Everything we know,
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The complete educational library of Anomaly CPA — every article, podcast episode, guide and tool we've created to help founders and investors make smarter financial decisions. No paywall. No fluff. Just strategy.

EVERY EPISODE

The Anomaly Angle

Our own show. Greg O'Brien, CPA and John Malone break down the reasoning behind a tax move, not just the checklist. Every episode comes with the full write up, so you can read it instead of listening.

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Free download

The tax playbook we hand every new client

A breakdown of entity choice, real estate moves, and strategies built to survive an audit. Written by Greg O'Brien, CPA, using the same reasoning applied on every client call.

STEP-BY-STEP PLAYBOOK
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Updated for 2026

100% Private & Obligation-Free

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Your blueprint is on its way.
Redirecting you now...

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Greg and John on other shows

Conversations where other hosts put the Anomaly team on the mic. Each one opens on the host's own channel.

MORE TO READ

From the Anomaly blog

Written pieces on tax strategy, accounting and the decisions behind them. Shorter than an episode, and easy to skim when you need one answer.

our clients say

Anomaly CPA's client
victories in the spotlight

Innovative business owners and investors across the globe benefit from our unique tax strategy and cloud accounting experience allowing them to stay ahead of the curve.

CLIENT SPOTLIGHT

"Anomaly helped me out with starting my own business. I could tell right away that they were extremely knowledgeable and passionate about helping their clients navigate the complex world of taxes and creating effective strategies to reach their goals."

Mark Perlberg
CLIENT SPOTLIGHT

"I would recommend Anomaly to anyone. They have been an extremely valuable asset to our business and acts as an extension of our team. We began working with Anomaly almost 2 years ago and it was a great decision. They are extremely responsive and I would highly recommend their services to anyone."

Dan Bresciani
CLIENT SPOTLIGHT

"Anomaly provides a professional and tailored approach to achieve the desired outcome for clients and we couldn’t be happier with the quality of his services. They've helped us manage through the first year of our new company and taken the stress out of dealing with multiple vendors, agencies and tax authorities making year one seamless for our business. We look forward to another successful year and would highly recommend their services!"

Jay Carlington
CLIENT SPOTLIGHT

"Anomaly, has been INSTRUMENTAL to the success of our start-up business. Their knowledge, expertise, and due diligence in the accounting field gives us the confidence that our books will always be in good hands as we continue to focus on other pertinent business matters. I would recommend Anomaly to anyone looking for a fantastic service on a budget! Thank you for being awesome!"

Brian Megill | Host Events Inc.
CLIENT SPOTLIGHT

The biggest difference that we noticed right away was that there were all these things that we could be taking advantage of.

We could be way more strategic with how we were filing, what strategies we had in place, and what things had been ruled on from a tax law perspective.

My favorite part about it is, at the highest level— because there are tiers that you can work with the team through— but at the highest level, you’re fully supported.

Your accounting is taken care of. All of your tax strategy is taken care of. Basically anything you would need on the back end, money-wise, you’re taken care of.

That even includes if an audit were to come up or something like that. You have support with all of that. Love it. So grateful.

Nexus Family Chiropractic
CLIENT SPOTLIGHT

I would wholeheartedly recommend Greg O’Brien and his entire team to any small business or mid-sized business owner looking for help.

We don’t have the resources, and often don’t have the budgets, to bring on staff full-time.

Honestly, Greg and his team have been the next best thing.

John Guilfoil Public Relations
CLIENT SPOTLIGHT

I’ve been a client since day one,
and I’m just so proud of him,
seeing him build this up.

Now he’s helping so many people—
so many entrepreneurs,
so many businesses,
so many investors,
so many individuals and companies. It’s been incredible.

I’ve been working with him and his team
for, yeah, must be four years now. And I would say, if you’re an entrepreneur,
you own businesses,
or you’re a high earner
and you have investments like real estate,
working with Greg is an absolute no-brainer.

They’re forward-thinking.
They’re cutting-edge.
They’re leaders in the space.

I know personally, for me,
they’ve saved me a lot of money,
which has been able to add to my net worth.

I’ve saved way more than they’ve cost,
or the investment in them.And it’s so worth it.
So much so.I’ve recommended dozens of people to them.

Wade Critides | Lifestyle Entrepreneur
CLIENT SPOTLIGHT

I discovered them through some research on Google, actually.
I had just moved to Massachusetts, and I needed a Massachusetts accountant, somebody to come and partner with me.

I’ve been using them for about two years now.
They are great partners.

They really support me in my business, and I highly recommend them.

I feel they can support any industry with all their accounting and tax needs.

C.Kay International
Taking new clients for Q4

Ready to partner with a virtual CPA?

A short call with our team, no prep needed. We will tell you straight if there is nothing to do.

63
five-star reviews
4x
Inc. 5000 company
50
states served, fully remote
Strategy call
30 minutes with a tax strategist
We look at your entity, income mix and last return
You leave with two or three moves worth making
No prep, no pitch deck, no obligation
Or call 781 694 2203 · Boston, MA