Entrepreneurs & Investors:

Cost Segregation Study Experts

Lower

Protect and grow your wealth by learning how to turn your financial operations into a profit machine.


  • Can’t stand getting your tax returns late? Same here. Timely and accurate tax reporting.

  • Clean books are the foundation for financial success. We automate this and make sure you are never behind.

  • Proactive insight and strategy for how best to eliminate as many tax payments as possible.

  • We are specialists in cost segregation, adept at maximizing tax savings by accurately classifying assets for depreciation. Our expertise ensures clients benefit from significant cash flow improvements through strategic asset reallocation.

  • We handle all aspects of your accounting needs.

  • Give us your tedious tasks like payroll so you can focus on your business.

  • From setting up your company the right way, to financial forecasting and identifying ways to leverage capital smartly, we can serve as your CFO.

Old Way

  • Separate Bookkeeper, Accountant and Tax Advice causing confusion and longer waiting times

  • Getting charged hundreds of dollars for a phone call for tax strategy

  • No proactive advice

  • Poor Communication

  • Late Fillings (Can’t stand getting your K1’s super late…neigher can we!)

DeeperPockets Way

  • Bookkeeping, Accounting, Payroll, and Taxes…we can do it all

  • Unlimited Access to our Accountants for Tax Strategy and Coaching

  • Proactive insights and strategies to help you keep more money

  • Speedy responses

  • On-time fillings

Work less. Profit more.

  • More than just Accounting

    Most Accountants are paper-pushers. Not us. You deserve an Accountant who is proactively giving you advice and insight on how to create the most wealth.

  • Unlimited Access

    Does your Accountant charge you just to take a phone call? Or nickel and dime you on certain things? Not us. We are an extension of your business, ready and able to help whenever, wherever.

  • Pay less taxes

    Make sure you are maximizing all avenues of deductions so you can profit more.

  • Make smarter decisions

    Cleaner and more organized bookkeeping results in better and more profitable decisions.

  • Grow your business

    You are the best in the world at what you do, leave the boring bookkeeping, taxes, and accounting to us.

  • Profit more now

    We offer insight, strategy and advice on how not to just optimize your business, but how to put the most money in your pocket at the end of the day.

Work Smarter. Not Harder.

Fractional CFO, Tax, Accounting, & Bookkeeping Services.

  • "They helped me take home $83,000 more last year."

    Thomas K. - Real Estate Investor

  • "We needed someone who could step in from day 1 and help us hit the ground running, be attentive and response. We are very happy with our choice."

    Katrina V. - Non-Profit Director

Meet the Founders

Accounting and Tax Expert + Serial Entrepreneur and Real Estate Investor = Accounting and Tax services designed to turn your financial operations into a profit center

  • With a decade of in-depth experience in the finance industry, Jimmy stands out as a beacon of expertise in tax and accounting matters. His journey, marked by prestigious roles in top-tier accounting firms, has been defined by his innovative approach to tax strategy and a meticulous eye for compliance, aiding clients in navigating complex financial landscapes. Jimmy is praised for his ability to translate intricate tax laws into actionable strategies that drive a business's financial health and success. Beyond the numbers, he is a dedicated mentor and speaker, passionate about sharing insights and fostering financial literacy across various platforms.

  • Brendan Reilly has run his own technology and real estate companies for the past 15 years. He has first-hand experience with the power of smartly applying advanced tax strategies and started DeeperPockets Accounting as a way to help other business owners maximize the opportunities that exist for them. Brendan has been featured in Forbes, CNBC, Fortune, CNN, Fox News, and many more outlets as a pioneer in utilizing technology in a variety of industries.