Self-employed business owners and single-member LLCs often start simple—but as income grows, so does complexity.
Managing deductions, tracking expenses, and staying compliant is only part of the equation. The bigger opportunity comes from structuring your business correctly and making proactive tax decisions throughout the year.
At Lipsey & Associates, we work with self-employed business owners who need ongoing accounting, tax, and advisory support—not just a tax return.
Most clients invest between $5,000 and $15,000+ annually depending on complexity.
We typically work with business owners generating at least $150,000–$200,000 in annual income who are looking for ongoing support.
For business owners seeking ongoing accounting, tax, and advisory support
Tax Preparation & Compliance
We prepare and file your individual tax return, including Schedule C reporting, while ensuring accuracy and alignment with your business activity.
Monthly Bookkeeping & Financial Organization
Clean, consistent financials are the foundation of effective tax planning. We provide ongoing bookkeeping support to keep your records organized and up to date throughout the year.
Deduction Optimization
We help ensure your business is capturing appropriate deductions while maintaining proper documentation and compliance.
Ongoing Tax Advisory
As your income grows, tax planning becomes more important. We work with you throughout the year to identify opportunities, evaluate decisions, and reduce your overall tax liability.
Our services are structured as an ongoing relationship, not a one-time engagement.
Many self-employed business owners reach a point where operating as an S-Corporation may provide meaningful tax advantages.
We help evaluate when an S-Corp election makes sense, how it impacts your taxes and cash flow, and what is required to stay compliant.
If appropriate, we guide you through the transition and help implement the structure correctly, including payroll setup and ongoing compliance as part of your accounting and tax support.
If you are already generating higher income, you may also want to explore our S Corporation Tax Strategies page.
Ready for more structure, better tax planning, and ongoing support?
Many of our clients start as self-employed business owners and evolve as their income grows.
Our role is to support that progression—from basic tax compliance to more structured planning and entity optimization.
As your business develops, this may include:
We work with you through each stage so your structure, reporting, and tax approach evolve alongside your business.
Many self-employed individuals run into problems not because of tax complexity—but because of inconsistent or incomplete financial records.
Without accurate financials:
Our process ensures your financial data is organized, consistent, and usable for both compliance and decision-making.
This service is designed for self-employed business owners and single-member LLCs who are generating meaningful income and want a more structured approach to accounting, tax, and advisory support.
It is a strong fit for business owners who need ongoing bookkeeping, want better visibility into their business, and are looking for a long-term CPA relationship.
We are not a fit for standalone individual tax return preparation, very small or early-stage businesses without ongoing activity, or clients looking for one-time or low-cost tax filing.
If your business is still in the early stages or you are primarily looking for one-time tax preparation, we may not be the right fit at this time. Our focus is on ongoing relationships with business owners who are actively growing and need consistent support throughout the year.
Many clients on this page eventually benefit from broader planning and compliance support. You can learn more about our related services here:
If you are a self-employed business owner looking for more structure, better tax planning, and ongoing support, the next step is to request a consultation.