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"If I Started Over Today" Planning Sheet

Design the portfolio you'd build now--then compare it to what you own

Almost every seasoned investor eventually says, “If I were starting over today, my portfolio would look different.”

The “If I Started Over Today” Planning Sheet turns that thought into a concrete tool. It helps you design the portfolio you’d build now—given your current experience, risk tolerance, and capital—and then compare it to your existing holdings.

What this planning sheet walks you through:
– Ideal mix of property types if you were starting from zero (SFR, 2–4 units, 5–15+ units, mixed‑use, development/land)
– Preferred markets and submarkets based on today’s realities—not where you happened to buy years ago
– Desired balance of cashflow vs. appreciation, and how hands‑on you want to be over the next 10 years
– Target leverage, debt structure, and how much “sleep at night” risk you want
– A simple comparison grid that lines this ideal portfolio up against your current one, highlighting gaps and potential trades

Use it before a major refinance, sale, or 1031 cycle to make sure your next moves are shifting you toward the portfolio you actually want to own in 5–10 years—not just adding more of what you happened to buy in the last cycle.


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