Decision resources
A buyer called. You’re planning ahead. You’re reviewing an offer, thinking about retirement, or sorting through an inheritance. Choose what you’re facing and go straight to the guide, checklist, or calculator built to help you work through it.
Choose your situation
Pick the situation closest to yours. We’ll point you to the best place to start.
Choose the closest situation—or browse the full library below.
Need to test a number?
Use a calculator or short assessment to pressure-test the decision. Results appear immediately; no email is required. For more tax and retirement tools, explore WealthPlannerPro’s calculator library.
Use your business earnings and a price range you choose to explore a rough value estimate.
Estimate a business value range→Start with your spending and savings. Explore the sale price you might need under your own assumptions.
Calculate the required sale value→See how debt, sale costs, and estimated taxes could reduce the amount you keep.
Estimate net proceeds→Use eight questions to identify the first issue that may be limiting the owner’s options.
Take the readiness assessment→Compare money paid now, money paid later, and money that depends on future results.
Compare the deal structure→Test cash already committed, the monthly shortfall, and the period you want to cover.
Use the cash-gap worksheet→Buyer-approach library
Start with the first-response guide, then choose the question that fits your situation.
Organize the next 72 hours, protect sensitive information, and define what must be understood before the buyer controls the process.
Read the focused guide →Buyer credibilityAsk who makes the decision, how the buyer would pay, and which deals they have completed.
Read the focused guide →Information controlDecide what to share first, what to hold back, and when to involve your attorney.
Read the focused guide →Strategic buyerExplore the strategic value while protecting customers, pricing, employees, plans, and leverage if the deal does not close.
Read the focused guide →Financial buyerUnderstand the fund, capital, control, rollover equity, debt, continuing role, and second transaction before comparing price.
Read the focused guide →Take the planning offline
Choose a checklist for your situation. The download page explains how to get the PDF.
Check who is calling, protect sensitive information, and prepare your next questions.
Detailed PDF · immediate access→When time is availableGet your records and team ready, make the business need you less, and plan what comes after.
Detailed PDF · 36-month sequence→When two states connectCoordinate residency facts, business activity, a possible transaction, property, estate planning, and family.
Detailed PDF · source-backed→When a transaction starts taking shape
Learn how the terms of a sale can change what you receive and what you still owe.
Map payment dates, buyer credit risk, conditions, and the cash your household needs.
Read the guide →Before exclusivityReview what you would be paid, what the buyer needs to check, and what you would be agreeing to.
Read the guide →Transaction formUnderstand what transfers, which liabilities remain, how allocation matters, and what the structure may mean for owner proceeds.
Read the guide →Closing economicsSee how the target, definition, seasonality, accounting policies, and closing true-up can move the amount received.
Read the guide →Use the runwaySequence financial evidence, owner independence, leadership, customer quality, personal readiness, and credible transition paths.
Read the guide →Before the sale
Some of the most valuable planning has to happen before a buyer is at the table. How each one works, and when the window closes.
How gifts move future growth out of an estate, New York’s estate-tax cliff, and when a gift comes too late.
Read the guide →QSBSHow Section 1202 works, who gets left out, and how the deal structure can undo it.
Read the guide →GivingHow shares given before a sale compare with cash given after, and the 2026 deduction rules.
Read the guide →Tax on a saleHow a New York sale is taxed, layer by layer: stock or assets, recapture, the 3.8%, moving first, and closing in December or January.
Read the guide →New York–Florida planning
These guides address owners whose company, residency, family, or future spans New York and Florida.
Start here if you are planning both a business sale and a move from New York to Florida.
Open the New York–Florida guide→See which questions to ask your CPA and attorney before choosing a sale date or moving date.
Compare the two sequences→Learn why your homes, travel days, business ties, and records can matter in a residency review.
Read the residency guide→For owners whose future is in Florida while the company, leadership role, property, or family remains tied to New York.
Read the Florida move guide→Walk through debt, working capital, costs, taxes, escrow, earnouts, seller notes, and rollover equity.
See what reduces the sale proceeds→Work through who will lead, how you will be paid, and what the business can afford.
Plan the family transition→After the sale
Closing the sale starts a new set of choices for you and your family.
Work through bills, taxes, family goals, and life without the owner paycheck.
Read the first-year guide →The first 90 daysWhy three in four owners regret selling, and what a first 90 days planned before closing looks like.
Read the guide →Estate and family planningSeparate federal and state thresholds from spending, gifts, ownership, and family needs.
Read the checklist →Your sale moneySeparate upcoming needs from longer-term goals before making big decisions.
Read the guide →Taxes after the saleHow Roth conversions work in the years before Social Security and required withdrawals, and the Medicare trap.
Read the guide →Individuals and families
You do not need to own a business to start with these questions.
Connect spending, income sources, and the timing of retirement.
Explore retirement planning →InvestmentsReview account roles, costs, risk, and the goals they need to support.
Explore investment management →InheritanceOrganize the assets, deadlines, and professional questions.
Explore inherited wealth planning →HeirsWhat to tell them and when, how family meetings work, and the structures that help or backfire.
Read the guide →Choosing advice
How to compare advisors, read a fee schedule, tell whether you need a family office, and switch without costly mistakes.
The questions that show who does the work, how they are paid, and where your money sits.
Read the guide →FeesEvery percentage turned into dollars, the costs that never show up on the fee schedule, and what’s negotiable.
Read the guide →Family officeWhat a family office actually does, what it costs to run, and what most $5 to $50 million families need instead.
Read the guide →Switching advisorsThe checklist for moving accounts without a surprise tax bill, a lost cost basis or a blank beneficiary form.
Use the checklist →More owner questions
For owners planning ahead, already in Florida, or managing a transition across two states.
Plan for both the work needed to sell and the life you want after the sale.
Plain-English definitions of EBITDA, enterprise value, LOIs, working capital, earnouts, seller notes, rollover equity, and post-closing exposure.
Prepare the company, leadership, value evidence, and owner before a transaction.
Organize the owner transition when Florida is already home.
Connect property, family, estate documents, insurance, spending, and the intended future home.
Explore your options
Understand the note, repayment risk, tax timing, and questions to resolve before agreeing.
Read the guide →Ownership transitionCompare an outside sale, family handoff, management buyout, employee ownership, and a staged exit.
Compare your options →