Modern office space with a sleek gray desk, black swivel chair, and two white cylindrical objects in the background against a beige wall.

Portland Tax Preparation You Can Trust

It's That Time Again Tax Services provides professional tax preparation and IRS representation services to individuals and small businesses in Portland, Oregon. As an Enrolled Agent, we specialize exclusively in taxation, offering expert guidance for personal returns, self-employed professionals, and small business owners throughout the Portland metro area and beyond.

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Our Philosophy

It’s That Time Again Tax Services is a small, Portland tax practice specializing in individual, self-employed and small business tax preparation. With our relationship focused approach, we ensure you still get the personal care you deserve. We understand how important every dollar is and how stressful this time of year can be. We're here to simplify the tax process for you, making it as straightforward, clear and stress-free as possible so when it’s that time again, you can rest assured knowing you're in good hands.

Meet our Team

Modern Solutions with a Personal Touch

It’s That Time Again Tax Services combines the best, modern technology with the personal attention of someone who cares about your bottom line. With our virtual tax office, our modern systems streamline the filing process, improve accuracy, and keep your financial information secure — but our approach is still built on genuine relationships, clear communication, and trust. We take the time to understand your goals, offer thoughtful guidance, and provide the kind of care that will always define great service.

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Google Reviews ★★★★★ 5.0 based on client reviews

"Steven is an outstanding enrolled agent—knowledgeable, personable and thorough. He explains complex tax issues clearly, is meticulous with details and genuinely advocates for his clients. Professional, responsive and trustworthy. Highly recommend!"

— Siobhán McKeon

"A real pleasure working with Steven! He is very kind, thoughtful and patient and super professional and knowledgeable. The process was smooth and communication was excellent."

— Reggie Hunter

"Steven handled our rather complicated tax filings for our LLC for the first time this year and we couldn't be happier. Prior to this we had been using a big accounting firm that was difficult to work with and could not finish until well into the summer. This year Steven took over and got everything set up and filed in April which is the earliest we've had it done by in many years. I also really appreciated Steven's attention to detail. I reviewed everything quite thoroughly and the only issues I could find were things I forgot to tell him about. We very much look forward to having Steven handle our taxes going forward. Highly recommend!"

— Larry Arbuthnot

"This was our first time working with a professional for tax prep and we had such a lovely experience working with Steven. The prep fees were so reasonable and we had great piece of mind when it was all finished. Steven took time to answer our questions and the online tools helped us keep everything organized. We hope to continue to use Steven's services in the future!"

— Molly E

"It was such a pleasure working with Steven and I'm looking forward to doing it year over year. He has the unique skill set of being both incredibly empathetic and understanding as well as simply being really good at his job. He helped me organize a fairly messy tax situation and didn't make me feel bad about it, which I really appreciated. So so grateful to have found him and looking forward to working with him for all of my future tax needs."

— Alycia

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FAQ’s

What is an EA?
An EA is an Enrolled Agent. It’s the only federally licensed tax practitioner.
Like a CPA?
A CPA is licensed by a state, and can specialize in accounting, audits, and business financials. They don’t necessarily specialize in taxes — whereas an Enrolled Agent is a tax expert with unlimited representation rights before the IRS.
Why choose an EA?
EAs are federally licensed tax experts who specialize in:
  • Tax return preparation
  • IRS audits & correspondence
  • Back taxes & payment plans
  • Tax planning & compliance
  • Multi-state & small-business solutions
How much does tax preparation cost in Portland?
As an EA, we are more cost effective than a CPA and have the same unlimited tax practicing rights. We offer transparent pricing, so you are never surprised by your bill. You can find our per-form pricing on our Services and Pricing Page.
Are you accepting new clients?
Yes, we are currently accepting new clients.
Do you work with self-employed individuals and small businesses?
I am passionate about small businesses and self employed individuals, and I love to work with both.
Do you offer IRS representation?
Yes, we provide IRS notice assistance and representation to help resolve tax issues efficiently.
Do you work with Portland area clients only?
No, we work with clients all over Oregon and beyond.
Below is a quick summary about the different kinds of tax preparers
Category Enrolled Agent (EA) Certified Public Accountant (CPA) Unenrolled Tax Preparer
Licensed by IRS (federal) State Boards of Accountancy No licensing required
Specialty Taxes only — all areas + IRS representation Accounting, audits, business financials, taxes Basic tax preparation only
Representation Rights ✅ Full rights nationwide ✅ Yes (varies by expertise) ❌ No (limited or none)
Continuing Education Required — 72 hrs every 3 years Required — varies by state Not required
Authorized to Prepare Taxes? Yes Yes Yes
Cost 💰 Competitive 💰💰 Often higher 💲 Low, with higher risk
Licensed by
EAIRS (federal)
CPAState Boards
UnenrolledNo licensing
Specialty
EATaxes only + IRS representation
CPAAccounting & financials
UnenrolledBasic preparation
Representation Rights
EAFull rights nationwide
CPAYes
UnenrolledNone / limited
Continuing Education
EARequired
CPARequired
UnenrolledNot required
Cost
EA💰 Competitive
CPA💰💰 Higher
Unenrolled💲 Low, more risk