Investing in GP Fund vs deal by deal
June 19, 2024
Personal finance guru Dave Ramsey has helped millions get out of debt. However, his blanket avoidance of debt has limitations. Here’s a deeper look at Ramsey’s approach, when it can be risky, and potential alternatives.
Dave Ramsey built an empire by preaching vehemently against debt after declaring bankruptcy in his 20s. His Debt Snowball method has become a popular payoff strategy.
Ramsey’s disdain for debt comes from painful personal experience. In his 20s, he leveraged real estate heavily but was overextended. When his loans were called in, Ramsey faced financial ruin.
After rebuilding his life and business without loans, Ramsey now views debt as inherently dangerous. His mantra is to avoid it at all costs.
Ramsey shares his origin story of amassing millions in real estate but owing more to banks. In his words:
“When I was 25 years old, 24 years old, I had four million dollars worth of real estate and I owed 3 million on it…I ended up losing everything because the bank got sold to another bank called our notes, we had a lot of flip notes out of 90 day notes and it caught me and took me out.”
This traumatic bankruptcy fueled Ramsey’s conviction that all debt poses excessive risk. His personal experiences shaped his advice to avoid leverage entirely.
Ramsey emerged from bankruptcy wiser, building a rental portfolio completely debt-free. He attributes his large real estate holdings today to minimizing risk by refusing debt.
It’s understandable how overextending himself left Ramsey gun-shy about loans. Too much debt is dangerous, as Ramsey learned the hard way.
Some key pitfalls of excessive debt leverage he experienced:

These hard lessons explain his stance on avoiding debt. But his advice often overlooks calculated leverage’s potential benefits.
A caller asked Ramsey whether to pay down real estate debt slowly or sell properties for lump sums. Ramsey advised selling all debt-laden assets immediately.
The caller’s financial profile
Let’s examine the caller’s situation:
The caller has significant equity, but higher debt payments are now straining cash flow. The crux is whether to pay off debt slowly or sell properties to settle debt faster.
Ramsey argues the latter, so let’s analyze that advice.
Ramsey’s Counsel – Liquidate Assets to Eliminate Debt
True to form, Ramsey recommended selling enough properties to fully repay the $2.8 million in debt immediately. His rationale:
“You will be less likely to put a bum tenant in a property when you don’t have any payments.”
In Ramsey’s view, debt inherently corrupts incentives by encouraging risky financial decisions. Owning properties free and clear reduces those temptations.
Ramsey believes becoming 100% debt-free should take priority over any other money moves, including potential returns on invested capital. We’ll scrutinize this stance next.
To weigh Ramsey’s counsel, let’s compare two scenarios:
This follows Ramsey’s advice. The remaining $3 million in property assets could increase to $4 million in value after several years.
This alternative uses rental income to pay down debt over time. The $6 million in assets could appreciate to say $7 million.
Crunching the numbers reveals Ramsey’s advice costs the caller potential growth, providing property prices rise further.
Selling assets locks in losses from liquidated property appreciation. The overall portfolio grows less over the long run.
For example, a 6% cash-on-cash return currently beats CDs but lags equities, if equities keep performing like they did over the past decade. And managing real estate is still active work.
The Math Behind Scenario 1:

Paying down debt from cash flow allows the full portfolio to appreciate. Properties worth $6 million grow to $7 million.
Typical real estate return rates from the past suggest this outperforms Ramsey’s plan. Debt interest costs are outweighed by added growth. Find the detailed direct calculation in our video.
The Math Behind Scenario 2:
The takeaway is Ramsey’s advice gives up too much potential return for aggressive debt avoidance. Slow debt repayment can optimize overall gains.

While being debt-free has merits, Ramsey’s blind spot for calculated leverage has major drawbacks:
In summary, Ramsey fails to objectively weigh the downsides against the potential upsides of strategic debt leverage. His advice is often overly risk-averse.

What if someone wants to pay down debt steadily without fully liquidating assets? There are a few options Ramsey overlooks.
Rather than sell assets to settle debt, excess cash can be invested in equities, bonds and other assets This diversifies and balances risk and return. Conservative investments like bonds may outperform real estate in some markets with less hassle than properties. Diversification smooths out volatility.
Refinancing debt loads often allows investors to secure lower interest rates. This reduces overall interest costs without liquidating assets. The new loan proceeds can be reinvested to ideally outearn the loan rate. This optimization is absent from Ramsey’s analysis.
Crunching the numbers for projected returns across choices is key. Models should use realistic assumptions on appreciation rates, debt costs and others. Often, keeping debt and assets to net greater portfolio gains over time wins out. Debt can be incrementally paid down while maximizing overall returns.
Dave Ramsey’s investing philosophy prioritizes minimizing risk and avoiding debt. This contrasts with investors comfortable using leverage to pursue bigger gains.
Ramsey preaches playing it safe with diversified mutual funds and avoiding speculation. In his mind, slow and steady compounding is the path to building wealth. He steers clear of get-rich-quick schemes dependent on big wins. While his method may not maximize returns, it also shields against catastrophic losses.
On the flip side, some investors use significant debt and leverage to amplify potential profits. Think buying assets with small down payments. Properly managed leverage can accelerate returns. But heightened risk also means magnified losses when investments sour. It’s a double-edged sword to carefully weigh.
Dave Ramsey’s personal finance advice is on the ultra-conservative end of the spectrum. However prudent leverage can be reasonable for some investors. The ideal risk profile depends on individual goals, timelines, experience, and temperament. Striking the right leverage balance is a personal choice requiring self-awareness.
What main lessons can be drawn from analyzing Ramsey’s philosophy?

Ramsey’s single-minded emphasis on debt reduction provides financial direction and motivation. Having a defined money mission is invaluable.
While excessive debt sunk Ramsey, calculated leverage analyzed objectively can be reasonable. Debt isn’t intrinsically bad given proper risk controls.
Ramsey’s blanket rules on debt often ignore individual risk factors and contexts. Advice should align with specific investor traits and goals.
Rather than relying on general platitudes, create an integrated financial plan stress-testing various scenarios over decades.
Ramsey’s painful past made him recoil from any debt. Resist letting emotions dictate financial decisions. Stay objective.
Before adopting Ramsey’s teachings, research other debt paydown and investing philosophies. Find the right fit. The bottom line? Appreciate Ramsey’s strengths but also recognize the downsides of solely relying on his advice. Take a balanced approach to building wealth.