“Locked up forever.” That phrase scares more accredited investors out of private deals than any other.
I get it. You’re handing over real money. There’s no Vanguard app to check the price tomorrow. You can’t sell with a tap of a button if you change your mind. To someone who’s spent twenty years training their brain on public markets, this feels like dropping cash into a vault and walking away.
Here’s the truth most articles won’t give you: “locked up” doesn’t mean what you think it means. And the very feature that scares you off is, if you’re honest with yourself, one of the biggest advantages private investing has over the public markets you’re used to.
When you invest in a private deal through the SMART Flex Fund, you’re not dropping money into a black box. You’re entering a defined relationship with a defined timeline. We disclose three things up front, every time:
You know what you’re getting into before you sign anything. No surprises.
Not all “private deals” lock your money up the same way. Across the deals we evaluate in any given year, here’s roughly how the lockup picture breaks down:
Deal Type vs. Realistic Lock-Up
| Deal Type | Lock-Up | Cash Flow During Hold |
|---|---|---|
| Private Debt | 1–2 years | Monthly or quarterly distributions |
| Tax Plays (oil & gas, equipment leasing, box houses) | Varies | Year-1 write-off + ongoing depreciation |
| Commercial Real Estate | 5+ years (refi possible at year 3, returning capital) | Quarterly distributions |
| Private Equity / Business Roll-Ups | 5–7+ years | Usually reinvested for 8–15× EBITDA exit |
A few things this picture should tell you:
“Locked up” doesn’t mean you’re flying blind. Here’s the actual investor experience inside a deal:
Here’s the part most people miss when they ask “what if I need that money?”
Your liquidity should not be coming from your investments in the first place.
Liquidity matters. It can take businesses and families down. But the single most important tool in my financial arsenal isn’t the deals I do — it’s the foundation of nine whole life insurance policies I’ve built over the last fifteen years. Those policies are contractually guaranteed to grow and compound, uninterrupted. They’re not investments. Investments aren’t guaranteed. They are.
I borrow against those policies regularly to deploy into alternative deals. But I always preserve one to two years of expenses in liquid form on top of that. That base of liquidity is what gives me the courage to take bigger swings on the actual investment side without losing a single night of sleep over “what if I need it back.”
The real lesson is this: find liquidity in areas you weren’t taught to look. Conventional wisdom is keeping the middle class broke and the upper-middle class terrified about retirement. You have to be willing to re-think your thinking and learn a different way.
Now the contrarian part. The part most blogs won’t print.
The single most damaging thing in investing is human behavior. We’re genetically programmed to avoid pain and seek pleasure. And in the public markets, “avoiding pain” usually means selling at the bottom and missing the recovery.
Here’s what alternative investments do that the public markets can’t: they remove the buy/sell decision from your hands. All of the decision-making and research happens up front. Then you are simply along for the ride and must deal with the consequences of your due diligence.
Read that line again. You are simply along for the ride.
That sounds like a downside. It isn’t. It’s protection from yourself.
Most investors carry too short of a mindset frame. They’re not thinking long-term. Alternative investments force long-term thinking — and that’s a skill that takes time to develop because it’s not naturally wired into us.
Almost every reader of this post knows someone from an older generation who’s said: “I used to own that, you know. I sold it years ago. Look at it now.” That sentence is the cost of liquidity. The ability to sell becomes the ability to fail to hold. Alternative investments have built-ins that help you master that one bad behavior — by simply not letting you act on it.
This is worth repeating because most investors never internalize it. Over long horizons, U.S. private equity has outperformed the public markets by roughly 500 basis points per year. That gap isn’t free. It’s payment.
You’re being paid to give up daily liquidity.
If you could earn the same returns with daily liquidity, the premium would have been arbitraged away decades ago by every fund manager on Wall Street. It exists because it’s hard to do. Most people can’t sit still. The ones who can, get paid for it.
If you’re going to play in private deals, build the foundation first:
And if you find yourself incessantly thinking about whether you’ll need this money back early — that’s a signal. It probably means alternatives aren’t right for you yet. Build the liquidity foundation first. Then come back.
A free walk-through of how we structure liquidity inside the fund — the mix of debt, real estate, and PE that creates rolling cash flow even on multi-year holds. Plus a deeper look at the IBC foundation that makes “locked up” feel comfortable rather than terrifying.
Disclaimer: This article reflects the personal experience and opinions of Kent Leach and Hickory Creek Capital Partners. It is not tax, legal, or investment advice. Always consult a qualified CPA, attorney, and financial advisor before pursuing any private investment or insurance strategy. Whole life insurance, IBC concepts, and self-directed retirement vehicles all involve specific structuring requirements and risks. Past performance — including the historical outperformance figures referenced — does not guarantee future results. Private fund investments are limited to accredited investors and involve substantial risk, including total loss of principal.