Accavallo & Company, LLC

Choosing the Right Business Structure: How to Optimize Taxes, Liability, and Growth

Choosing the right business structure is one of the most impactful decisions a business owner can make. Your entity determines how you pay taxes, how profits are distributed, your level of personal liability, and even how appealing your business looks to lenders and investors. While many owners start as an LLC because of its simplicity, your structure should evolve as your business grows. Below is a clear breakdown of the main entity types and the signs it may be time for a change.

LLC (Limited Liability Company)

An LLC is often the starting point for business owners because of its flexibility and liability protection. By default, single-member LLCs are taxed like sole proprietors and multi-member LLCs are taxed like partnerships. Income passes through to the owners and is taxed on their personal returns. While this is simple and beneficial during early stages, LLC owners pay self-employment tax on their full profit—which becomes expensive as earnings increase.

Key points:

  • Pass-through taxation keeps filing simple and avoids corporate-level tax
  • Owners pay self-employment tax on all profits
  • Offers liability protection without heavy compliance requirements
  • Works well for smaller or newer businesses with fluctuating profits

S-Corporation (S-Corp)

An S-Corp is not a separate entity, but a tax election available to LLCs and corporations. This structure is popular for profitable businesses because it allows owners to classify income as both salary and distributions. Only the salary portion is subject to payroll taxes, creating significant tax savings. However, S-Corps have stricter rules, including required payroll, reasonable compensation, and shareholder limitations.

Key points:

  • Saves money by avoiding payroll taxes on distributions
  • Owners must take a reasonable salary to remain compliant
  • Requires additional payroll filings and bookkeeping accuracy
  • Limited to 100 shareholders who must be U.S. citizens or residents

C-Corporation (C-Corp)

A C-Corp is often chosen by companies planning to reinvest profits or eventually seek investors. C-Corps pay a corporate tax on their profits, and shareholders pay tax again on dividends—known as double taxation. Despite this, they offer the most flexibility for ownership structures and high-value employee benefits, making them useful for businesses with growth ambitions or those needing formal investment channels.

Key points:

  • Flat corporate tax rate may benefit companies reinvesting profits
  • Allows broader ownership structures and attracts investors
  • Ideal for offering robust fringe benefits and retirement plans
  • Subject to double taxation when dividends are distributed

When You Should Reevaluate Your Structure

Many business owners set up their entity once and never revisit it, even as revenue, goals, and risk exposure change. Reviewing your structure every one to two years ensures you are not overpaying taxes or limiting your growth potential. Shifting from an LLC to an S-Corp or from an S-Corp to a C-Corp can often create meaningful financial advantages when timed correctly.

Key signs it’s time to reconsider:

  • Profits have increased and self-employment taxes are rising
  • You plan to bring on new partners or investors
  • You want stronger liability protection as operations expand
  • Your business has outgrown the simplicity of its original structure

Final Thoughts

Your business structure should support—not restrict—your long-term goals. The right entity can reduce taxes, minimize risk, and provide a strong foundation for growth. If you’re unsure whether your current structure is still the best fit, a yearly review with your accountant can help ensure your business is positioned for success.

Need help choosing the right business struture? Reach out—we’re just a call or email away.

CHRISTINA IMPERIOLI

Supervisor, CPA

Christina Imperioli is a Supervisor at Accavallo & Company, LLC, where she specializes in the preparation and review of individual and business tax returns across a variety of industries. With a focus on accuracy, client service, and technical expertise, she plays a key role in helping clients navigate complex tax matters.

She began her career as a Staff Accountant at The Innovative CPA Group, quickly rising through the ranks to Senior Accountant and ultimately Supervisor, demonstrating a strong commitment to professional growth and leadership.

Christina is a Certified Public Accountant and an active member of both the Connecticut Society of CPAs (CTCPA) and the American Institute of Certified Public Accountants (AICPA). She holds a Bachelor of Business Administration in Financial Accounting from Western Connecticut State University.

Throughout her career, she has worked with clients in the real estate, construction, and retail sectors, bringing valuable insight and industry-specific knowledge to every engagement.

Outside of work, she enjoys traveling with her husband and son, spending time with her three dogs—two rescues named Cole and Indigo, and a Brussels Griffon named Louie—and exploring local bookstores. Christina is a passionate reader and podcast enthusiast, she often listens to new episodes during her daily commute.

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Sherri Fisher is a Tax Manager at Accavallo & Company, LLC.  Sherri has longstanding expertise in Trust and Estate Taxation, Eldercare, and Estate planning. Sherri appreciates the relationships she has built with estate planning attorneys and advisors, to provide a team approach to assisting her clients. Sherri also has seasoned experience in business and individual taxation and is partial to assisting start-ups in developing overall accounting and operating plans.

Prior to joining Accavallo & Company, LLC, Sherri was a manager in a large firm, servicing high net worth trust clients, business, and personal clients. She was also a Partner in a large bookkeeping firm, which specialized in cloud accounting systems for regional and national companies. Sherri led a team in assisting clients to organize their accounting systems.  She is a graduate of Florida Atlantic University with a B.S. degree in Accounting.    

Sherri’s experience includes working with companies and organizations in a variety of industries including:

  • Investment Trusts

  • DAPT and Family Investment Partnerships

  • Estate and Probate Administration

  • E-Commerce

  • Manufacturing

  • Construction

  • Real Estate Investment

  • Marketing and Service-based industries

In addition to her professional accomplishments, Sherri is an Intuit Advanced Pro Advisor, Intuit Future Firm Advisory Board member, member of the Valley WIN Network, and proudly served as past Connecticut Public School liaison for the Yale Tommy Fund for Childhood Cancer. Sherri enjoys time with her family, Cleveland sports, thrifting and gardening.