Articles & updates
Useful thinking for complicated financial lives.
Practical notes on tax resolution, business structure, real-estate strategy, and staying ready for what’s next.
Jun 28, 2026
2026 IRS Fresh Start Secrets: How the New Senior Deduction Slashes Tax Debt
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Jul 2, 2026
Massachusetts STR Tax Secrets Revealed: What Experts Don't Want You to Know About the 2026 State Depreciation Add-Back
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Jun 27, 2026
The 2026 Crypto Tax Guide: Everything You Need to Succeed with the New 1099-DA Rules
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Jul 2, 2026
1031 Exchange Vs Cost Segregation: Which Is Better For Your 2026 Massachusetts Real Estate Growth?
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Jul 2, 2026
7 Mistakes You're Making with Your Canton MA Rental Property Tax Strategy (and How to Fix Them Before the 4% Surcharge Hits)
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Jul 8, 2026
7 Mistakes You're Making with Your Boston Rental Taxes (and How to Fix Them for 2026)
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Jul 2, 2026
5 Steps How to Handle the New 2026 Massachusetts Real Estate Sale Withholding (Easy Guide for Boston Sellers)
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Jul 8, 2026
Your Business Had a Rough Year and You Didn't File — What Actually Happens Next
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Jul 8, 2026
The IRS Sent You a Notice — Now What? A Plain-English Guide to Your Next Move
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Jul 17, 2026
Massachusetts Just Decoupled From the OBBBA Bonus Depreciation — Here's What Boston Real Estate Investors Need to Know
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Jul 15, 2026
Boston Real Estate Tax Strategy & IRS Resolution Trends: 3 Things That Changed This July
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Aug 10, 2026
The IRS Fresh Start Program: A Realistic Path Forward for Massachusetts Taxpayers
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Aug 13, 2026
IRS Fresh Start for Massachusetts Real Estate Investors: Relief Options and Short-Term Rental Tax Help
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Aug 12, 2026
Massachusetts Short-Term Rentals & Airbnb: The Tax Rules Every Real Estate Investor Needs to Know
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Aug 9, 2026
Short-Term Rental Tax Rules in Massachusetts: What Airbnb and Vrbo Hosts Must Know in 2026
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Jul 21, 2026
Most Tax Problems Don't Start with the IRS: Introducing the CP Tax Advisors Membership
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Aug 18, 2026
Installment Agreements: Set Up a Manageable IRS Payment Plan in Massachusetts
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May 29, 2026
7 Mistakes You’re Making with Massachusetts Airbnb Taxes (And How to Fix Them Before the IRS Knocks)
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May 26, 2026
5 Steps to Release an IRS Wage Garnishment via Economic Hardship (The Massachusetts Employee’s Guide)
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May 28, 2026
7 Mistakes You’re Making with 1031 Exchanges in Boston (and How to Save the Deal)
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Jun 26, 2026
1031 Exchange Vs Cost Segregation: Which Is Better For Your Boston Portfolio?
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Jun 25, 2026
What Happens If You Don't File Taxes for 3, 5, or 10 Years? (The Real Timeline)
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Jun 17, 2026
The Canton Landlord’s Guide to Rental Property Tax Help: 5 Ways to Stay Profitable in 2026
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Jun 26, 2026
Are You Making These Common IRS Fresh Start Mistakes? (A Guide for Boston Real Estate Investors)
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May 26, 2026
Looking for Massachusetts Airbnb Tax Help? 10 Things You Should Know About MassTaxConnect and Local Excise Taxes
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May 26, 2026
100% Bonus Depreciation Vs. Massachusetts Conformity: Why Boston Investors Need a Dual Strategy in 2026
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May 27, 2026
IRS Self-Serve Tools vs. Professional Representation: Why DIY Could Cost You More in 2026
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May 27, 2026
Cost Segregation for MA Real Estate Investors: The Simple Trick to Improve Your Cash Flow Right Now
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May 26, 2026
1031 Exchange Secrets Revealed: How the New 2026 FinCEN Rule Impacts Boston Real Estate Investors
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May 26, 2026
How to Qualify for the New IRS 'Simple Payment Plan' Without Disclosing Your Entire Financial Life
Read article ↗May 27, 2026
1031 Exchange Secrets Revealed: How Boston Real Estate Investors Defer Taxes and Scale Fast
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May 27, 2026
Short Term Rental Tax Loophole MA: How to Legally Save Thousands on Your Airbnb Taxes
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May 27, 2026
Does the IRS Fresh Start Program Really Matter in 2026? What You Need to Know Before Applying
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May 28, 2026
The IRS Simple Installment Agreement Explained: Is It the Right 'Fresh Start' for Your Business?
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May 28, 2026
Short Term Rental Tax Loophole MA Secrets Revealed: What Most Massachusetts Airbnb Hosts Miss
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May 28, 2026
The Fastest Way to Stop an IRS Wage Garnishment Using the Fresh Start Program
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May 29, 2026
Why 2026 Tax Law Changes Will Change the Way You Negotiate Your IRS Settlement
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May 28, 2026
How to Use Cost Segregation to Slash Taxes on Your Canton MA Rental Property
Read article ↗May 29, 2026
Cost Segregation Secrets Revealed: How Boston Landlords Are Slashing Their 2026 Tax Bill
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May 29, 2026
5 Steps to Stop an IRS Wage Garnishment and Get Your Financial Life Back (Easy Guide for MA Residents)
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Jun 18, 2026
10 Reasons Your IRS Penalty Abatement Request Isn't Working (And How to Fix It)
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Jun 25, 2026
Why Filing > Paying: The #1 Mistake Stressed Taxpayers Make When They're Behind
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Jun 18, 2026
Massachusetts Real Estate Tax Strategy: Do You Really Need a 1031 Exchange Specialist?
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Jun 25, 2026
How to File Late Taxes Without Panicking: A Step-by-Step Guide for Massachusetts Taxpayers
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Jun 25, 2026
IRS CP59 Notice Landed. Now What? (A Compliance Rescue Guide for MA Business Owners)
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Jun 25, 2026
How Unfiled Returns Are Killing Your Next Real Estate Deal (And What to Do About It)
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Jun 26, 2026
7 Mistakes You're Making with Your Massachusetts Real Estate Tax Strategy (and How to Fix Them)
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Jun 26, 2026
Looking For Canton MA Rental Property Tax Help? Here Are 10 Things You Should Know About the 2026 Deadlines
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Jun 26, 2026
Why the Short-Term Rental Loophole Will Change the Way You Scale Your Massachusetts Portfolio in 2026
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Aug 15, 2026
Offer in Compromise: Settle Your Massachusetts IRS Tax Debt for Less Than You Owe
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Aug 17, 2026
Can Passive Losses Offset Capital Gains in Massachusetts? What Boston Real Estate Investors Need to Know in 2026
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Aug 14, 2026
Massachusetts Airbnb Taxes: Are You Really Missing Out on a Short-Term Rental Loophole?
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Aug 18, 2026