Repositioning, Not Retreating: Why Investors Should Lock in Gains Instead of Chasing Loses

As markets react to policy shifts under the new Trump administration, investors face uncertainty and volatility. The natural instinct for many is to either panic-sell or “ride it out” in hopes of a quick rebound. However, history and sound investment principles suggest a smarter approach: locking in gains and strategically repositioning assets to weather potential downturns.

For those who have seen strong portfolio growth over the last 5 to 10 years, this is a prime opportunity to take some chips off the table—not in fear, but in preparation. Instead of waiting for further declines or attempting to recover losses by staying fully exposed, this is the time to reallocate capital into assets designed to perform well in uncertain markets.

Key Investment Principles to Keep in Mind

1. Locking in Gains to Preserve Wealth

One of the fundamental principles in investing is realizing profits before the market turns against you. Legendary investors like Warren Buffett and Ray Dalio emphasize the importance of capital preservation. Markets move in cycles, and understanding when to take profits and reposition is key to compounding long-term wealth rather than chasing recoveries.

  • Buffett famously advises to “be fearful when others are greedy and greedy when others are fearful.” If the market has run up significantly in recent years, this may be the time to shift some gains into assets that align with future economic conditions.
  • Dalio, founder of Bridgewater Associates, advocates for an “all-weather portfolio” designed to withstand market shocks and inflation.

2. The Myth of “Riding It Out” Without Repositioning

The biggest mistake retail investors make is thinking that staying fully invested in the same asset allocation is always the best approach. While dollar-cost averaging (DCA) into a declining market has its merits, it’s not the best strategy when you already have substantial gains.

Consider this: if you’ve seen your portfolio double over the last decade, your asset mix is likely overweighted in equities. The smartest move is not to exit but to adjust exposure to hedge against the possibility of a protracted downturn.

3. Reallocating Instead of Reacting

Advanced investors don’t just sell out of stocks—they shift capital strategically. Some options to consider include:

  • Private credit or fixed-income instruments: With interest rates in flux, private debt or alternative lending vehicles like Hearthfire Income Fund offer strong cash flow potential with downside protection.
  • Real estate and hard assets: Self-storage, multi-family housing, and other real assets tend to perform well in inflationary environments and recessions.
  • Commodities and hedges: Gold, silver, and Bitcoin have historically acted as safe-haven assets during economic uncertainty.

For investors looking to preserve wealth while still participating in growth opportunities, projects like our Whitehall deal present an attractive option. This offering includes a 10% annual preferred return and is structured to generate over 15% IRR based on our underwriting.

A Data-Driven Example: The Impact of Repositioning vs. Chasing Losses

Let’s illustrate what happens to a $500,000 portfolio that has grown from $200,000 over the past bull market and now faces a downturn. Note that the illustration includes annual rebound rates that are higher than the historical average rate of return for both the Dow Jones and S&P 500, and does not factor in inflation, which significantly impacts the return.

Scenario 1: No Repositioning – Staying Fully Invested in Stocks

  • The market experiences a 10% drop in early 2025 → Portfolio falls to $450,000.
  • The market declines another 15% → Portfolio drops to $382,500.
  • Over the next five years, the market rebounds:
    • Year 1: 15% gain → $440,875
    • Year 2: 12% gain → $493,780
    • Year 3: 12% gain → $553,034
    • Year 4: 12% gain → $619,398
    • Year 5: 12% gain → $693,725 (5-year recovery and growth cycle)

Scenario 2: Strategic Reallocation – Locking in Gains & Reinvesting Smartly

  • Investor locks in 50% of the gains at $500,000 and moves $250,000 into alternative investments with a conservative projected return of 12% per year (a mix of fixed-yield Hearthfire Income Fund 10%+ APR and the Whitehall deal targeting 20%+ IRR).
  • The remaining $250,000 stays in the market, exposed to the same losses as in Scenario 1 but following the same rebound trajectory.
  • Over five years:
    • Alternative assets (12% per year) grow to $440,797.
    • Stock market portion follows the same cycle, ending at $346,863.
  • Total Portfolio Value After 5 Years: $787,660 ($93,935 higher than staying fully invested!)

This example uses a super conservative model, assuming a 12% return, which is below what the actual return potential would be if an investor split funds between the Hearthfire Income Fund (targeting 10%+ APR) and Whitehall (targeting 20%+ IRR). The difference in portfolio value highlights how locking in gains and repositioning into diversified, high-yield investments can significantly outperform passive market recovery strategies.

Final Thoughts: Smart Investors Reposition, Not Panic

Investing is not about blindly holding through cycles—it’s about managing risk and making informed decisions based on market realities. If you’ve benefited from the last decade’s bull run, consider the following steps:

  • Assess your portfolio – How much of your gains are at risk?
  • Reallocate strategically – Consider alternative assets to protect and grow wealth.
  • Avoid emotional investing – Don’t chase losses; play the long game.

By implementing these principles, investors can avoid unnecessary losses, optimize returns, and position themselves for long-term financial success.

For those looking to take action, explore opportunities like the Hearthfire Income Fund for stable, high-yield returns or consider participating in our Whitehall deal with a 10% preferred return and 15%+ IRR potential.

Curious how repositioning your portfolio could impact your returns? Use our Hearthfire Wealth Optimizer to model your investment potential. We’ll walk you through our strategies and show you how strategic asset allocation can maximize your wealth. Schedule a free consultation today to see your personalized forecast—no obligation, just insights. Schedule Your Call Now