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Most investors treat the 1031 exchange as automatic: sell the property, defer the gain, repeat. But in his latest Kiplinger Adviser Intel piece, Daniel Goodwin, Chief Investment Strategist at Provident Wealth Advisors, argues that “automatic” is exactly the problem.
Through the story of a landlord ready to retire after 15 years of tenants, roofs, and recessions, Daniel walks through what really happens when the tax tail wags the investment dog — and runs the actual numbers on deferring versus paying the gain. He tackles the burnout question nobody puts in the exchange paperwork, explains why a Delaware Statutory Trust can turn a forced re-investment into a genuine upgrade, and shows how the stepped-up basis at death can make the whole 1031 decision look completely different depending on your age and estate plan.
The piece closes with four questions every investor should answer honestly before signing exchange documents — because deferring taxes and reaching your actual goals aren’t always the same move.