top of page
marketer_analityc_manager_team_dressed_suits_working_with_paper.jpg
Accounting • Bookkeeping • Tax Strategy and Advisory

Bobby in the Books

Bob Sides | The Tax Mechanic
Tuning Tax Systems Since 1979
Bob works with investors, business owners, and professionals nationwide.
Diagnose • Repair • Structure • Optimize
For investors, business owners, and professionals who want their financial systems working correctly
not just filed once a year.
location (8).png
Frisco, Texas | Serving clients nationwide
phone-call (18).png
(214) 308-5350

Deep analysis with clear strategy

down-arrow.png

Welcome

Most accountants focus on filing forms.
I focus on diagnosing and repairing tax systems.

As The Tax Mechanic, I help business owners, investors, and professionals identify problems, repair broken financial structures, and build systems that reduce taxes and improve clarity.

Understanding those differences is where strategy lives.

welcome-img.jpg

Deep analysis with clear strategy

When the Tax Engine Light Comes On

danger (6).png

Signs your tax system may need attention

assets.png

Multiple assets without a coordinated structure

approach.png

No proactive tax planning

profit-growth.png

Growing income

but declining clarity

tax.png

Paying more tax every year

hero-bg (1).jpg

What Happens Next

circle-1 (3).png
calendar (5).png

Schedule the Diagnostic

Choose a time and provide basic information about your situation.

circle-2 (3).png
search.png

Tax System Review

I review your tax structure, income sources, and documentation.

circle-3 (2).png
diagnosis.png

Diagnostic Session

We identify structural issues, tuning and planning opportunities, and practical next steps.

Deep analysis with clear strategy

Services

Your tax and financial system should work together not as separate parts.
analytic.png

Tax System Diagnostic

Identify issues, gaps, and opportunities in the current tax structure.

​

  • Review of current tax structure and filings

  • Identification of missed deductions and credits

  • Analysis of income sources and tax exposure

  • Evaluation of entity structure and efficiency

  • Identification of planning opportunities

  • Clear explanation of findings in plain English

taxation.png

Financial System Maintenance

Clean financial records that support accurate reporting and decisions.

  • Monthly bookkeeping and transaction categorization

  • Bank and credit card reconciliations

  • Financial statement preparation (P&L, Balance Sheet)

  • Cleanup and catch-up bookkeeping

  • Accounting system setup and organization

  • Ongoing financial clarity for decision-making

book (5).png

Tax System Execution (Return Preparation)

Accurate preparation and filing of tax returns based on a properly structured system.

  • Preparation of individual and business tax returns

  • Translation of financial data into accurate filings

  • Coordination between bookkeeping and tax reporting

  • Handling of complex income and asset structures

  • Review for accuracy, risk, and compliance

  • Electronic filing with organized documentation

settings (6).png

Tax System Tuning & Optimization

Ongoing improvements to reduce tax burden and improve outcomes.

  • Entity structure planning and adjustments

  • Income timing strategies

  • Depreciation planning and asset strategy

  • Multi-entity and investor tax coordination

  • Ongoing tax planning throughout the year

  • Long-term tax efficiency and optimization

diagnostic (1).png

IRS Diagnostics & Resolution Support

Structured review and response to IRS notices to identify root causes and prevent future issues.

  • Review of IRS notices and correspondence

  • Identification of filing or reporting issues

  • Response strategy and corrective actions

  • Coordination of resolution steps

  • System adjustments to prevent recurrence

"Because systems matter"

Specialty Areas

aviation.jpg

When structured correctly, aircraft can behave similarly to real estate inside the tax code creating powerful planning opportunities.

Aviation and Aircraft Ownership
 

Few accountants have real-world aviation experience. Bob spent 20 years as an international corporate jet captain, giving him a unique understanding of aviation operations and aircraft economics.

​

Advisory areas include:

  • Aircraft ownership structures

  • Depreciation strategies

  • Leaseback structures

  • Business aircraft usage planning

  • Tax considerations for aircraft investors

Aircraft ownership involves more than acquisition price owners must manage fixed costs, variable operating costs, and maintenance reserves over the life of the aircraft.

Good aviation operations follow a simple principle: aviate, navigate, communicate. Financial structures around aircraft ownership benefit from the same disciplined approach.

Collector Cars and Automotive Assets

 

At car shows across the country, collectors often ask the same question:

"Is my car hobby, an investment, or a business?"​​

The answer affects taxes dramatically.

​

Areas of guidance include:

  • Collector vehicle tax considerations

  • Restoration cost treatment

  • Capital gain vs hobby rules

  • Collector asset tracking

  • Structuring automotive activities

collector-cars.jpg
Dallas_view.jpg

Real Estate and Asset Investors

​

Many investors accumulate assets without building the structure around them.
​

Strategic areas include:

  • Depreciation planning

  • Real estate investor tax strategy

  • Asset entity structure

  • Income layering strategies

  • Portfolio tax efficiency

When structured correctly, assets operate as coordinated financial systems rather than isolated investments.

approach-bg.jpg

The Tax Mechanic Approach

Think of tax planning like maintaining a high-performance machine.

circle-1 (3).png
circle-2 (3).png
circle-3 (2).png
circle-4 (1).png
search-interface-symbol (1).png

Diagnose

Understand the full financial picture.

tools (1).png

Repair

Fix structural problems and inefficiencies.

layers (1).png

Structure

Build systems that work long term.

flash (1).png

Optimize

Use the tax code to improve outcomes.

“Because systems matter.”

Who I Work With

Clients tend to be
bulding.png
Business owners
institutional.png
Real estate investors
air-force.png
Aviation enthusiasts and aircraft owners
automotive.png
Car collectors and automotive enthusiasts
wallet.png
Professionals with complex income situations
Many clients come through
web.png
Aviation networks
auto.png
Car shows and collector communities
connection.png
Professional referrals
linkedin (3).png
LinkedIn connections
BobbyG New Photo 17 Mar 26.JPG

Since
1979

What to the About Bob

Bob Sides is the founder of Bobby in the Books and the voice behind The Tax Mechanic.

​

Bob has been working with tax returns and financial systems since 1979.

Bob works with investors, business owners, and professionals who want their financial systems structured correctly not just filed once a year.

​

Bob is known for explaining complex tax ideas in plain English.

His approach is practical, strategic, and built around long term relationships.
 

Bob Sides is always on your side.

Professional background includes

badge.png

CPA Candidate

graduate.png

Graduate Accounting Program - University of Texas at Dallas

coding.png

CISA Bootcamp (ISACA)

audit.png

Internal audit and governance experience

pilot.png

20 years as an international corporate jet captain

Start Building a Smarter Financial System Today.

Take the first step toward financial clarity and strategic tax planning.

Deep analysis with clear strategy

Connect With Bob

mail (10).png
Email

Bobby@BobbyintheBooks.com

phone-call (17).png
Phone

(214) 308-5350

globe (1).png
Website

www.BobbyintheBooks.com

linkedin (3).png
LinkedIn

LinkedIn Profile

Quick review of issues & opportunites

Deep analysis with clear strategy

Contact Us

bottom of page