
Law Office of James Hastings PC
Tax Attorney · CPA · LL.M. Taxation · Certified Specialist in Taxation Law
sophisticated solutions to complex tax problems
tax counsel for individuals, families, businesses and attorneys with complex tax matters and tax-related litigation
tax controversy and litigation
Representation in complex federal and California tax disputes, including audits, administrative appeals, collection matters, and litigation.
tax preparer negligence
Representation of individuals, businesses, and estates harmed by negligent tax advice, return preparation errors, and other professional failures.
tax counsel to attorneys & law firms
Specialized tax counsel and expert witness for litigation, estate, and transactional attorneys confronting complex tax issues.
estate and trust matters
Sophisticated tax-focused strategies for high-net-worth estate planning involving wealth transfer, complex assets and business interests.
business and transactional tax
Tax planning and counsel for founders, closely held businesses, and investors in connection with entity structures, investments, and significant transactions.
practice areas
James Hastings is a tax lawyer and CPA certified by the California Board of Legal Specialization as a Specialist in Taxation Law. He has more than 25 years of experience advising early-stage tech companies, startups, and founders with tax planning, compliance, and litigation.
tax controversy and litigation
Responding to tax notices and representing clients through the labyrinth of administrative procedures and court proceedings. Experience with matters in all stages including the IRS Office of Appeals, the U.S. Tax Court, the U.S. Court of Federal Claims and California Superior Courts.
tax preparer negligence
Representing plaintiffs with professional negligence claims involving substantial liabilities through incorrect returns, missed elections, improper tax advice, penalties and interest. More than 25 years of tax experience with litigation strategies to identify errors, establish damages and pursue recovery.
tax counsel to attorneys and law firms
Advice and counsel to lawyers with particularly complex tax matters, including evaluation of pleadings and settlement agreements, helping estate planning attorneys to determine tax consequences of estate and trust transactions or contingencies, and advising companies on fundraising and transactions.
business and transactional tax
Advising closely held businesses and technology startups with corporate structures, executive compensation and tax-advantaged transactions, including raising early funds from investors and counseling owners with growth-stage transactions.
estate and trust matters
Tax counsel to trustees, beneficiaries and families in trust and estate administration and litigation, fiduciary tax compliance, and estate planning for high-net-worth families with complex, multi-generational assets.
"I prefer to work with boutiques. My ideal law firm is a law firm of one...
the accountability is extremely high."
- Naval Ravikant, CEO and co-founder of AngelList
representative cases
tax controversy
$18.5M tax concession, U.S. Tax Court
Represented the taxpayer in an innocent spouse claim before the U.S. Tax Court. The IRS Office of Chief Counsel conceded, and the case was dismissed with prejudice, eliminating $18.5M of income tax liabilities, penalties and interest. Pareto Media, Inc., et al. v. Commissioner (Consolidated)
$1M estate penalty and refund, IRS Independent Office of Appeals
Engaged to contest late payment penalties assessed to a multimillion-dollar estate, arguing that the tax should be abated due to the client's reasonable reliance on the advice of a tax professional. Successfully petitioned the IRS to remove the penalties and refund more than $1M of excess payments.
tax preparer negligence
Accountant's professional negligence, San Francisco Superior Court
Represented the plaintiff in a tax preparer malpractice claim and ten other causes of action related to negligent performance of tax services in connection with delinquent IRS payroll tax and responsible person Trust Fund Recovery Penalties. The case settled for an 11.4x multiplier of the proved special damages. Durham v. Jeffrey Johnston, Game On IRS! (2022)
Accountant's professional negligence, San Francisco Superior Court
Represented the plaintiff in a tax preparer negligence suit related to negligently prepared amended tax returns claiming false or incorrect income tax deductions, creating large tax refunds. The amended returns were reversed in audit, resulting in repayment of the prior income tax refunds created by the false deductions, late payment and accuracy penalties. Recovered a 7.5x multiplier of the proved special damages. Calef v. Jeffrey Johnston, Game On IRS! (2016)
Accountant's professional negligence, San Francisco Superior Court
Represented the personal representative and sole beneficiary who engaged the decedent's CPA to prepare the estate tax return. Identified several significant errors and referred the case to a plaintiff's attorney. Served as both an expert litigation consultant and a fact witness to the litigation and the client recovered the maximum value of the claim.
complex estate and wealth transfers
High-net-worth international estate planning, charitable trusts, Alameda County, CA
Advised the decedent on international estate planning and later represented the successor trustee in administering a multi-jurisdictional international estate; created and implemented tax-advantaged strategies to eliminate $95M in federal estate tax while preserving long-term governance, compliance, and charitable objectives.
Multi-generational transfer, appreciated real property, San Francisco County, CA
Represented the beneficiaries of an estate in the transfer of a $16M property into subsidiary trusts and used non-taxable transactions and partial disclaimers to structure a tax-advantaged, multi-generational transfer while preserving the original property tax basis.
High-net-worth estate planning, conservation easement, Monterey County, CA
Represented the surviving spouse with restructuring investment real estate holdings; prepared supplementary post-mortem estate planning to preserve original property tax basis and avoid capital gain tax of more than $6M through fractional ownership and conservation easement discounts.
tax-sensitive litigation
Shareholder dispute, breach of fiduciary duty, San Francisco Superior Court
The majority member of a limited liability company tendered an offer to purchase the minority interest. The minority interest holder countered with a suit alleging breach of fiduciary duty and breach of contract, among other claims. Represented the majority member in litigation, ultimately resulting in a settlement agreement to purchase the minority interest for less than the original buyout offer. McNally v. Symbiosystems, LLC, et al.
Litigation consulting, taxation of settlement proceeds, San Francisco Superior Court
Assisted litigation counsel with the pleading, discovery and settlement negotiations to ensure the settlement proceeds were non-taxable to the plaintiff, resulting in more than $1M of income tax saved.
about us

James Hastings
JD, CPA, LL.M. Taxation
Certified Specialist in Taxation Law,
The State Bar of California Board of Legal Specialization
James Hastings has more than 25 years of tax experience as a dual-licensed attorney and CPA. As a trusted tax advisor to high-net-worth families, entrepreneurs and closely held businesses, his law practice has earned a reputation for creating sophisticated solutions to complex tax questions.
James is also the Co-Founder of Secured Carbon, an AI-driven fintech company automating fund management and capital for energy infrastructure, and the Founder of Engage for CPAs, an automated practice management application for CPAs and tax preparers.
Paul H. Nathan, Of Counsel
Paul Nathan is a highly accomplished trial lawyer who graduated cum laude from the University of San Francisco with a Bachelor of Arts degree and recognition on the Dean’s List. He later graduated from the Golden Gate University School of Law and attended Gerry Spence’s Trial Lawyers College. Paul has received the AV Preeminent Award from Martindale Hubbell. He was named one of the “Top Attorneys in California” by San Francisco magazine and maintains an AVVO rating of 10.0.
Additionally, Paul has been honored as one of the Top 100 Trial Lawyers in California by the National Trial Lawyers, received the Litigator of the Year award from the American Institute of Trial Lawyers, and earned the Lifetime Achievement Award from the Premier Attorneys of America.
tax news & insights
- September 28, 2026Week of September 21, 2026 Several developments this week deserve attention from taxpayers and...March 7, 2025In a historic ruling, the Supreme Court has overturned the Chevron deference doctrine in Loper...The Inflation Reduction Act: A Game Changer for Clean Energy Tax Incentives The Inflation...More Posts
contact information
Attorney Advertising. Responsible attorney: James Hastings, Law Office of James Hastings, PC, PO Box 453, San Francisco, CA 94104. James Hastings is a Certified Specialist in Taxation Law, The State Bar of California Board of Legal Specialization. Content on this site is general information, not legal or tax advice. Contacting the firm does not create an attorney-client relationship; please do not send confidential information until representation is confirmed in writing. Prior results do not guarantee a similar outcome.
© 2026 Law Office of James Hastings, PC








