Anomaly CPA

Anomaly CPA Anomaly tailors tax & accounting services for businesses & real estate investors to grow.

Self-employed and paying for health insurance out of pocket? You can deduct 100% of those premiums — for yourself, your ...
05/29/2026

Self-employed and paying for health insurance out of pocket? You can deduct 100% of those premiums — for yourself, your spouse, and your dependents.
Most owners either don't know it exists or set it up wrong and lose the benefit entirely.

Here's what makes this one different: it comes off your AGI directly. Not as an itemized deduction. That means you get the benefit even if you take the standard deduction — and it lowers your adjusted gross income before most other calculations hit.

The setup has to follow an exact sequence. The company pays the premium, includes it in your W-2 wages, and you deduct it personally. One step out of order and the deduction disappears.

Layer an HSA on top and you have a second deduction built into the same health plan. Up to $4,150 for individuals or $8,300 for families — also fully deductible.
Two deductions. One health plan. Most owners are only claiming one — or neither.

DM us HEALTH and we'll audit your current setup in minutes.

05/29/2026

Cost segregation without REPS status still works.
It just doesn't work the way most high earners need it to.

Here's the problem: if your spouse is making $600K–$800K a year in active income, passive losses from a cost seg study won't touch that.
They sit on your return and wait — indefinitely — until you have passive income to offset them against.

That's not a bad strategy. It's just an incomplete one.
REPS status is what makes those losses active.
And active losses against active income is where the real tax savings happen.

Comment COSTSEG and we'll walk you through whether your situation qualifies.

05/28/2026

Most founders hire cheap first.
The problem is cheap doesn't remove the hard work — it just adds management on top of it.

The move that actually buys you time is hiring for your highest-pressure problems first. Replace your technical knowledge. Step out of the day-to-day.
Then go find the partnerships and opportunities that actually scale the business.

It costs more upfront.
It compounds faster.

Comment SCALE and we'll talk about how smart hiring connects directly to your tax and growth strategy.

05/28/2026

Nobody handed me a sales playbook.

I came from public accounting. Real estate finance. Mowing grass at a golf course.

The first time I closed a deal, I didn't even know what I was doing. But that moment changed everything.

Most accountants starting a firm get stuck in the same loop:
"I don't have the right system yet."
"I'm not ready."
"I need to figure it out first."

That's not a strategy. That's fear dressed up as preparation.

The only way out is to put your back against the wall and go.

Comment "FIRST" if you want to know how we built the sales process from zero.

Most charitable donations don't actually reduce your taxes. Not because the IRS doesn't allow it — but because the stand...
05/28/2026

Most charitable donations don't actually reduce your taxes.

Not because the IRS doesn't allow it — but because the standard deduction swallows them whole.
If your gifts don't push you past the standard deduction threshold, you get zero additional tax benefit.

The donation still happens.
The deduction doesn't.
The fix is batching.

Combine two to three years of giving into one year, clear the threshold, unlock the itemized deduction — then take the standard deduction in the years that follow.

Same total generosity.
Much better tax outcome.

Take it further with a donor-advised fund: contribute appreciated stock, avoid capital gains entirely, and deduct the full fair market value.

You control when the money actually goes to charity.
The deduction happens now.
Generosity shouldn't come with a tax penalty.

DM us GIVING and we'll build a charitable strategy that actually shows up on your return.

Your CPA should do more than file your taxes.Anomaly clients get access to a vetted marketplace of tools and partners — ...
05/28/2026

Your CPA should do more than file your taxes.

Anomaly clients get access to a vetted marketplace of tools and partners — built to cut costs across every part of your business.

Payroll. Banking. HR. Insurance. Retirement planning. Cap table resources. And Anomaly Academy.

Everything in one place. All negotiated for you. All designed to protect what you build.

Comment MARKETPLACE to learn more.

Most real estate investors are depreciating their properties over 27.5 years. Some are taking the same deduction in year...
05/27/2026

Most real estate investors are depreciating their properties over 27.5 years.

Some are taking the same deduction in year one.
Same property.
Same purchase price.
Completely different tax outcome.

Cost segregation is an engineering study that reclassifies components of a property — flooring, wiring, fixtures — to accelerate depreciation.
On a $1M property, that can mean $150K–$300K in deductions front-loaded into the first year instead of spread across nearly three decades.

For high-income investors and those who qualify as Real Estate Professionals, those losses can go even further — offsetting W-2 and active business income directly.

Most investors find out about this years after they should have acted. The IRS does allow catch-up depreciation, but you need to move.

DM us COSTSEG and we'll show you exactly what your portfolio's opportunity looks like.

05/27/2026

A lot of founders hear about QSBS and immediately think:

“So I can sell my business tax-free?”
Not so fast.

One of the biggest mistakes founders make is assuming every business qualifies for QSBS.

In reality, many industries are excluded:
• Accounting firms
• Law firms
• Service businesses
• Real estate companies
• Agriculture businesses
…and more.

That’s why entity structure and tax planning matter early — not right before an exit.

In this clip, John breaks down one of the most overlooked parts of Qualified Small Business Stock and why founders need to understand eligibility before building around the strategy.

Comment “QSBS” to learn more.

05/26/2026

Most business owners don’t realize this until they’ve already overpaid in taxes for years:

A tax return is not tax strategy.

Traditional accounting is usually reactive:
• send documents
• file returns
• repeat next year

Real tax strategy happens before the year ends.

That means:
• proactive planning
• ongoing communication
• entity structure reviews
• quarterly tax strategy
• business decisions made with taxes in mind

The tax return should just be the report card — not the strategy itself.

Comment “STRATEGY” to learn more.

Bonus depreciation is back to 100% in 2025.If you bought equipment last year at 60%, you left money on the table. If you...
05/26/2026

Bonus depreciation is back to 100% in 2025.

If you bought equipment last year at 60%, you left money on the table. If you're planning a purchase before year-end, the timing of that decision is a tax strategy in itself.

Same asset. Same price. Bought in Q4 vs Q1 — a full year's difference in when you get the deduction.

Computers. Vehicles. Software. Machinery. Most tangible business property under a 20-year recovery period qualifies. And instead of spreading that deduction over 5–7 years, you take it all now.

Equipment purchases should be part of your tax plan before you swipe the card — not after.

DM us BONUS before your next purchase and we'll make sure the timing works in your favor.

Address

22 Boston Wharf Road
Boston, MA
02210

Opening Hours

Monday 8am - 5pm
Tuesday 8am - 5pm
Wednesday 8am - 5pm
Thursday 8am - 5pm
Friday 8am - 5pm

Telephone

+1 781-694-2203

Website

Alerts

Be the first to know and let us send you an email when Anomaly CPA posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Anomaly CPA:

Shortcuts

Share

Category