20 Questions

Questions to Ask a CPA When Starting a Business

Essential questions to ask a CPA when starting a business to ensure proper financial planning, tax compliance, and business structure.

1

What business structure would be best for my situation and goals?

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Why this works

Choosing the right business structure affects taxes, liability, and growth potential, so it's crucial to get expert advice.

2

What are the tax implications of each business structure option?

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Why this works

Understanding tax implications helps you make informed decisions about business structure and plan for tax obligations.

3

What accounting software or system do you recommend for my business?

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Why this works

Getting software recommendations helps you set up proper record-keeping from the start and avoid costly mistakes later.

4

What records do I need to keep and for how long?

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Why this works

Understanding record-keeping requirements helps you stay compliant and organized from day one.

5

What are the estimated tax obligations for my first year?

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Why this works

Knowing tax obligations helps you budget properly and avoid surprises that could hurt your cash flow.

6

Should I hire employees or use contractors, and what are the tax differences?

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Why this works

Understanding employment classifications helps you make informed hiring decisions and avoid costly misclassification errors.

7

What business expenses can I deduct, and how should I track them?

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Why this works

Understanding deductible expenses helps you maximize tax benefits and maintain proper documentation.

8

How often should I file and pay taxes, and what are the deadlines?

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Why this works

Knowing tax filing requirements helps you stay compliant and avoid penalties and interest charges.

9

What should I know about sales tax in my state and industry?

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Why this works

Understanding sales tax obligations helps you price products correctly and avoid compliance issues.

10

How should I handle estimated tax payments?

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Why this works

Learning about estimated payments helps you avoid underpayment penalties and manage cash flow effectively.

11

What retirement plan options are available for small business owners?

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Why this works

Understanding retirement options helps you plan for your future while potentially reducing current tax obligations.

12

How should I handle business insurance from a tax perspective?

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Why this works

Understanding insurance tax implications helps you make informed decisions about coverage and deductibility.

13

What should I know about home office deductions?

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Why this works

Understanding home office rules helps you maximize legitimate deductions while staying compliant.

14

How do I handle business travel and entertainment expenses?

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Why this works

Understanding travel and entertainment rules helps you properly document and deduct legitimate business expenses.

15

What are the tax implications of taking money out of the business?

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Why this works

Understanding distribution rules helps you plan for personal income and avoid unexpected tax consequences.

16

How should I handle inventory for tax purposes?

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Why this works

Understanding inventory accounting helps you properly value assets and calculate cost of goods sold.

17

What should I know about depreciation and asset purchases?

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Why this works

Understanding depreciation helps you maximize tax benefits from business asset purchases.

18

How do I handle business losses and carryforwards?

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Why this works

Understanding loss rules helps you plan for lean years and maximize tax benefits from business losses.

19

What are the tax implications of business loans and financing?

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Why this works

Understanding loan tax implications helps you make informed financing decisions and properly deduct interest.

20

How should I prepare for an audit, and what records should I maintain?

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Why this works

Understanding audit preparation helps you maintain proper records and reduce stress if you're ever audited.

Working with a CPA for Your New Business

Expert tips and techniques for getting the most out of these questions.

Building a Strong CPA Relationship

Be Prepared with Documentation

Bring financial statements, business plans, and any existing records to help your CPA give you the best advice.

Ask About Their Experience

Ensure your CPA has experience with businesses similar to yours and understands your industry's specific needs.

Understand Their Fee Structure

Clarify how they charge for services and what's included to avoid surprises and budget appropriately.

Key Discussion Areas

Business structure and entity selection
Tax planning and compliance requirements
Record-keeping and accounting systems
Employment and contractor classifications
Deductions and expense management
Retirement planning options
Audit preparation and risk management

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