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OBBB Tax Strategy & Preparation Checklist1. Tax Planning & Documentation
Review previous year’s returns for retroactive deductions introduced by OBBB
2. Maximize New & Expanded Deductions
Identify eligibility for expanded OBBB business deductions (e.g., equipment, Section 179, R&D expenses)
Track and document new personal and business deductions: auto loans, business meals, childcare credits, etc.
Integrate new payroll tracking for qualified tips and overtime, if applicable
3. Optimize Credits & Phaseouts
Confirm eligibility for new OBBB tax credits (childcare, paid leave, energy-related, etc.)
Review phase-out thresholds by AGI and adjust withholding or income recognition accordingly
4. Entity Structure & Compensation
Re-evaluate business structure (S-corp, LLC, partnership) for OBBB tax efficiency
Review owner/officer payroll and benefits to take advantage of new deduction or credit opportunities
5. Recordkeeping & E-Filing Updates
Digitize receipts and records for all major deductible expenses
Confirm electronic filing compliance (required for 10+ returns issued)
Update contractor/vendor information for new 1099 thresholds
6. Retirement & Investment Planning
Review investment sales for capital gains/losses with new OBBB holding period/regulations
Integrate digital assets/crypto reporting if active
7. Year-End Close & Preliminary Return Review
Reconcile all bank, credit card, and payroll accounts
Run a preliminary tax calculation for early warning of liabilities or refund estimates
8. State & Local Updates
Monitor for Florida and Tampa-specific OBBB conformity; adjust local filings as needed
Action Steps:
- Share this checklist with your finance team or planner
- Book a complimentary OBBB readiness consultation with Guardian Accounting Group
- Set calendar reminders for key checkpoints in 2025 and 2026