9AM – 5PM  Mon.–Fri. Email Tom
Law Offices of Thomas D. Sykes PLLC A Lawyer Focused on Tax Disputes
Helping Clients and Seeking Justice

An ex‑U.S. DOJ/IRS Lawyer with 40 Years of Top Experience Knows How to Help.

“A Legal Background That Is Recognized by Top Professionals as ‘Phenomenal.’”

Initial Consultations, Call Today! — Reach Out Today.

From Dynamic Redmond, WA: A Full‑Range IRS‑Dispute Lawyer with National Stature and Vast IRS‑Dispute Experience that Actually Includes . . . [scroll down, a lot]

  • IRS Audits, Administrative Disputes, and Litigation
  • IRS Criminal Tax Matters
  • IRS Income and Excise Tax Disputes
  • IRS Payroll Tax Disputes
  • IRS Estate and Gift Tax Disputes
  • IRS Corporate Tax Disputes
  • Erroneous Reporting on 1099‑MISC of Return of Capital Paid as Substitute Payment in a Short Sale
  • Form 1120‑F/Penalties for Failure to Withhold on FDAP/ECI
  • IRS Penalty Disputes
  • Disputes over Assessed and Statutory Interest
  • Disputes over Limitations Statutes, Including Mitigation, Equitable Tolling, Equitable Recoupment, Offset, and Informal Claims for Refund
  • Disputes over Alleged Tax Shelters and Lack of Economic Substance
  • Tax Disputes Involving Tax‑Exempt Entities
  • Challenges to the Faulty Regulation under IRC s. 1061(c)(4)(A) Respecting the Taxation of Carried Interest Paid by Hedge Funds
  • Disputes over the Valuation of Tangible and Intangible Property, including Goodwill
  • Expert Tax Opinions for Purposes of ASC 740
  • Disputes over Alleged Prohibited Transactions
  • Disputes over Listed Transactions
  • Deductions for Worthless or Partially Worthless Debts
  • Deductions for Theft Losses and Casualty Losses
  • Change‑in‑Accounting‑Method Disputes
  • Disputes over Charitable Contributions Made to Donor‑Advised Funds
  • Disputes over Return‑Preparer Penalties
  • Disputes over Proper Responses to IRS IDRs, Formal Document Requests, and Summonses (Issued During Audits)
  • Responses to IRS CP‑Series Forms — CP2000, CP162, etc. (Precursors to an Audit)
  • Removal and Enforcement of IRS Liens and Levies
  • Offers to Settle Large IRS Debts
  • Requests for Innocent‑Spouse Relief
  • Disputes/Controversies Involving the U.S. Constitution (Not Limited to Tax Issues)
  • Challenges to Federal Rules and Regulations that Overreach (Not Limited to Tax Issues)
  • Federal Tax‑Return Filing Obligations of Visa and Green‑Card Holders
  • Foreign Bank Account/FBAR Non‑Filings and Disputes
  • Amendment of Tax Returns to Include Form 8938, Respecting Specified Foreign Financial Assets (FATCA)
  • Amendment of Tax Returns to Include a Form 5471, Respecting Certain Interests in Certain Foreign Corporations
  • Amendment of Tax Returns to Include a Form 3520, Respecting Receipt of Certain Foreign Gifts and Transactions with Foreign Trusts
  • Disputes/Controversies with the U.S. Department of Justice
  • Disputes/Controversies with the U.S. Department of the Treasury
  • Disputes in Federal Courts, Including Appellate Courts
  • State and Local Tax Disputes and Litigation in IL, DC, and WI
  • Disputes with the Wisconsin Department of Natural Resources
  • Corporate Transparency Act (Final Regulations Issued by FinCEN on 9/29/22, effective 1/1/24)
  • Cryptocurrency Reporting, Including on Amended Returns
  • Appeals of Social Security/Medicare Premium Adjustments Under IRMAA.
  • Suspicious Activity Reports (SAR)/Anti‑Money Laundering (AML).
Thomas D. Sykes speaking as a Federal Bar Association panelist
America's Top 100 High-Stakes Litigators, 2022
America's Top 100 High-Stakes Litigators, 2023

A Tax Lawyer Who Has a Premier Legal Background, and a Washington Location.

Recognized By
About

Maybe you have a dispute with the IRS or expect one. Tom, with a singular background, can help.

Thomas D. Sykes, Redmond WA tax lawyer
Thomas D. Sykes

Here are the three primary qualities that a taxpayer, expecting or involved in a dispute with the IRS or U.S. Department of Justice (DOJ) tax authorities, should seek out when hiring a tax‑dispute lawyer:

01

A Long Record of First‑Chair, Top‑Tier Tax‑Dispute Accomplishment — Preferably Forged in the Federal‑Court “Crucible” and National in Scope.

02

Judgment Seasoned by a Decade or More of Representing the IRS in Court, and then a Decade or More of Representing Blue‑Chip Taxpayers against the IRS. Experience on “Both Sides of the Ball.”

03

Integrity‑ and Expertise‑Based Credibility with IRS and U.S. DOJ Tax Authorities, and with Federal Courts.

+

And if the tax dispute has possible criminal overtones, a fourth quality is critical as well: Criminal‑Tax Experience, Preferably as a Federal Prosecutor.

Resume, Abbreviated

A Premier National Stature + A WA Innovation‑Triangle Location

  • Having represented the IRS during the first half of his tax career, and having represented a plethora of blue‑chip corporate, non‑profit, and individual taxpayers during the second half …

  • Having first‑chaired in court a vast array of complex and mega‑dollar civil federal tax cases from coast‑to‑coast for 40+ years at the very highest reaches of the tax profession …

  • Having tried over 20 cases to a jury verdict, having argued 16 cases to six different federal courts of appeals, and having written and filed hundreds of briefs in court …

  • Having been a federal prosecutor, with criminal tax and non‑tax jury‑trial experience …

  • Having been promoted twice into ascending, competitive‑service supervisory positions (GM‑15) with the Tax Division of U.S. DOJ in DC …

  • Having been, for more than a decade, a Tax partner or shareholder — without ever having been a (mere) associate — in two of the nation’s largest and most prestigious international law firms …

  • Having practiced for 18 years each in the “tax vortices” of DC and Chicago, first‑chairing cases worth $3 to $4 billion — and now, since 2019, practicing federal tax law from Redmond/Bellevue, WA …

  • Having first‑chaired federal tax cases controlling $500 to $600 million while practicing at his own solo law firm (started back in 2016) …

  • Having demonstrated a nimble intellect and thought leadership by publishing extensively in premier national tax and non‑tax publications, including three authoritative commercial treatises, across four different decades (1980s, 2000s, 2010s, and 2020s) …

  • Having received over twenty coveted, formal awards from his lawyer peers in the “tax vortices” of DC and Illinois, across five different decades (i.e., 1980s, 1990s, 2000s, 2010s, and 2020s) … and

  • Holding a J.D. degree from a leading Big Ten, first‑tier law school (where as a student he published an article in the law school’s flagship law journal — an extreme rarity for any student or practitioner) —

Certificate appointing Thomas D. Sykes as Trial Attorney, Tax Division, signed by the Attorney General of the United States
Appointment as Trial Attorney, Tax Division — U.S. Department of Justice

With all of this, Thomas D. Sykes may be your best choice to efficiently and effectively resolve your dispute with the IRS. He is not a bankruptcy, “business law,” divorce, estate‑planning, probate, real‑estate, immigration, or general‑practice lawyer who dabbles in tax as needed; rather, he is a lawyer, at the top of his profession, who has focused upon intense federal tax disputes for the last 40+ years.

He will personally handle your dispute, and not hand some or all of it off to a junior partner, an associate, or a paralegal; this eliminates bureaucratic redundancies and fee duplication. His no‑frills, quick‑study, result‑focused, “boutique” law firm offers judgment‑informed solutions from energetic Redmond, WA — and emphatically not from Florida, Texas, California, or Michigan. His operating efficiencies allow his hourly rate to be well below the premium rate (2x plus) you would expect for a lawyer of this caliber.

Tom invites you to peruse this data‑rich website (including its seven drop‑down pages, its five click‑on badges, three carousels, and several testimonials) for uncommonly specific details about Tom’s nationwide federal tax‑dispute practice, and about his phenomenal, singular legal and tax background and experience. Then maybe use this web page as a checklist for comparisons, and . . .

Maybe Ask Yourself: Why Do So Many Tax‑Lawyer Websites Tell You So Little About Their Lawyers’ Education, Experience, Accomplishments, Peer Recognition, and Even Names and Locations?

Premier Coast‑to‑Coast Federal Tax Lawyer ™

Representative Matters
10.0Thomas D. Sykes

Thomas D. Sykes

IRS‑Dispute Lawyer Serving Taxpayers Nationwide from Hyper‑Dynamic Redmond, WA. His Focus Is upon IRS Disputes — All Types, Including Those with Criminal Worries. A 360‑Degree Singularity.

Verifiable, Real‑World, First‑Chair Experience with the Largest Federal‑Tax Disputes — Handled for Blue‑Chip Clients on the Nation’s Biggest Stages. First‑Chaired Tax Cases Worth $3 to $4 Billion.

Not an Enrolled Agent or an Accountant — a Lawyer, with Vast Tax Experience. Not a Small‑Ball Tax Lawyer who Focuses, with Federal Tax as an Adjunct, Upon “Business Law,” Estate Planning and Probate, Divorce, Immigration, Personal Injury, Bankruptcy, or Real‑Estate. Not a Tax Attorney Preoccupied with Washington State Excise, Business‑and‑Occupation, or Property Taxes. Not an Attorney Managing a Tax‑Debt‑Relief or Return‑Preparation “Mill.”

Rather, Tom is an IRS‑Dispute Lawyer of the Highest Order — One who First‑Chair Represented the IRS in Federal Court for 17 Years, Receiving Five Promotions and Four Outstanding Attorney Awards in the Process. Former Federal Prosecutor. Partner or Shareholder for 17 years with High‑Profile, Highly Esteemed Law Firms in DC and Chicago — Two of which Were Massive International “Mega‑Firms.” Prolific Published Tax Author. Nineteen (19) Good‑Standing Bar Admissions, from Coast to Coast. J.D., The Ohio State University.

What Other PNW Tax Lawyer Has This?

40+
Years of Practice
20+
Jury Trials
16
Appellate Arguments, 6 Circuits
19
Bar Admissions Nationwide
✦ ✦ ✦ ✦ ✦

A Non‑Compliant Taxpayer Should Demonstrate Good Faith by Working Toward Compliance Before the IRS Is on the Doorstep.

Tom Can Help.
✦ ✦ ✦ ✦ ✦
Three U.S. Department of Justice, Tax Division Outstanding Attorney award plaques presented to Thomas D. Sykes
Outstanding Attorney awards, U.S. DOJ Tax Division
Bottom Line

What Can Tom Do to Help Resolve Your Problem?

First Chaired About $4 Billion of Federal Tax Disputes in the Federal Court “Crucible.”

Practice Areas

Practice Areas

Tax Lawyer in Redmond, Bellevue, Kirkland, Woodinville, Bothell, Issaquah, Lynnwood, Mountlake Terrace, and Renton.

Don’t see your exact issue listed? If it involves the IRS, DOJ Tax Division, or a federal tax dispute, Tom has likely handled something like it.

Contact Tom
Thought Leadership

Extensively Published in Premier Tax Publications; Co‑Author of a Definitive BNA/Bloomberg Tax Treatise and of a Chapter Supplement to a Definitive Wolters Kluwer Treatise.

Co‑Author, Chapter in BNA/Bloomberg’s Tax Practice Series, Addressing IRS Examinations.

Client & Peer Testimonials

What Clients and Colleagues Say

“

A conflict between you and the IRS or SSA is not any fun. Finding a good partner to combat this is important and Tom Sykes is that individual. He knows the laws and he is a tireless, never‑give‑up individual combating for you every step of the way. Thank you, Tom, for being in my corner!

Dale H.
Bellevue, WA
“

I am a retired Deloitte tax partner. During my career I had the pleasure of working directly with Tom Sykes on several mutual clients, some of whom I referred to Tom, given his deep knowledge and expertise. These were mostly large, high profile academic medical centers, universities and other not‑for‑profit entities. His advice and counsel is top notch. Truly an expert in the area of complex federal tax matters and litigation. Highly recommended.

Thomas R. Kromer
Retired Deloitte Tax Partner
“

Your background is, without a doubt, phenomenal.

Legal Recruiter
Fortune 15 Corporation