Tax Strategy Blog
Actionable strategies for real estate investors, business owners, and high earners — written by the Roadmap Tax team.
You're 55 and Maxing Your 401(k). Here's How to Add $150,000+ in Retirement Savings.
Maxing your 401(k) at 55? A defined benefit plan can shelter $150,000+ more. See how business owners unlock retirement savings beyond the 401(k) ceiling.
Year-Round Tax Planning for High Earners: A Quarter-by-Quarter Playbook
Don't let a $47,000 surprise tax bill blindside you. This quarterly playbook shows high earners how to project income and nail estimated payments year-round.
When You Sell Your Business, an Installment Sale Defers the Tax
Selling your business? An installment sale spreads the capital gain over multiple tax years instead of paying it all in one. When it makes sense.
How to Choose a Tax Strategist in San Diego: 8 Questions to Ask Before You Hire
Earning $300K+ in San Diego? Use these 8 questions to hire a tax strategist who handles California's 13.3% rate, SALT cap, and equity compensation.
Your 401(k) Caps at $23,500. A Cash Balance Plan Adds $150,000+.
You max your 401(k) and think that is the ceiling. A cash balance plan lets business owners and high earners shelter six figures more per year in 2026.
Tax Planning San Diego: 6 California Tax Strategies for High Earners
San Diego high earners face California's 13.3% tax and SALT cap. Discover 6 local strategies to reduce your effective rate and keep more income.
The S Corp Question for 2026: When Does It Still Make Sense?
Your business is profitable. You're paying 15.3% self-employment tax on every dollar. Here's how to know if an S corp election still works for you in 2026.
Your Short-Term Rental Is Depreciating Over 39 Years. It Doesn't Have To.
Stop depreciating your short-term rental over 39 years. How a cost segregation study and bonus depreciation front-load deductions, and what recapture means.
San Diego Tax Guide 2026: What High Earners Need to Know
California's 13.3% top rate, Prop 13 property tax, SALT limits and sales tax: what a San Diego high earner actually pays in 2026, and the moves that cut it.
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