quickly… sometimes the fastest way to be right is to admit that you were wrong.”
Are you ready to admit that the traditional path might be wrong for you? Are you willing to explore strategies that the ultra-wealthy use to build and preserve wealth?
Your financial freedom is waiting—but only if you’re willing to think differently about how to achieve it.
Ready to work with a financial advisor who actually understands real estate? Visit waystoneadvisors.com to schedule your complimentary consultation and discover how real estate investing can accelerate your path to financial independence.





