Common questions

What should I do first after the sale closes?

Secure the tax reserve before anything else: set aside the estimated federal and state bill in something safe and liquid. Then rebuild the plan the business used to be - income, investments, insurance, estate documents - around the new balance sheet. Most post-sale mistakes come from moving fast, not slow.

How is my sale taxed and can I still reduce the bill?

It depends on deal structure - stock versus asset sale, installments, earnouts. After closing, remaining levers include timing installment recognition, charitable strategies, and harvesting losses. Anything structural had to happen before the sale; a tax professional can still optimize what remains.

How do I replace the income my business provided?

From the portfolio now: a sustainable withdrawal rate against the after-tax proceeds, coordinated with any earnout or installment payments, and a cash reserve for the transition years. The number that matters is annual spending versus after-tax assets - build the income plan around it, not around what the business used to pay you.

Should I invest the proceeds all at once?

Evidence favors prompt investing over long dribbles, but for life-changing liquidity a staged plan over several months is a reasonable emotional compromise. What you should not do is leave the full amount in cash for years waiting for the 'right moment.'

Do I need a new estate plan after selling?

Almost certainly yes. The estate built around a business - buy-sell terms, entity structures, old valuations - is now wrong. New documents should reflect liquid wealth, updated exemption planning, and possibly trusts for children, with beneficiaries updated everywhere.

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