Your Complete Tax Strategy Library

This is your go-to reference for legitimate, IRS-approved tax strategies. Whether you're an individual taxpayer, business owner, or working with a CPA, you'll find actionable strategies that can save you thousands—sometimes hundreds of thousands—in taxes.

What's included:

  • 33 strategies for individuals and families
  • 41 strategies for businesses
  • Industry-specific applications
  • Real savings estimates for each strategy
  • Links to detailed implementation guides

Updated for the One Big Beautiful Bill Act (passed July 4, 2025):

  • Permanent 100% bonus depreciation
  • Enhanced $2.5M Section 179 limit
  • Permanent 20% QBI deduction
  • New energy credits

Author’s note (Sam Young, EA): This is the playbook I use with founders and owners—strategy stacks here are prioritized by cash impact we’ve actually measured in the first year.


Tax Planning Basics: Start Here

Understanding Tax Deductions vs. Tax Credits

Tax Deduction = Reduces your taxable income

  • Example: $10,000 deduction in the 30% tax bracket saves you $3,000

Tax Credit = Reduces your tax bill dollar-for-dollar

  • Example: $10,000 credit saves you $10,000

Bottom line: Credits are more valuable than deductions.


The 4 Core Tax Strategies (The "4 Ds")

Every tax strategy falls into one of these categories:

1. DEDUCT - Subtract expenses from your income

  • Example: Business deductions reduce your taxable income

2. DEFER - Pay taxes later instead of now

  • Example: 401(k) contributions—money grows tax-deferred

3. DIVIDE - Split income among people/entities in lower brackets

  • Example: Gift assets to family members in lower tax brackets

4. DISGUISE (Convert) - Change how income is taxed

  • Example: Convert ordinary income to capital gains (taxed at lower rates)

Quick Guide: Choosing Your Business Structure

StructureTax RateBest For
Pass-Through (LLC, S-Corp, Partnership)Your personal rate (minus 20% QBI deduction)Most small businesses
C Corporation21% flat rateRaising capital, planning IPO, or selling for $10M+
S CorporationPersonal rate + W-2 wages requiredAvoiding self-employment tax

Part I: Individual & Family Strategies

(For full details on each strategy, see our Individual & Family Tax Planning Guide)

Retirement & Wealth Building (Strategies 1-8)

StrategyPotential SavingsWho It's For
1. Mega Backdoor Roth$5K-$50K+/yearHigh earners with 401(k) after-tax option
2. Backdoor Roth IRA$50K-$150K lifetimeHigh earners above Roth IRA limits
3. Roth Conversion Ladder$10K-$250K+ lifetimeRetirees in low-income years
4. Withdrawal Sequencing$5K-$100K+ lifetimeAnyone with multiple account types
5. NQDC Optimization$5K-$40K/yearExecutives with deferred comp
6. QCDs (Age 70½+)$1K-$12K/yearRetirees with RMDs who give to charity
7. Catch-Up Contributions$1K-$5K/yearAnyone 50+
8. HSA as "Stealth IRA"$500-$2K/yearAnyone with HSA-eligible plan

Estate Planning & Wealth Transfer (Strategies 9-24)

StrategyPotential SavingsBest For
9. GRAT (Grantor Retained Annuity Trust)$30K-$100K+ per trustTransferring appreciating assets to heirs
10. IDGT (Intentionally Defective Grantor Trust)$50K-$250K+"Freezing" estate value while paying tax
11. SLAT (Spousal Lifetime Access Trust)$100K-$500K+Using gift exemption with indirect access
12. 529 to Roth IRA Rollover$2K-$7K/yearLeftover college savings (new in 2024!)
13. Annual Exclusion Gifting$1K-$40K/yearGiving $19K/person ($38K married) tax-free
14. Family Limited Partnership (FLP)$50K-$200KTransferring with valuation discounts
15. QPRT (Qualified Personal Residence Trust)$50K-$300K+Transferring home while living in it
16-24. Advanced TrustsVariesGST Trust, CRT, CLT, ILIT, Dynasty, SNT, etc.

Key estate planning strategies:

  • Direct tuition/medical payments: Unlimited, no gift tax
  • Charitable trusts: Income + deduction + avoid capital gains
  • Life insurance trusts: Remove policies from estate
  • Generation-skipping: Bypass estate tax for multiple generations

Family & Homeowner Strategies (Strategies 25-33)

StrategyPotential SavingsWhat It Is
25. Home Sale Exclusion$15K-$150K+Exclude $250K/$500K of home sale gains
26. STR Loophole$50K-$100K+/yearShort-term rental losses offset W-2 income
27. Child Tax Credit$500-$5KUp to $2,200 per child under 17
28. Child IRAs$2.1K-$7K/yearKids with earned income can save for retirement
29. Clean Energy Credit$2K-$20K30% credit on solar, wind, batteries
30. 1031 Exchange$25K-$150KDefer capital gains on investment property
31. Real Estate Professional Status$10K-$100K+/yearUnlimited rental loss deductions
32. Tax Loss Harvesting$2K-$20K/yearSell losers to offset gains
33. Opportunity Zones$20K-$200K+Defer/reduce gains via economically distressed zones

Charitable Giving (Quick Reference)

StrategyBenefit
Conservation EasementsDonate development rights, huge deduction
Donor-Advised FundsImmediate deduction, give over time
Charitable Remainder TrustIncome now + deduction + avoid capital gains
QCDs (Age 70½+)IRA→charity, satisfies RMDs tax-free

Part II: Business Tax Strategies

(For full details, see our Business Tax Planning Guide)

Entity & Compensation Strategies (Strategies 34-41)

StrategyPotential SavingsWhat It Does
34. S-Corp Election$5K-$50K+/yearAvoid self-employment tax on distributions
35. QBI Deduction (199A)$5K-$250K/year20% deduction on business income
36. Accountable Plan$10K-$35K/yearTax-free employee expense reimbursements
37. HRA (Health Reimbursement)$2K-$7.5K/yearEmployer-funded medical reimbursements
38. Educational Assistance$2K-$10K/yearUp to $5,250/employee tax-free
39. Augusta Rule$1K-$10K/yearRent home to business 14 days tax-free
40. Multiple Entity Strategy$10K-$100K+/yearSeparate entities for tax optimization
41. IP Holding Company$10K-$50K/yearLicense IP from favorable jurisdictions

Depreciation & Cost Recovery (Strategies 42-50)

StrategyPotential SavingsBest For
42. 100% Bonus Depreciation$10K-$500K+/yearAny qualifying equipment (permanent!)
43. Section 179 ($2.5M limit)$5K-$250K/yearEquipment, vehicles, QIP
44. Cost Segregation$20K-$400K first yearProperties $500K+
45. Partial Asset Dispositions$10K-$50K per replacementWhen replacing building components
46. Heavy SUV Expensing$10K-$30KVehicles over 6,000 lbs
47. Qualified Improvement PropertyVaries15-year interior improvements + bonus
48. Repair vs. Capitalization$1K-$100K/yearStrategic classification
49. 1031 Exchange$25K-$150KDefer real estate gains
50. Installment SalesVariesSpread gains over multiple years

Business Tax Credits (Strategies 51-65)

CreditPotential SavingsWho Qualifies
51. R&D Tax Credit$5K-$250K+/yearSoftware, engineering, manufacturing process improvements
52. WOTC (Work Opportunity)$1K-$20K/yearHiring from targeted groups ($2.4K-$9.6K per employee)
53. ERC (Employee Retention)Up to $26K/employee2020-2021 retroactive (still claimable!)
54. 179D (Energy Deduction)$1.50-$5/sq ftEnergy-efficient buildings
55. Captive Insurance (831(b))$50K-$1M+/yearForm own insurance company
56-65. Other CreditsVariesDisabled access, small employer health, historic rehab, housing, renewable energy, state credits

Retirement & Benefits (Strategies 66-80)

Plan TypeContribution LimitBest For
66. Cash Balance PlanUp to $300K+/yearProfitable biz, owners 45+
67. Defined Benefit PlanUp to $300K/yearAge-based contributions
68. 401(k) Plans$23,500 + matchMost businesses
69. SEP IRAUp to $70K/yearSelf-employed, easy setup
70. SIMPLE IRA$16,000/yearSmall businesses under 100 employees
71. HSA$4,150 familyTriple tax advantage
72. HRAVariesEmployer-funded medical
73. Section 125 (Cafeteria)VariesPre-tax employee benefits
74-80. Advanced PlansVariesProfit-sharing, ESOP, NQDC, stock options

Real Estate Strategies (Quick Reference)

StrategySavingsWhat It Is
Real Estate Professional Status$10K-$100K+/year750+ hours → unlimited loss deductions
Opportunity Zones$20K-$100K+10+ year hold = permanent appreciation exclusion
1031 Exchange$25K-$150K+Defer capital gains on property sales
Cost Segregation$20K-$400K first yearAccelerate building depreciation


How to Use This Playbook

Start Here: Your 4-Step Action Plan

Step 1: Identify Your Category

  • Individual/Family taxpayer?
  • Business owner?
  • Real estate investor?
  • High net worth ($1M+ assets)?

Step 2: Find Your Top 3-5 Strategies

  • Look at the tables above
  • Find strategies with the highest savings for your situation
  • Mark the ones that apply to you

Step 3: Get Professional Help

  • Don't DIY complex strategies
  • Find a CPA who specializes in your needs
  • Consider bringing in specialists for specific strategies (cost seg, estate planning, etc.)

Step 4: Implement & Document

  • Start with the highest-ROI strategy first
  • Keep meticulous records
  • Review annually

What Changed with the One Big Beautiful Bill Act (July 4, 2025)

The biggest wins:

  • 100% bonus depreciation is permanent (was going away)
  • Section 179 doubled to $2.5M (was $1.25M)
  • 20% QBI deduction is permanent (was expiring)
  • SALT cap raised to $40K for earners under $500K (temporarily)

Common Questions

Q: Can I combine multiple strategies?

A: Yes! That's how you get massive savings. Example: S-Corp + QBI deduction + cost segregation + cash balance plan = $100K+ annual savings.

Q: Which strategies give the best return?

A: Cost segregation (10-50x ROI), R&D credits (ongoing), entity optimization (immediate impact).

Q: Will this trigger an audit?

A: Legitimate strategies done correctly won't increase audit risk. Avoid known problem areas (like kitchen cabinet misclassification) and maintain good documentation.

Q: Should I do this myself?

A: No. The savings from proper professional implementation far exceed the cost. DIY approaches miss opportunities and increase risk.


Next Steps: Get Started

This month:

  • Review this playbook
  • Identify 3-5 strategies that apply to you
  • Schedule meeting with your CPA

This quarter:

  • Implement your first high-ROI strategy
  • Gather documentation
  • Plan for year-end tax moves

This year:

  • Systematically implement multiple strategies
  • Track your tax savings
  • Adjust for next year

Deep Dive Resources

Want more detail on specific strategies?


Disclaimer: This guide is for educational purposes. Tax laws are complex and change frequently. Always consult qualified tax professionals before implementing any strategy.

Sources