Eiduk Tax & Wealth

The Eiduk System™ S-Corp Quarterly Review Workpaper

70-Strategy Tax Optimization Framework - Quarterly Review & Meeting Minutes

Pay Less. Keep More. Build Wealth.
Systematic Tax Optimization For Business Owners

Meeting Information

The Eiduk Pathway™ Client Journey

Systematic tax optimization through 7 strategic phases • 38+ strategies • Building wealth while reducing taxes

P1
Foundation
6 Strategies
P2
Core Deductions
7 Strategies
P3
Retirement
10 Strategies
P4
Credits
7 Strategies
P5
Real Estate
8 Strategies
P6
Acquisitions
11 Strategies
P7
Exit & Wealth
10 Strategies
P8
Charitable
11 Strategies
Current Phase
P1: Foundation
Strategies Active
0 / 70
Est. Annual Savings
$0
Pathway Progress
0%

Quarterly Compliance Scorecard

0%
Compliance Score
0%
Items Complete
0/10
YTD Tax Savings
$0
Quarter
Q1

1. Client Snapshot

2. Prior Quarter Action Items - Follow Up

Action Item Due Date Responsible Current Status/Notes

3. Quarterly Compliance Checklist

Complete this section at the beginning of each quarterly review to ensure core S-Corp compliance.

Compliance Item Status Notes / Issues
Payroll Processing & Deposits
W-2 wages paid timely, 941 deposits current, no late penalties
Estimated Tax Payments
Federal & state quarterly estimates paid on time
S-Corp Election Status
No changes to shareholders, stock class, or eligibility requirements
Corporate Formalities
Separate bank accounts maintained, no commingling of funds
State Compliance
State registrations current, annual reports filed, franchise taxes paid
Books & Records
Accounting records current, reconciliations complete, backup maintained

4. Reasonable Compensation Summary

Document reasonable compensation determination. Full analysis maintained in RC Reports.

5. Shareholder Distribution Tracking (IRC §1368)

Track quarterly distributions to shareholders. Verify distributions do not exceed shareholder basis.

Shareholder Q1 Q2 Q3 Q4 YTD Total Notes
TOTAL
Important: Distributions are tax-free only to the extent of shareholder basis. Distributions exceeding basis are taxable as capital gains (IRC §1368). Maintain separate basis calculation worksheet for each shareholder.

6. Related Party Transaction Documentation

7. Estimated Tax Payment Tracking (IRC §6654)

Quarter Federal State
Required Paid Date Conf # Required Paid Date Conf #
Q1 (4/15)
Q2 (6/15)
Q3 (9/15)
Q4 (1/15)
TOTAL

8. Pass-Through Entity Tax (PTET) Election Tracker

Track PTET elections and payments for applicable states. Elections typically due by original return due date.

State Election Made? Election Date Payment Due Amount Paid Date Paid Notes
Common PTET Deadlines: IL - Original due date | CA - Original due date, $1K min/owner | NY - March 15 election, quarterly payments | Check state-specific rules for estimated payment requirements.

9. Phase 1: Foundation Strategies

These 6 foundation strategies form the basis of S-Corp tax optimization. Implement and maintain quarterly.

Target Savings: $8k-$20k | Strategies #1-6 (6 total)
Strategy & IRC Citation Q1 Q2 Q3 Q4 Documentation Required Annual Savings Notes
#1: Reasonable Compensation
IRC §3121(a)
#2: S-Corp Health Insurance
IRC §162(l)
#3: Accountable Plan
IRC §62(a)(2)(A)
#4: Augusta Rule
IRC §280A(g)
#5: Asset Reimbursement
IRC §162, §274
#6: Hiring Kids
IRC §73, §3121(b)(3)(A)

10. Phase 2: Core Deductions Strategies

Core business deductions with proper documentation. Review equipment purchases and timing strategies quarterly.

Target Savings: $5k-$25k | Strategies #7-13 (7 total)
Strategy & IRC Citation Q1 Q2 Q3 Q4 Documentation Required Annual Savings Notes
#7: Section 179 Election
IRC §179
#8: Bonus Depreciation
IRC §168(k)
#9: Home Office Deduction
IRC §280A(c)
#10: Vehicle Strategy
IRC §162, §274
#11: QBI Optimization
IRC §199A
#12: Timing Strategies
IRC §461, §451
#13: Inventory Method Optimization
IRC §263A, §472

11. Phase 3: Retirement & Benefits Strategies

Maximize tax-advantaged retirement savings. Review contribution limits and strategy mix each quarter.

Target Savings: $10k-$150k+ | Strategies #14-23 (10 total)
Strategy & IRC Citation Q1 Q2 Q3 Q4 Documentation Required Annual Savings Notes
#14: Solo 401(k)
IRC §401(k), §402(g)
#15: Profit Sharing 401(k)
IRC §401(a)(3)
#16: Cash Balance Plan
IRC §401(a), §415
#17: Mega Backdoor Roth
IRC §402(c), §401(k)
#18: HSA Triple Tax
IRC §223
#19: Backdoor Roth IRA
IRC §408A, §408(d)(2)
#20: Roth Conversions
IRC §408A(d)(3)
#21: Self-Directed Accounts
IRC §408, §4975
#22: QSEHRA/HRA
IRC §9831(d), §105
#23: Section 412(e)(3) DB Plan
IRC §412(e)(3)

12. Phase 4: Credits & Multistate Strategies

Tax credits and multistate optimization. Evaluate applicability and maintain documentation.

Target Savings: $8k-$50k | Strategies #24-30 (7 total)
Strategy & IRC Citation Q1 Q2 Q3 Q4 Documentation Required Annual Savings Notes
#24: R&D Tax Credit
IRC §41
#25: WOTC
IRC §51
#26: PTET Election
State-Specific
#27: State Tax Planning
Varies by State
#28: Energy Credits
IRC §30D, §45L, §179D
#29: IC-DISC
IRC §991-997
#30: Historic Rehabilitation Credits
IRC §47

13. Phase 5: Real Estate & PAL Strategies

Real estate strategies and passive activity optimization. Requires specific documentation and elections.

Target Savings: $30k-$150k+ | Strategies #31-38 (8 total)
Strategy & IRC Citation Q1 Q2 Q3 Q4 Documentation Required Annual Savings Notes
#31: RE Professional Status
IRC §469(c)(7)
#32: Cost Segregation Study
IRC §168, Rev Proc 87-56
#33: STR Loophole
IRC §469, Reg 1.469-1T(e)(3)
#34: Self-Rental Loophole
Reg 1.469-2(f)(6)
#35: 1031 Exchange
IRC §1031
#36: PAL Grouping Election
IRC §469, Reg 1.469-4
#37: Syndication Loophole
IRC §469(c)(7)(B)
#38: PIGs vs PALs Matching
IRC §469(d), Reg 1.469-2

14. Phase 6: Acquisitions & Leverage Strategies

Strategic asset purchases for maximum tax benefits. Implement as opportunities arise.

Target Savings: $50k-$350k+ | Strategies #39-49 (11 total)
Strategy & IRC Citation Q1 Q2 Q3 Q4 Documentation Required Annual Savings Notes
#39: Heavy Vehicle Strategy
IRC §179, §168(k)
#40: Oil & Gas Investments
IRC §263(c), §613A
#41: DST Investments
IRC §1031, Rev Rul 2004-86
#42: Opportunity Zone
IRC §1400Z-2
#43: Equipment Acquisition
IRC §179, §168(k), §465
#44: Captive Insurance ⚠️
IRC §831(b), §162
#45: Financed Business Insurance
IRC §264, §163
#46: Leveraged Technology Purchase
IRC §163, §179, §168(k)
#47: Film & Media Investment
IRC §181, §167(g)
#48: Software RTU Investment ⚠️
IRC §179, §168(k), §469
#49: Leveraged Trading Partnership
IRC §704(b), §465, §469

15. Phase 7: Exit & Wealth Transfer Strategies

Long-term wealth preservation and exit planning. Begin discussions 3-5 years before exit.

Target Savings: $50k-$500k+ | Strategies #50-59 (10 total)
Strategy & IRC Citation Q1 Q2 Q3 Q4 Documentation Required Annual Savings Notes
#50: QSBS Exclusion
IRC §1202
#51: Installment Sale
IRC §453
#52: ESOP Exit
IRC §1042
#53: CRT Strategy
IRC §664
#54: Family LP/LLC
IRC §2704, Rev Rul 93-12
#55: Stepped-Up Basis
IRC §1014
#56: Dynasty Trust
IRC §2601
#57: Deferred Sales Trust
IRC §453, §1001
#58: Buy-Sell Agreement Planning
IRC §2703, §302
#59: Stock Redemption
IRC §302, §318

16. Phase 8: Charitable & Philanthropic Strategies

Charitable planning strategies for clients with philanthropic intent. Available as project-based add-on for Premium clients with $2M+ net worth.

Target Savings: $55k-$350k+ | Strategies #60-70 (11 total) | Premium Add-On
Strategy & IRC Citation Q1 Q2 Q3 Q4 Documentation Required Annual Savings Notes
#60: Donor Advised Fund
IRC §170(f)(18)
#61: Private Foundation
IRC §501(c)(3), §4940-4945
#62: Supporting Organization
IRC §509(a)(3)
#63: CLAT
IRC §170(f)(2)(B), §2055
#64: CLUT
IRC §170(f)(2)(B)
#65: Charitable Pooled Income Fund
IRC §642(c)(5)
#66: Charitable LLC/Holding Company
IRC §170, §721
#67: Qualified Charitable Distribution
IRC §408(d)(8)
#68: Charitable Bargain Sale
IRC §1011(b)
#69: Conservation Easement ⚠️
IRC §170(h)
#70: Leveraged Charitable Giving
IRC §170, §163(d)

17. Investment Management Review

Wealth management integration with tax strategy - Coordinates with P3 Retirement (#14-23) and P7 Exit (#50-59) strategies.

17.1 Account Summary by Tax Status

Account Type Account Name / Custodian Balance Allocation % Strategy Ref Notes
PRE-TAX ACCOUNTS (Tax-Deferred)
Traditional IRA P3 #17 Backdoor
401(k) / Solo 401(k) P3 #12-13
SEP IRA P3 #12
Cash Balance Plan P3 #14
Pre-Tax Subtotal
TAX-FREE ACCOUNTS (Roth)
Roth IRA P3 #17-18
Roth 401(k) P3 #15 Mega
Tax-Free Subtotal
TAXABLE ACCOUNTS
Individual Brokerage
Joint Brokerage
Trust Account P7 #44 Dynasty
Taxable Subtotal
TRIPLE TAX-FREE
HSA P3 #16
TOTAL AUM 100%

16.2 Retirement Contributions - YTD

Account Type YTD Contributions 2025 Limit Remaining % of Max Strategy
401(k) Employee Deferral $23,500 P3 #12
401(k) Employer/Profit Sharing $46,500* P3 #13
Cash Balance Plan P3 #14
HSA P3 #16
Backdoor Roth IRA $7,000 P3 #17
Mega Backdoor Roth P3 #15
Total Retirement Contributions * $70,000 total 401(k) limit (2025) includes employee + employer

16.3 Tax-Aware Investment Review

Strategy Description / Action Notes / Details
Asset Location Tax-inefficient assets (bonds, REITs) in tax-deferred; growth stocks in Roth; muni bonds in taxable
Tax-Loss Harvesting Harvest losses in taxable accounts to offset gains; watch 30-day wash sale rule
Roth Conversion
P3 #18
Convert traditional to Roth in low-income years; fill up lower brackets
Qualified Dividends Prefer qualified dividends (0%/15%/20% rate) over ordinary income in taxable
Long-Term Gains
P7 #43
Hold appreciated assets >1 year for LTCG rates; consider stepped-up basis
Charitable Giving
P7 #41
Donate appreciated stock directly; use DAF for bunching; consider CRT
Rebalancing Rebalance in tax-advantaged accounts first; use new contributions to rebalance taxable
Beneficiary Review Verify beneficiaries current on all accounts; coordinate with estate plan
RMD Planning Required Minimum Distributions strategy; inherited IRA rules; QCD opportunity
NUA Strategy Net Unrealized Appreciation for company stock in 401(k); LTCG treatment on appreciation

17. Year-End Tax Planning Checklist

Review in Q3/Q4 meetings. Complete applicable items before December 31.

⚠️ Key Deadlines

Dec 31: Equipment purchases, charitable contributions
Dec 31: Retirement contributions (employer)
Dec 31: Bonus decisions & year-end payroll
Jan 15: Q4 estimated tax payment
Year-End Action Item Deadline Notes / Status
Income & Expense Review
Compare YTD to projections, identify timing opportunities
November
Bonus / Additional Salary
Evaluate additional W-2 wages vs. distribution strategy
Dec 31
Retirement Contributions
Max out 401(k), profit sharing, cash balance plan
Dec 31 (employer)
Equipment / Asset Purchases
Section 179, bonus depreciation opportunities
Dec 31
Expense Prepayment
Prepay rent, insurance, supplies (if cash basis)
Dec 31
Charitable Contributions
DAF funding, QCDs, direct donations
Dec 31
Final Distributions
Verify within basis, document properly
Dec 31
Annual Mileage Summary
Compile logs, record ending odometer
Dec 31
Accountable Plan Reimbursements
Submit all outstanding expense reports
Dec 31
Q4 Estimated Tax Review
Adjust final payment based on YTD results
Jan 15

18. New Action Items for Next Quarter

Action Item Due Date Responsible Priority Notes

19. Additional Discussion Points & Notes

Meeting Acknowledgment & Signatures

By signing below, we acknowledge that we have reviewed the above quarterly compliance items, discussed tax strategies, and agree to the action items outlined for the next quarter.

Client Signature

Advisor Signature

✓ Saved