Tax & Advisory

Tax Planning & Advisory

Don't wait until tax season to find out what you could have done differently.

Tax preparation looks backward. Tax planning looks forward. ESBS works with individuals and business owners to estimate tax exposure before year-end, model significant financial decisions, identify planning opportunities, and coordinate the tax consequences across businesses, investments, real estate and the individual tax return.

The goal is not simply to find deductions. It is to understand the financial decision, evaluate the tax consequences of available alternatives, and make informed decisions while there is still time to act.

Tax preparation and tax planning are not the same thing.

Tax Preparation

What already happened?

  • Income already earned
  • Payroll already processed
  • Investments already sold
  • Property already sold
  • Distributions already taken
  • Contributions already made
  • Business transactions already completed

The tax return determines how those completed activities are reported.

Tax Planning

What are we considering doing?

  • How much income do we expect this year?
  • Should a transaction happen this year or next?
  • What happens if we sell an asset?
  • How does a business decision affect the owner's personal return?
  • What happens if compensation changes?
  • What is the tax impact of a large retirement distribution?
  • What estimated payments should be considered?
  • What happens under different scenarios?

The best time to discuss the tax consequences of a major decision is generally before the decision becomes irreversible.

A planning process built around your actual numbers.

Tax planning should not begin with a generic list of deductions. It should begin with understanding the taxpayer's current financial position and what is likely to happen before the end of the year.

UnderstandProjectModelImplementReview
1

Understand

Build the complete picture.

We begin by understanding the client's current situation. Depending upon the engagement, this can include:

  • Prior-year tax returns
  • Current-year income
  • Business financial statements
  • Payroll
  • Entity ownership
  • K-1 activity
  • Investments
  • Capital gains and losses
  • Rental properties
  • Retirement income
  • Estimated tax payments
  • Major changes from the prior year

For business clients whose accounting is maintained by ESBS, current bookkeeping and financial information can become an important part of this process.

2

Project

Estimate where the year is heading.

Using available year-to-date information and reasonable assumptions for the remainder of the year, ESBS can develop a tax projection. The projection may consider:

  • Expected full-year income
  • Business profitability
  • W-2 compensation
  • Pass-through income
  • Investment income
  • Capital gains
  • Rental activity
  • Retirement distributions
  • Deductions
  • Credits where applicable
  • Estimated payments and withholding
  • Federal and applicable state tax exposure

The projection provides a baseline before potential planning alternatives are modeled.

3

Model

Compare the alternatives before acting.

When a client is considering a significant decision, ESBS can model appropriate scenarios — no change, the proposed transaction, or an alternative timing or structure. The purpose is to understand how different assumptions could affect:

  • Taxable income
  • Federal tax
  • State tax
  • Cash requirements
  • Estimated payments
  • Business cash flow
  • Future-year considerations

Good tax planning asks "what happens if?" before the transaction happens.

4

Implement

Turn the analysis into action.

Where an appropriate planning opportunity is identified, ESBS can help coordinate the tax and accounting implementation within the scope of our engagement. This may include areas such as:

  • Estimated tax payments
  • Withholding adjustments
  • Business-owner payroll
  • Entity distributions
  • Timing considerations
  • Retirement-plan contribution coordination
  • Accounting entries
  • Tax elections where appropriate
  • Coordination with payroll
  • Coordination with attorneys, financial advisers, retirement-plan professionals or other specialists where required
5

Review

Planning changes as the numbers change.

A projection prepared in June may no longer reflect reality in November. For appropriate clients, planning can be revisited as:

  • Business profitability changes
  • Income increases or decreases
  • Investments are sold
  • Major transactions occur
  • New entities are created
  • Compensation changes
  • Tax laws change
  • Personal circumstances change

Tax planning is a process rather than a one-time calculation.

Tax planning for business owners

For a business owner, the business tax return and individual tax return are often interconnected. Planning should therefore consider the relationship between the company and the owner rather than looking at each filing in isolation.

Entity Structure

Different business structures create different tax and administrative consequences. ESBS can review the tax implications of the client's existing structure and model appropriate alternatives when circumstances change. Situations may involve:

  • Sole proprietorship
  • Partnership
  • S corporation
  • C corporation
  • LLCs with different tax classifications
  • Multiple related entities

Owner Compensation

For owners of pass-through businesses and corporations, compensation can interact with payroll, distributions, business profitability and individual taxation. ESBS can review the tax implications of compensation within the context of the overall business and owner return.

Estimated Taxes & Cash Flow

A profitable year can create a significant tax obligation even when cash has remained in the business or has been reinvested. Planning can help estimate upcoming obligations so the owner can prepare for:

  • Quarterly payments
  • Extension payments
  • Year-end payments
  • State obligations
  • Cash needs

Business Purchases & Investment

Major equipment purchases, capital expenditures and other business investments can have accounting, depreciation, cash-flow and tax consequences. Whenever practical, significant transactions should be discussed before year-end rather than simply discovered during tax preparation.

Retirement Plans

Business owners may have access to retirement-plan opportunities that interact with compensation, employees, business structure and tax planning. ESBS can evaluate the tax impact of appropriate contribution scenarios and coordinate with the client's retirement-plan provider or financial professional where necessary.

Multi-Entity Owners

Clients owning several businesses should not necessarily plan taxes entity by entity.

Business ABusiness BPartnership C
K-1s / Compensation / Distributions
Individual Tax Return
Tax Projection & Planning

ESBS can coordinate the tax information across multiple entities to understand the owner's consolidated tax position.

S corporation planning goes beyond filing Form 1120-S.

For S corporation owners, planning can involve the relationship among business profitability, owner compensation, distributions, shareholder basis, payroll, retirement contributions and the individual income tax return.

Reasonable Compensation

Owner compensation should be considered based upon the facts and circumstances of the business rather than a generic percentage or formula.

Distributions

Distributions should be considered alongside shareholder basis and the company's overall financial position.

Shareholder Basis

Losses, contributions, distributions and shareholder loans can affect basis considerations.

Retirement Contributions

Compensation and plan design can affect available retirement contributions.

Estimated Taxes

Pass-through income may create individual estimated-tax obligations even when the business itself does not pay federal income tax at the entity level.

Explore S Corporation Tax

Planning when income arrives through K-1s

K-1 income can create planning challenges because taxable income, cash distributions and estimated-tax obligations do not necessarily move together.

Taxable pass-through income does not necessarily equal the cash you received.

ESBS can incorporate expected pass-through income into appropriate tax projections when sufficient information is available.

Explore Partnerships & K-1s

Situations may involve

  • Partnership income
  • S corporation income
  • Investment partnerships
  • Real-estate partnerships
  • Multiple K-1s
  • Multi-state K-1 reporting
  • Passive activity
  • Suspended losses
  • Partnership distributions
  • Basis considerations

Investment decisions can change the tax picture quickly.

Significant investment activity can materially change a taxpayer's projected liability during the year. Planning may consider:

  • Realized capital gains
  • Capital losses
  • Short-term versus long-term transactions
  • Large concentrated gains
  • Investment K-1s
  • Mutual fund distributions
  • Foreign investments
  • Estimated-tax consequences
  • State tax implications

Where our role begins and ends

ESBS analyzes the tax consequences of investment activity. ESBS does not recommend which securities to buy or sell.

Your investment adviser determines what fits the investment strategy. ESBS can help explain how a proposed transaction may affect the tax picture.

Real estate decisions often deserve tax review before closing.

The tax result from a property transaction can depend upon much more than the difference between purchase price and sale price. Historical basis, improvements, depreciation, property use, suspended losses and transaction structure may all be relevant.

Explore Real Estate Tax

Potential planning situations

  • Sale of rental property
  • Purchase of investment property
  • Depreciation considerations
  • Major improvements
  • Passive losses
  • 1031 exchanges
  • Installment-sale considerations
  • Real-estate partnerships
  • Conversion of property use
  • Multiple rental properties

Buying or selling a business?

Bring the tax team into the conversation before the documents are final.

Business acquisitions and dispositions can create materially different tax outcomes depending upon the structure of the transaction. Potential considerations may include:

  • Asset sale versus equity sale
  • Purchase-price allocation
  • Goodwill
  • Depreciable assets
  • Ordinary income versus capital-gain components
  • Existing entity structure
  • Seller financing
  • Installment considerations
  • State tax consequences
  • Post-closing accounting

ESBS can assist with tax modeling and accounting considerations and coordinate with transaction counsel and other advisers.

Once a transaction is signed and closed, many planning alternatives may no longer be available.

Discuss a Business Transaction

Retirement decisions can also be tax decisions.

Retirement accounts can create significant tax consequences when money is contributed, converted, distributed or withdrawn. ESBS can analyze the tax impact of appropriate scenarios involving areas such as:

  • Retirement-plan contributions
  • Traditional IRA distributions
  • Roth conversion scenarios
  • Required minimum distributions where applicable
  • Large retirement distributions
  • Business-owner retirement contributions
  • Withholding and estimated taxes
  • Interaction with other income

Tax analysis is not investment advice

ESBS analyzes the tax consequences of a retirement transaction. Recommendations about which assets a client should own, or how a portfolio should be allocated, belong with an appropriately qualified investment professional.

When should you contact us before tax season?

Contact ESBS when you are considering or experiencing:

  • A significant increase or decrease in income
  • Starting a business
  • Buying a business
  • Selling a business
  • Adding a business partner
  • Selling a major investment
  • Selling real estate
  • Purchasing significant business assets
  • Taking a large retirement distribution
  • Considering a Roth conversion
  • Receiving significant K-1 income
  • Moving to another state
  • Working in multiple states
  • Acquiring foreign investments
  • Receiving an inheritance with tax implications
  • Creating or changing business entities
  • Significant changes in owner compensation
  • An unusually profitable business year

The earlier we know about a significant change, the more useful planning can be.

What does a tax projection actually show?

Current Projection

  • Estimated taxable income

    Projected based upon available year-to-date information.

  • Federal tax

    Estimated based upon the assumptions used in the projection.

  • State tax

    Applicable state exposure based upon information available.

  • Payments already made

    Withholding and estimated payments.

  • Projected balance

    Potential remaining liability or overpayment.

Scenario Comparison

 Current CourseScenario AScenario B
Projected Income
Federal Tax
State Tax
Estimated Payments
Projected Balance

A projection is based upon assumptions. As the underlying income or transaction changes, the projection should be updated. The figures above are illustrative placeholders rather than client data.

Better accounting can lead to better tax planning.

For business owners, tax planning is only as useful as the financial information supporting it. When ESBS maintains or has access to current accounting records, tax planning can begin with actual business performance rather than waiting until months after year-end.

This is one of the advantages of coordinating accounting and tax work within the same firm.

Explore Accounting Services
Current Bookkeeping
Year-to-Date Financial Results
Full-Year Forecast
Tax Projection
Scenario Analysis
Planning Decisions

A tax decision can also be a business decision.

The lowest immediate tax outcome is not automatically the best business outcome. For business owners, ESBS can evaluate tax considerations alongside broader financial questions such as:

  • How much cash will remain after the transaction?
  • Can the business afford the proposed investment?
  • How does hiring affect profitability and cash flow?
  • What happens under different revenue assumptions?
  • How much cash should be reserved for taxes?
  • How does a transaction affect future periods?
  • What does the decision do to owner cash flow?
Business DecisionFinancial Impact+Cash Flow Impact+Tax ImpactInformed Decision

Tax efficiency matters. So do cash flow, profitability and the underlying economics of the decision.

Explore Business Advisory

Tax planning should not begin on December 29.

Q1

Review prior-year results and identify current-year changes.

Q2

Evaluate business performance and significant changes from initial assumptions.

Q3

Develop or update full-year projections and identify potential planning areas.

Q4

Finalize year-end projections and implement appropriate actions before applicable deadlines.

Tax Season

Prepare the return, compare actual results to projections, and identify issues to carry into the next planning cycle.

The frequency of planning depends upon the client's engagement and complexity. Some clients may need one annual planning meeting; others may benefit from periodic projections during the year.

Who should consider proactive tax planning?

Business Owners

Particularly owners whose income changes significantly from year to year.

Multi-Entity Owners

Where several business returns ultimately flow into one individual return.

High-Income Taxpayers

Especially when income, investments or transactions create variable tax exposure.

Real Estate Investors

When purchasing, operating or disposing of investment properties.

Investors

When significant gains, losses, K-1s or foreign investments affect the return.

Clients Approaching Major Transactions

Business sales, acquisitions, property sales, retirement distributions and other significant events.

Tax planning is not about chasing deductions.

Effective tax planning does not begin with a list of "tax hacks." A strategy that reduces taxes but creates a poor business or financial outcome may not be a good strategy. ESBS's approach is to understand:

1

What are you trying to accomplish?

2

What are the financial consequences?

3

What are the tax consequences?

4

What alternatives should be evaluated before you act?

The objective is informed decision-making — not a deduction at any cost.

Some decisions require more than one adviser.

Tax planning frequently intersects with legal, investment, retirement-plan, insurance and transaction considerations. Where appropriate, ESBS can coordinate tax and accounting information with the client's other professionals.

ESBS remains responsible for the tax and accounting work within the scope of its engagement.

We can work with your

  • Attorney
  • Financial adviser
  • Retirement-plan professional
  • Banker or lender
  • Insurance professional
  • Transaction adviser
  • Other relevant specialists

Frequently asked questions

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Have a decision coming up that could affect your taxes?

Don't wait until the return is being prepared to ask what could have been done differently. ESBS can review the numbers, project the tax impact, and help you evaluate appropriate alternatives before you act.

The information on this page is provided for general educational purposes and is not individualized tax, accounting, legal, investment or financial advice. Tax consequences depend upon the client's particular circumstances, applicable law and the facts of the transaction. Tax projections are estimates based upon information and assumptions available at the time of preparation and actual results may differ.The information provided is for general educational purposes and should not be considered individualized tax, accounting, legal, or financial advice. Tax rules and reporting requirements depend upon individual circumstances. Please consult with an appropriate professional regarding your specific situation.