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Strategic Tax Planning

Built on a Solid Foundation

Make informed tax decisions. Preserve wealth. Build your financial future with confidence using the Keystone Tax Architecture—our structured planning methodology for business owners and high-income professionals.

$100M+

IN TAX SAVINGS DELIVERED ACROSS CORPORATE AND PRIVATE CLIENTS ENGAGEMENTS

30+

YEARS OF FEDERAL, STATE & GLOBAL TAX EXPERIENCE

BUSINESS FOCUSED

INTEGRATED BUSINESS AND PERSONAL TAX PLANNING

We Go Beyond Tax Returns.

We Deliver Strategy.

Tax returns document what has already happened. Strategic tax planning helps shape what happens next—while there is still time to act

The Keystone Tax Architecture

Our five-phase methodology provides a structured framework for proactive tax planning, implementation, and ongoing advisory throughout the year.

INTEGRATED BUSINESS AND PERSONAL PLANNING

Business and personal tax decisions do not happen in isolation. We coordinate entity structure, compensation, retirement, investments, and major transactions into one cohesive strategy.

Executive-Level Tax Expertise

Led by a tax professional with more than 30 years of experience across corporate tax leadership, public accounting, and private-client advisory, Keystone brings sophisticated tax strategy to privately held businesses and high-income professionals.

TAX STRATEGY BUILT AROUND YOUR BUSINESS AND PERSONAL GOALS

Integrated planning, implementation, and compliance.

COMPREHENSIVE TAX PLANNING
The Keystone Tax Architecture

Comprehensive Tax Strategy

A structured planning process that evaluates your business, personal tax position, compensation, retirement strategies, entity structure, and long-term objectives.

TAX COMPLIANCE & REPORTING

Preparation Informed by Strategy

Business and individual tax returns prepared as part of a coordinated tax strategy, not as an isolated annual transaction.

BUSINESS TAX STRATEGY

Entity, Compensation & Growth Planning

Strategic guidance on entity structure, owner compensation, retirement benefits, multistate exposure, investments, and major business decisions.

ONGOING MONITORING & ADVISORY

Implementation Throughout the Year

Tax projections, planning meetings, strategy implementation, and adjustments as your business, income, and tax law change.

SUCCESSION & EXIT PLANNING

Protecting After-Tax Value

Planning for ownership transitions, business sales, succession, retirement, and the preservation of wealth beyond the business.

STRATEGIC TAX ADVISORY, NATIONWIDE

Work directly with an experienced tax advisor to identify opportunities, coordinate implementation, and make informed tax decisions throughout the year.

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HOW THE KEYSTONE TAX ARCHITECTURE WORKS

A five-phase framework that turns tax planning into a year-round discipline—rather than a once-a-year filing.

BUILT FOR ESTABLISHED BUSINESS OWNERS, REAL ESTATE INVESTORS & HIGH-INCOME PROFESSIONALS

We work best with clients who are ready to move beyond reactive tax filing and use proactive planning to guide business, investment, and wealth decisions throughout the year.

MEDICAL & DENTAL PRACTICE OWNERS

Coordinated planning for entity structure, owner compensation, retirement benefits, practice real estate, growth, and succession.

CONSULTANTS & PROFESSIONAL SERVICE FIRMS

Strategic guidance on entity structure, owner compensation, retirement plan design, multistate exposure, and sustainable growth.

Real Estate Investors

Integrated planning across entities, properties, financing, depreciation, passive activity rules, and exit planning.

High-Income Executives

Tax planning for equity compensation, investment income, retirement decisions, charitable strategies, and major financial events.

ABOUT THE FOUNDER

Rosalind TALARICO EA, MST

Rosalind Talarico brings more than 30 years of tax experience spanning corporate tax leadership, public accounting, and private-client advisory.

 

As a former corporate tax executive with global responsibilities, she has led complex federal, state, and international tax matters. During her corporate career, initiatives under her leadership generated more than $100 million in tax savings.

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She founded Keystone Tax & Accounting to bring that same disciplined, forward-looking approach to privately held businesses, investors, and high-income professionals.

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Rosalind lives in the Chicago area and enjoys spending time with her family.

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Frequently Asked Questions

READY TO BUILD A STRONGER TAX STRATEGY?

Every engagement begins with a discovery call. We’ll discuss your business, current tax concerns, and goals to determine whether Keystone is the right fit and identify the appropriate next step.

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