Unlocking the Power of Self-Directed Retirement Accounts: How to Use Old Retirement Accounts to Invest in Real Estate
Dr. Vivien Fongue
Feb 26
Many employer-sponsored retirement plans don’t offer as much flexibility as many professionals like. Traditional 401(k) plans typically administered by large financial institutions such as Fidelity, Vanguard, or Charles Schwab often limit participants to a preset menu of mutual funds invested mainly in stocks and bonds. While these options suit some investors, others want broader diversification and more control over how their retirement savings are deployed. If you’ve ever wished for more investment freedom, there are alternatives worth exploring.
Benefits of Self-Directed Retirement Account?
A self-directed retirement account provides significantly greater flexibility compared to a standard 401(k). Instead of being confined to a small list of mutual funds, investors can allocate funds into a wider range of asset classes. These may include real estate, precious metals, private lending, private equity, and passive real estate syndications.
This expanded investment universe can create opportunities for enhanced diversification especially for those who want exposure beyond public markets.
If you are currently employed and actively contributing to your company’s 401(k), you typically cannot transfer those funds into another retirement structure. Most employer plans restrict rollovers while you remain employed.
That said, once you separate from your employer, your options expand considerably. You can roll over your 401(k) into a traditional IRA, and from there establish a self-directed IRA. This structure allows you to take a more hands-on approach to shaping your retirement strategy.
If you have been doing back door Roth IRA contributions, this is even more powerful when we look at source of funding for alternative investments. For those with a side gig and who have been contributing to a SEP IRA, you also have access to the same opportunity to rollover your funds in a self-directed IRA.
Many individuals also have retirement accounts from former employers that remain inactive. Rather than leaving those funds parked in limited investment menus, rolling them into a self-directed IRA can provide an opportunity to realign your retirement savings with a broader, more customized investment strategy.
Transition From 401(k) to Self-Directed IRA
When you separate from an employer, one of the options available to you is rolling your existing 401(k) into a traditional IRA. This step can be the gateway to greater investment flexibility. Once the funds are in a traditional IRA, you can establish a self-directed IRA, giving you access to a much broader range of investment opportunities.
With a self-directed structure, you are no longer limited to mutual funds or publicly traded securities. Instead, you can allocate capital to alternative assets such as real estate syndications, where investors earn passive income through professionally managed properties. This approach allows you to benefit from experienced operators handling acquisitions, management, and strategy—while your retirement funds work in the background.
Personally we have worked with Udirect, they specialize in self-directed IRA accounts. I was able to roll over my IRA and Roth IRA into a self-directed IRA accounts for various syndication.
Options for Entrepreneur and Independent professionals
Self-directed retirement accounts can provide a meaningful opportunity to expand your investment strategy beyond traditional stocks and bonds. By opening the door to alternative assets, they allow you to diversify more intentionally, exercise greater control over your capital, and align your retirement funds with a broader financial vision.
Whether you are considering rolling over funds from a former employer’s 401(k) or you are self-employed and exploring more flexible retirement plan options, there are solutions available that go well beyond the standard, pre-selected investment menus found in many conventional plans.
If you’re ready to explore establishing a self-directed IRA, you can use my referral link Access Referral Link Here.
This simple transition can position your retirement savings for access to a wider range of investment opportunities.
The Bottom Line
For some of you who are self-employed or operate a small business, your retirement planning flexibility can be even greater. Business owners with no full-time employees other than possibly a spouse may qualify to open a Solo 401(k), sometimes referred to as an individual 401(k).One of the biggest benefits of a Solo 401(k) is the higher contribution potential. Because you can contribute both as the employee and the employer, the allowable annual contributions are significantly higher than those of many traditional retirement accounts. For 2026, total contributions can reach up to $72,000, or $83,250 for individuals age 50 and older who qualify for catch-up contributions. (Contribution limits are subject to IRS guidelines and may change.)
Beyond higher contribution limits, a Solo 401(k) can also be structured to allow self-direction. This means you’re not restricted to standard brokerage investment menus. With the proper setup, you may be able to invest in alternative assets including real estate syndications, private companies, promissory notes, and other non-traditional opportunities.
For entrepreneurs seeking both control and flexibility, a properly structured self-directed Solo 401(k) can combine higher contribution limits with a broader range of investment possibilities.
Legal Disclaimer
Bold Tribe Capital and its owners, presenters, and employees do not provide personal, financial, tax, legal, or investment advice and specifically disclaim any liability, loss, or risk incurred as a consequence, directly or indirectly, from the use of any information contained in this communication. Bold Tribe Capital, its website, blog content, emails, presentations, and any associated materials do not provide legal, accounting, securities, investment, tax, or other professional services advice and are not intended as a substitute for consultation with licensed professionals. If expert assistance is required, the services of competent, licensed, and certified professionals should be sought. Bold Tribe Capital does not endorse any specific investments, strategies, advisors, or financial service firms.
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Frequently Asked Questions
What exactly does Bold Tribe Capital do?
We started as a small group of physicians investing together. Our ability to find superior investment opportunities has allowed our network to grow substantially. Bold Tribe Capital simply formalizes our process and network.
I spent most of my time doing research – researching investment opportunities. My goal is to find the best teams, with the best properties in the best geographic locations. By best teams I mean those with the ability to formulate and execute a business plan with superior returns for their investors. I’m looking for those with a significant collective experience and consistent track record of solid financial performance.
By best properties, I mean strong performing properties with substantial upside. We look for properties that can likely double our money in 2 to 5 years. The best locations will have significant population size and growth. I also look for high job growth and diversity. I like to see high median, household income and high median home price. High income tenants can pay high rents.
When you can check all three boxes, great team-great property-great location, you probably have found a home run opportunity. Keep in mind that these are investments, so there are risks and they don’t all perform as expected. Nevertheless, if they are carefully vetted most of them will perform well.
How is working with Bold Tribe different?
We do the research so you don’t have to. We strive to check all the boxes: a great property, in a great location, with a great team. We are not limited to our own team and resources. We seek out the best teams, with the best properties in the best areas, with the best returns across the United States. At Bold Tribe Capital we invest alongside our partners. With our own money invested alongside yours, we make sure that every deal is fully researched to ensure maximum returns and minimum risk. We work hard to try and find the very best investment opportunities, but investors should also do their own due diligence.
What is an accredited investor?
The Securities and Exchange Commission (SEC) defines an accredited investor as either an individual with gross income exceeding $200,000 in each of the two most recent years or joint income with a spouse exceeding $300,000 for those years and a reasonable expectation of the same income level in the current year.
OR
An individual with with a net worth greater than 1 million excluding their primary residence.
If an offering is classified as a 506C by the SEC only accredited investors are able to invest.
For a 506C investment, you will be required to prove your Accredited Investor status. There are companies that do this for a fee. I recommend asking your CPA for a letter confirming your accredited investor status.
Do I need to be an accredited investor to work with Bold Tribe?
Some of Boldtribe’s deals are classified as 506(c), which require accredited investor status to participate. However, we also offer 506(b) deals, giving non-accredited investors a chance to get involved. These opportunities are not posted on our website or promoted publicly, so to access them, you’ll need to be on our 506(b) investor list.
If you’re interested, schedule a call via https://boldtribecapital.com/contact to join our investor list and stay informed about 506(b) opportunities. Timberview serves investors of all experience levels, so don’t let beginner status keep you from getting started!
How do I replace my active income with passive income?
There are a lot of ways to do this. My preference is to keep a steady flow of new investments coming into my portfolio as my previous investments go full cycle and are sold. Many of these investments are doubling my money (or more) over 1 to 5 years. This creates exponential growth and a steady flow of capital so I don’t miss new great investment opportunities. Obviously it takes a few years to reach the point that you have a steady flow of assets being sold. The longer you sit on your hands and wait, the longer it will take. I recommend that you spread your capital over several investments when possible. Be careful to choose investments that perform well by carefully vetting the team, the property and the geographic location. If you can check all 3 of these boxes, it will probably be a home run. If you don’t have the ability, time or experience to carefully vet the deals, invest along side of people who do. That’s part of the reason I formed Timberview Capital.
The year I founded Timberview Capital, I lost 3 fantastic investment opportunities because we didn’t raise enough capital to close the deals. As Rod Khleif says – multifamily is a team sport. You don’t have to be great at everything. The larger the network, the better chance we will have the capital to close deals AND the better our deal flow – it’s all about the collective experience, capital and ability that creates success for the entire network.
Individuals score points, but teams win games.
-Zig Zeigler
How do I know that I can trust the General Partner team to have my back?
BoldTribe invests with real estate teams whose compensation is proportional to the property performance. Therefore, these teams are extremely motivated to do everything in their power to make sure their investors have strong returns because the investors (that’s you) get paid first.
Many of the syndication investments are set up with a preferred return. For example, if you are investing into a syndication as a limited partner, and they have an 8% preferred return, the Profits that are taken out of the investment made from the property go to the limited partners. The private placement memorandum will define exactly how the money flows. In the above example, 8% per year will go to the limited partners before the general partners get any of the profit. Generally, after paying the preferred return to the limited partners, the profits will be split between the general partners who bring the deal and do all the work and the limited partners who put up the money. How the money is split will be detailed in the private placement memorandum document.
“When investing, always be certain that everyone’s interest is aligned with yours and then make sure they have skin in the game.”
-NYT best-selling author, David Osborn
“Real estate…is about the safest investment in the world.”
-Franklin D. Roosevelt
Why is multifamily better than the stock market?
Unlike the stock market where you have no control over the growth of your investment, with multifamily we can force appreciation by upgrading the property/units and raising rents. Timberview joins teams that do the work and are compensated with a portion of the profits. Increasing rent will increase net operating income resulting in a directly proportional increase in property value.
Multifamily is not valued by comparables like single family homes but rather by a multiple of net operating income. It’s simple math; the net operating income divided by the cap rate gives you the property value. Therefore, we increase the value of the property by lowering expenses and increasing rent/income. For example, if we remodel and raise rents $300 on a 150-unit property the increased property value would be roughly $300 x 12 months x 150 units divided by the cap rate (5% for this example) = $10.8 million (less vacancy).
Paper assets like stocks do not grow wealth like cash flowing real assets such as apartments. According to Robert Kiyosaki, stocks and other paper assets are where the poor and middle class invest whereas the wealthy invest in cash-flowing real estate.
“Ninety percent of all millionaires become so through owning real estate.”
-Andrew Carnegie
My financial advisor has my portfolio of stocks diversified. He has even included some REITs. Do I really need real estate investments?
A diversified stock portfolio is not diversified at all – it’s all the same asset class. If the stock market crashes, it’s all going down. To truly diversify one needs to invest in various asset classes, such as real estate. Not a REIT, but rather real real estate that has an address. Real real estate is a much more stable asset class. It is much less volatile than the stock market. It also allows for much better wealth growth over time because of control and significant tax advantages.
Are there tax advantages to commercial real estate investing?
Commercial real estate kicks off significant depreciation to offset taxes. Dr. Cobb became serious about real estate investing in 2019 and has not paid significant taxes since, due to depreciation.
Through the use of cost segregation, commercial real estate can result in bonus depreciation of approximately 30-90% of your investment amount in the year of purchase. President Trump brought back 100% bonus depreciation in 2025. Many people believe this will stimulate the economy and the real estate market.
What is a 1031 exchange and how does it work?
A 1031 exchange allows investors to defer paying capital gains taxes when selling an investment property by reinvesting the proceeds into a new property of equal or greater value. This deferral can continue through multiple exchanges, allowing for the potential growth of wealth without immediate tax consequences.
Can I use a 1031 exchange for any type of property?
No, a 1031 exchange can only be used for “like-kind” properties, which generally means real estate for real estate. However, the properties don’t need to be identical—they just need to be used for investment or business purposes.
Why aren’t preferred returns always paid?
A preferred return means investors receive 100% of the available cash flow until their stated return is met (for example, 8%). This gives investors priority over the sponsor when distributions are made.
However, preferred returns depend on the actual performance of the investment. If a property or project doesn’t generate enough cash flow in a given period, payments may be delayed. This doesn’t mean the preferred return is lost—it accrues and is paid out once there is sufficient cash flow. The preferred return is designed to prioritize investors, but it is not a guaranteed payment on a fixed schedule.
How can commercial real estate investments be structured for maximum tax efficiency?
One of the major advantages of investing in commercial real estate properties is the ability to take advantage of various tax benefits. For example, commercial real estate investors can deduct a range of expenses related to their property, including mortgage interest, property taxes, insurance, repairs, and maintenance.
In addition, commercial real estate investors can also take advantage of cost segregation, a tax planning strategy that allows them to accelerate depreciation and reduce their taxable income. Cost segregation involves separating a property’s assets into different categories based on their useful life and applying accelerated depreciation to the shorter-lived assets. This can result in significant tax savings for commercial real estate investors.
What factor does rent growth play in multifamily investments?
Rent growth is the primary fuel for adding value to the property. An investment’s returns can be maximized by choosing locations that feature substantial population and job growth.
What are some of the other advantages of commercial real estate investing?
Appreciation of commercial real estate property can be dramatic in times with significant inflation. While cash and cash equivalent investments are being depleted by inflation, the commercial real estate investor is experiencing significant growth.
Leverage can be an extreme multiplier for the real estate investor. For example, if you buy a 10-million-dollar apartment complex for 3 or 4 million down and finance the other 60-70%. Even though you didn’t pay 10 million dollars out of your pocket but rather the bank covered 60-70% of the property, you still get all of the profits and depreciation on the 10-million-dollar purchase.
Why would I want to trust a real estate syndicator? I have a long-term relationship with my financial advisor.
Syndicators of real estate are general partners that do the work and bring the deal. They get paid after the limited partners who bring the money. Syndicators are incentivized and motivated to make the limited partners money, because until the limited partners are paid, they don’t get to share any of the profit.
I’m new to real estate. How do I get started?
Spend as much time as possible looking at opportunities. The more deals you vet, the faster you will get comfortable sorting out which deals are right for you. Give us a call – we are happy to expedite your journey and extend advice on how to break through the glass ceiling that all investors have to deal with.
What if I don’t have enough money to make the minimum investment?
Some sponsors will allow investments below the minimum amount which is often between $50,000 and $100,000. Some can be $500,000 or more.
If the investment is a 506B, they are limited by SEC regulations to a maximum of 35 non-accredited investors. If you are a non-accredited investor and try to invest below the minimum and they reach the maximum number of non-accredited investors, you will almost surely get pushed out of the deal.
One option is to join with another investor, family member or friend, and pool your money and form a LLC and invest together. A group can also invest together through a Special Purpose vehicle.
What is a Roth rollover and how does it benefit investors?
A Roth rollover is the process of converting funds from a traditional IRA or 401(k) into a Roth IRA. While you pay taxes on the converted amount in the year of the rollover, future growth and withdrawals from the Roth IRA are entirely tax-free, providing substantial long-term tax benefits in retirement.
When should I consider a Roth rollover?
You should consider a Roth rollover anytime you want to save on future taxes and maximize the long-term growth of your wealth. By rolling over to a Roth IRA, your investments can grow tax-free, allowing you to enjoy tax-free withdrawals in retirement.
I’m new to real estate. How do I get started?
Spend as much time as possible looking at opportunities. The more deals you vet, the faster you will get comfortable sorting out which deals are right for you. Give us a call – we are happy to expedite your journey and extend advice on how to break through the glass ceiling that all investors have to deal with.
What if I don’t have enough money to make the minimum investment?
Some sponsors will allow investments below the minimum amount which is often between $50,000 and $100,000. Some can be $500,000 or more.
If the investment is a 506B, they are limited by SEC regulations to a maximum of 35 non-accredited investors. If you are a non-accredited investor and try to invest below the minimum and they reach the maximum number of non-accredited investors, you will almost surely get pushed out of the deal.
One option is to join with another investor, family member or friend, and pool your money and form a LLC and invest together. A group can also invest together through a Special Purpose vehicle.
What is a Roth rollover and how does it benefit investors?
A Roth rollover is the process of converting funds from a traditional IRA or 401(k) into a Roth IRA. While you pay taxes on the converted amount in the year of the rollover, future growth and withdrawals from the Roth IRA are entirely tax-free, providing substantial long-term tax benefits in retirement.
When should I consider a Roth rollover?
You should consider a Roth rollover anytime you want to save on future taxes and maximize the long-term growth of your wealth. By rolling over to a Roth IRA, your investments can grow tax-free, allowing you to enjoy tax-free withdrawals in retirement.
Will I owe taxes when rolling over to a Roth IRA?
Yes, you’ll owe taxes on any pre-tax contributions and earnings in your traditional IRA or 401(k) that you convert to a Roth IRA. The advantage is that future withdrawals from the Roth IRA will be tax-free.
Are there income limits for contributing to a Roth IRA?
Some sponsors will allow investments below the minimum amount which is often between $50,000 and $100,000. Some can be $500,000 or more.
If the investment is a 506B, they are limited by SEC regulations to a maximum of 35 non-accredited investors. If you are a non-accredited investor and try to invest below the minimum and they reach the maximum number of non-accredited investors, you will almost surely get pushed out of the deal.
One option is to join with another investor, family member or friend, and pool your money and form a LLC and invest together. A group can also invest together through a Special Purpose vehicle.
What is a discounted Roth rollover?
A discounted Roth rollover is a specific type of Roth rollover where you convert assets that are temporarily devalued. This allows you to pay taxes on a lower asset value during the conversion, reducing your immediate tax burden. Once the asset appreciates in the Roth account, future gains can be withdrawn tax-free.
If these deals are so great, why open them to outside investors?
Boldtribe Capital’s investment portfolio exceeds $2 billion, a scale that would be impossible to achieve individually. By partnering with investors, we can access larger, higher-quality opportunities. This collaborative model not only strengthens our ability to secure top-tier properties but also creates a pathway for better returns for everyone involved.