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Tap into the latest tax planning ideas, practice management tips, industry updates and more, delivered to your inbox twice a month.

EVERY BI-WEEKLY ISSUE PACKED WITH VALUE:

INNOVATIVE TAX PLANNING IDEAS

Stay ahead with unique, actionable strategies to help your clients save on their taxes.

PRACTICE MANAGEMENT INSIGHTS

Streamline your operations, increase your hourly rates, and attract high-paying clients.

MARKETING & SALES STRATEGIES

Learn how to market your services and bring in the most lucrative clients.

DIGITAL CURRENCY, REAL ESTATE, BUSINESS & MORE

Stay current with strategies for managing your clients’ diversified portfolios.

LEVERAGE AI FOR TAX PROS

Discover how AI can help you save time and boost your efficiency.

CLIENT-READY CONTENT

Share professtional infographics and articles to educate your clients on the best tax practices.

FREE CONTINUING EDUCATION (CE) CREDITS

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FEATURED CONTENT

The Think Outside the Tax Box OBBBA Quick Reference Guide

The One Big Beautiful Bill Act (OBBBA) marks the most sweeping overhaul of the tax code since 2017, reshaping rules across personal and business income, education, healthcare, and credits. To help you stay ahead of the curve, Think Outside the Tax Box is proud to share our Quick Reference Guide, designed to keep you and your clients informed, prepared, and proactive.

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CURRENT EDITION

An Analysis of the OBBBA’s Trump Accounts (Part 1)

The One Big Beautiful Bill Act, signed into law by President Trump on July 4, 2025, added a new tax saving tool for minors, the aptly named Trump Accounts. In this article, I go over the details of the new Trump Accounts. In part II, I will discuss some of the potential tax planning opportunities and pitfalls related to the new accounts.

Student Loans After the OBBBA Part 1: New Rules Every Advisor Needs to Know

Big changes are coming to the student loan world (yet again), and they’re not the kind you can just skim past. The One Big Beautiful Bill Act (OBBBA) has reshaped how much students will be able to borrow, how they’ll repay it, and which programs will qualify for federal aid going forward. For financial and tax professionals, these shifts aren’t just policy updates. They’ll set the stage for how you’ll advise clients for years to come… and could even change the way you manage your own student loans. In Part 1 of our OBBBA student loan series, we break down the nuts and bolts of these new rules to help advisors (and borrowers) get some clarity on the collective question: “Seriously, what’s going on with student loans?”

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AI-Powered Solutions for Tax Professionals

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CUSTOM TAX RESPONSES ON DEMAND

Eliminate manually drafting IRS notice responses. With AI, you can generate tailored tax responses instantly with just a click – saving significant time.

SIMPLIFIED TAX JARGON

Don’t struggle with confusing legal and tax language. The AI translates complex terms and legislation into simplified summaries. You‘ll quickly grasp the important information without the confusion.

ACCESS DOCUMENTS INSTANTLY

Immediate access to a fully searchable tax library. Find specific documents, updates on tax topics, or in-depth resources. You’ll have full control over your research.

GET A VISUAL ON YOUR TAX INSIGHTS

For those who prefer visual learning, the AI generates visual representations of tax data, including charts and diagrams. This makes it easier to analyze and understand tax strategies and information.

EASILY SUMMARIZE DOCUMENTS

Simply enter a prompt to find relevant documents, and let the AI generate the summaries for you. This feature saves you from wading through pages of text, and allows you to quickly extract the key points you need.

BONUS! – EXPLORE OUR eMAGAZINE FOR FREE!

Download a FREE edition of our magazine on ADVANCED TAX STRATEGIES and get a sense of what you will learn!

  • Advanced tax strategies from industry leaders
  • Logic-based essays that go beyond just the basics
  • Commentary and contributions from award-winning authors and tax law leaders
  • Reliable resource for compliant and confident practice growth
  • Tools to help you simplify your tax practice

Explore Our Free Articles

Get a taste of our comprehensive tax planning insights with four featured articles, free for everyone.

2025 Winter Education Series Event Calendar

Think Outside the Tax Box proudly presents the 2025 Winter Education Series! This October through December, we are bringing our loyal subscribers five webinars featuring some of the brightest minds in tax. Each high quality webinar is filled with engaging content, actionable insights for your clients, and they all come

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Exclusive Webinars for Our Subscribers

As an annual subscriber, you gain complimentary access to our series of expert-led webinars. Each session is designed to provide you with insights, skills, and knowledge to excel in your field. Discover what’s coming up and secure your spot today.

Learn how to interpret and document your tax planning research findings. Learn what you can rely upon, and how to protect your recommendations.

May 23, 2024

From Renting out your house, to forming an LLC, to deducting the family trip to the pumpkin patch, social media is filled with questionable tax advice, much of it shared by credentialed professionals.  

May 20, 2025

These educational webinars are included in the Basic or Professional subscription!
Subscribe today!

January 25th, 2025

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Don't Miss Our Next Webinar

Mark your calendar and stay ahead of the latest tax planning strategies and regulations

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Featured Authors

Amber Gray-Fenner is an Enrolled Agent and tax practitioner specializing in tax returns, planning, and representation for individuals and small businesses. She owns Tax Therapy, LLC in Albuquerque, New Mexico.

Matt Metras, EA, owns MDM Financial Services in NY, specializing in bookkeeping and taxation for cryptocurrency clients. He’s an educator on cryptocurrency taxation and actively engages in community advocacy.

Jeff Stimpson, has been a tax and finance writer for 25 years. Hee contributes to publications like Accounting Today and Financial Advisor. His other credits include sales tax, technology, and practice management, residing in New York.

Annette Nellen is a professor and tax program director at San José State University, with extensive involvement in tax organizations and a focus on tax policy, cryptocurrency, and education.

Peter J Reilly graduated from the College of the Holy Cross, worked in CPA firms like Joseph B Cohan and Associates and CCR LLP, and now runs a tax practice while writing for Forbes.com.

Thomas Gorczynski, EA USTCP CTP, is a tax expert known for speaking and educating on federal tax law. He’s editor-in-chief of EA Journal, co-author of the PassKey Learning Systems EA Review Series, and runs a tax practice in Phoenix, Arizona.

Hear From Our Satisfied Users

Quotes from users who have benefited from Tax Law Pro, highlighting how it has helped them in their tax planning and compliance efforts.

SIMPLIFIED TAX STRATEGIES &
PRACTICAL IMPLEMENTATION

Think Outside the Tax Box provides tax reduction strategies along with practical
implementation advice in order to reduce your clients’ federal tax bill with ease.

An Analysis of the OBBBA’s Trump Accounts (Part 1)

The One Big Beautiful Bill Act, signed into law by President Trump on July 4, 2025, added a new tax saving tool for minors, the aptly named Trump Accounts. In this article, I go over the details of the new Trump Accounts. In part II, I will discuss some of the potential tax planning opportunities and pitfalls related to the new accounts.

Read More »

Student Loans After the OBBBA Part 1: New Rules Every Advisor Needs to Know

Big changes are coming to the student loan world (yet again), and they’re not the kind you can just skim past. The One Big Beautiful Bill Act (OBBBA) has reshaped how much students will be able to borrow, how they’ll repay it, and which programs will qualify for federal aid going forward. For financial and tax professionals, these shifts aren’t just policy updates. They’ll set the stage for how you’ll advise clients for years to come… and could even change the way you manage your own student loans. In Part 1 of our OBBBA student loan series, we break down the nuts and bolts of these new rules to help advisors (and borrowers) get some clarity on the collective question: “Seriously, what’s going on with student loans?”

Read More »
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