AI for Finance & Accounting
Module 7: Tax Research and Planning
Module Overview
Tax research and planning require navigating complex regulations that change frequently. AI can accelerate research, help structure analysis, and improve communication of tax matters—while you maintain professional responsibility for conclusions.
Learning Objectives:
By the end of this module, you will be able to:
- Research tax regulations efficiently with AI assistance
- Structure tax planning memoranda
- Stay current with tax law changes
- Document tax positions professionally
- Communicate tax matters to clients clearly
Estimated Time: 1.5-2 hours
7.1 AI for Tax Research
The Tax Research Challenge
Tax professionals face:
- Constantly changing regulations
- Complex, interrelated rules
- Volume of guidance to navigate
- Time pressure for client answers
- Documentation requirements
Where AI Helps:
- Initial research orientation
- Summarizing complex guidance
- Identifying relevant considerations
- Structuring analysis frameworks
- Drafting explanations and memos
Critical Limitation: AI may not have current tax law information. Always verify against authoritative sources. AI's knowledge has a cutoff date, and tax law changes frequently.
Using AI for Initial Research
Template for Tax Research:
I need to research [tax topic].
Client situation:
- Entity type: [C-corp, S-corp, partnership, individual]
- Relevant facts: [Key facts]
- Tax year: [Year]
Please provide:
1. Overview of the relevant tax rules
2. Key considerations for this situation
3. Potential elections or planning opportunities
4. Common pitfalls to avoid
5. Areas requiring further research
NOTE: I will verify all citations against current authoritative
sources. Please indicate where rules may have changed recently.
Structuring Research Questions
Effective Tax Research Prompts:
Basic Rule Explanation:
Explain [tax concept] in plain language.
Include:
- Basic rule
- Key exceptions
- Common applications
- Example to illustrate
Planning Opportunity Identification:
What tax planning opportunities exist for [situation]?
Facts:
- [Relevant facts]
Identify:
- Potential strategies to consider
- Pros and cons of each
- Requirements and conditions
- Implementation considerations
Compliance Question:
What are the compliance requirements for [situation]?
Need to know:
- Filing requirements
- Due dates
- Required forms
- Documentation to maintain
- Penalties for non-compliance
7.2 Tax Planning Memoranda
Structure of Tax Planning Memos
Template for Tax Memo:
Draft a tax planning memorandum on [topic].
Client: [Type/situation]
Issue: [Primary question]
Relevant facts:
- [Key facts]
Structure the memo with:
1. Issue(s) presented
2. Short conclusion
3. Facts
4. Applicable law (overview)
5. Analysis
6. Conclusion and recommendations
Professional tone, approximately [X] pages.
NOTE: I will independently verify all citations and
technical positions.
Issue-Specific Memos
Entity Selection Analysis:
Prepare analysis comparing entity types for [situation].
Client facts:
- Expected income: $[X]
- Number of owners: [X]
- Liability concerns: [Yes/No]
- Exit strategy: [Plans]
Compare:
- C Corporation
- S Corporation
- Partnership/LLC
- Sole proprietorship (if applicable)
For each, analyze:
- Tax treatment
- Self-employment tax implications
- Distribution flexibility
- Administrative requirements
- Key advantages and disadvantages
Transaction Planning:
Analyze tax implications of [transaction type].
Transaction:
- Type: [Sale, merger, contribution, etc.]
- Parties: [Description]
- Values: [Key amounts]
Consider:
- Recognition/deferral opportunities
- Character of gain/loss
- Basis implications
- Required elections
- Timing considerations
- Alternative structures
Documenting Tax Positions
Help me document a tax position for [issue].
Position taken:
- [Describe the position]
Supporting basis:
- [Code sections, regulations, rulings]
Draft documentation that:
1. Clearly states the position
2. Summarizes the legal basis
3. Explains how facts support the position
4. Addresses counter-arguments
5. Assesses the confidence level
This will support our more-likely-than-not analysis.
7.3 Staying Current with Tax Law
Monitoring Changes
Template for Change Summaries:
Summarize the key provisions of [recent tax legislation/guidance].
Focus on:
1. Main changes
2. Effective dates
3. Who is affected
4. Action items for practitioners
5. Areas needing further guidance
Format: Executive summary for client communication.
NOTE: I will verify these details against the actual
legislation/guidance.
Creating Client Alerts
Draft a client alert about [tax change].
Change: [Description]
Effective: [Date]
Affected clients: [Types]
Include:
1. Attention-grabbing headline
2. What changed (plain language)
3. Who is affected
4. What clients should do
5. How we can help
Tone: Informative but not alarmist
Length: 400-500 words
Annual Planning Updates
Create an outline for year-end tax planning letter to [client type].
Include sections on:
1. Key law changes for [year]
2. Planning strategies to consider
3. Important deadlines
4. Action items by category
5. Our recommendations for this client
Customize for: [Individual/Business specifics]
7.4 Tax Communication
Explaining Tax Matters to Clients
Template for Client Explanations:
Explain [tax concept/situation] to a client who is not
a tax professional.
Client's question: [What they asked]
The actual answer: [Technical answer]
Write an explanation that:
1. Answers their question directly
2. Uses plain language
3. Avoids unnecessary jargon
4. Explains why the rule exists (if helpful)
5. Includes practical implications
Complex Topic Simplification
Simplify this tax concept for a client:
Concept: [e.g., Qualified Business Income deduction]
Client: [Type - individual, business owner, etc.]
Create:
1. One-paragraph plain language explanation
2. Simple example using realistic numbers
3. Key takeaways (3 bullets)
4. What the client needs to know/do
Responding to Client Tax Questions
Help me respond to this client tax question.
Client's question: "[Their question]"
Client type: [Individual/Business/HNW/etc.]
Relevant facts I know:
- [What I know about their situation]
Draft a response that:
1. Answers their specific question
2. Is accurate but accessible
3. Notes any caveats or assumptions
4. Suggests next steps if needed
5. Offers to discuss further
Tone: Professional but approachable
7.5 Specific Tax Areas
Individual Tax Planning
Identify tax planning opportunities for [individual client].
Situation:
- Filing status: [Status]
- Income: $[X] from [sources]
- Deductions: [Itemized/Standard, key items]
- Investments: [Description]
- Life events: [Marriage, children, retirement, etc.]
Suggest:
1. Income timing strategies
2. Deduction optimization
3. Investment tax efficiency
4. Retirement planning considerations
5. Estate planning implications
Business Tax Considerations
Review tax considerations for [business situation].
Business facts:
- Entity type: [Type]
- Industry: [Industry]
- Revenue: $[X]
- Key expenses: [Categories]
Analyze:
1. Deduction optimization
2. Timing strategies
3. Credit opportunities
4. Depreciation planning
5. Exit planning considerations
Multi-State Tax
Analyze multi-state tax implications for [situation].
Business presence:
- [List states and nexus factors]
Questions:
1. Nexus determination in each state
2. Apportionment methodology
3. Filing requirements
4. Credit for taxes paid to other states
5. Planning opportunities
7.6 Research Verification
Verifying AI Research
AI tax research requires verification because:
- Tax law changes frequently
- AI may have outdated information
- Citations may be incorrect or fabricated
- Nuances may be missed
- Professional standards require primary source verification
Verification Checklist
Please provide verification points for this research:
AI research output:
[Paste the research]
Identify:
1. Specific citations to verify
2. Dates/effective dates to confirm
3. Recent changes that might affect conclusions
4. Areas where current guidance should be checked
5. Authoritative sources to consult
Building Verified Work Product
Process:
- Use AI for initial orientation and structure
- Identify key authorities cited
- Verify each citation independently
- Check for updates since AI's knowledge cutoff
- Apply professional judgment to conclusions
- Document your verification process
7.7 Tax Research Best Practices
Effective Research Habits
Do:
- Use AI for structure and orientation
- Verify every citation
- Check effective dates carefully
- Maintain healthy skepticism
- Document your verification
- Apply professional judgment
Don't:
- Accept AI conclusions without verification
- Rely on AI for current law
- Skip independent research
- Present AI output as your work without review
- Assume citations are accurate
Building Your Tax Prompt Library
Year-End Individual Checklist:
[Your customized year-end individual planning prompt]
Entity Selection Analysis:
[Your customized entity comparison prompt]
Transaction Tax Summary:
[Your customized transaction analysis prompt]
Module 7 Summary
Key Takeaways:
-
AI accelerates orientation: Use AI to quickly get up to speed on tax topics, then verify with primary sources.
-
Verification is mandatory: AI may have outdated information or incorrect citations. Always verify against authoritative sources.
-
Structure improves quality: AI helps structure memos, analyses, and client communications effectively.
-
Simplification is valuable: AI excels at translating complex tax concepts into client-friendly language.
-
Professional judgment remains yours: AI assists with research, but tax conclusions require professional judgment and responsibility.
Preparing for Module 8
In the next module, we'll explore using AI for client communication. You'll learn to:
- Improve client correspondence
- Explain complex financial topics
- Develop proposals and presentations
- Handle difficult conversations
Before Module 8:
- Try the tax research template with a current issue
- Practice explaining a tax concept with AI
- Note areas where verification was critical
"AI can find the law faster, but only you can apply professional judgment to the client's unique circumstances."
Ready to continue? Proceed to Module 8: Client Communication.

