
5 Year-End Tax Tips for Business Owners
Business owners may be sitting on opportunities to lower next year’s tax bill. See if these 5 year-end strategies can work for you!
Entity choice and elections, timing of income and deductions, estimated payments, retirement and equity decisions, and the crypto strategies that still work. Every recommendation is made by people who also prepare the return and defend it, so the plan is one the return can carry.
A tax plan is a set of decisions made before the year ends and before the deadlines that cannot be moved: the S corporation election, the 83(b) election within 30 days of a grant, the Section 1202 holding period, estimated payment safe harbors, and the year in which a gain or loss is realized. We identify which of these apply to you, model the alternatives, and put the ones that make sense in place, with Gordon Tax handling the filings.
Entity structure and S corporation compensation, retirement plan design, timing of income and deductions, estimated payments, and multi-state exposure for owners who work or live in more than one state.
Loss harvesting without a wash sale rule, specific identification of lots, holding periods, charitable gifts of appreciated coins, and the wallet-level records that make each of these defensible. Crypto tax
The 83(b) election, qualified small business stock under Section 1202, equity compensation timing, and the structure of a sale before terms are set. Mergers and acquisitions
Residency and sourcing for people who move or work across state lines, and the foreign earned income exclusion, foreign tax credit, and treaty positions for those abroad. International tax
Most tax is decided by December 31, not April 15. Once the year closes, the return records what happened; it cannot change it. Planning during the year is where the choices exist: which lots to sell, whether to make an election, how to pay yourself from the business, and when to recognize income. A fall planning meeting with the current numbers is the single most valuable hour in the tax year for most business owners and investors.

Business owners may be sitting on opportunities to lower next year’s tax bill. See if these 5 year-end strategies can work for you!

Are you wondering how to avoid crypto taxes without breaking any rules? Discover 12 tried-and-true strategies from crypto accountants who do this every day.

Before any M&A deal, it’s important to be aware of the tax considerations involved with your deal and how they may affect your business!

The 83(b) tax election can save you many thousands of dollars, but there’s a short window of time to use it!
We start with last year’s return and this year’s numbers, identify the decisions available before year end, model the ones that matter, and give you a short written plan with the actions, the deadlines, and the estimated effect. Gordon Tax implements the elections and prepares the return the plan was built for. We give a rough fee estimate after the consultation.
Founded in 2012 by a tax attorney and CPA. Crypto tax since 2014.
The attorneys, accountants, and client team you will work with.
Press coverage, testimony, and publications.
Attorney, accounting, and client success roles in Skokie.
The firm
Tax, crypto, and business law for clients in all 50 states, from an office in Skokie, Illinois. Every matter is staffed by an attorney, with Gordon Tax handling the accounting alongside.
4709 Golf Road, Suite 1100
Skokie, IL 60076
(847) 580-1279
IRS letters, audits, unreported years, returns.
Foreign accounts, expats, offshore disclosure.
Audits, tax debt, criminal exposure, Tax Court.
Written analysis at a stated confidence level.
Asset protection for individuals and businesses; private company deals.
Attorney-reviewed returns and planning.
Video explainers, testimony, and the firm's work in Washington.
The questions people ask before they call, answered.
Six questions, two minutes, a clear answer.
Bloomberg Tax, Fortune, CNBC, and the IRS hearing record.
Tell us what is going on. A member of our client success team follows up, explains how we work, and matches you with the right attorney. Or call (847) 580-1279.