High-income earners above the Roth IRA income limit (approximately $165,000 single / $246,000 MFJ in 2026) can make a non-deductible traditional IRA contribution and immediately convert it to a Roth IRA.
The pro-rata rule applies if you have other pre-tax IRA balances — roll them into your employer 401(k) first. File Form 8606 every year.
Existing pre-tax IRA balances trigger the pro-rata rule, reducing tax efficiency.
Health Savings Accounts offer a triple tax advantage: contributions are tax-deductible, growth is tax-free, and withdrawals for qualified medical expenses are tax-free. The OBBBA also expanded HSA eligibility to include bronze and catastrophic plans starting 2026.
Contributing $8,750 (family) to an HSA in 2026 saves $3,237 in taxes at a 37% rate. Investing the balance for 20 years at 7% grows to $33,800+ tax-free.
After age 65, HSA funds can be used for any purpose (taxed like a traditional IRA). Invest HSA funds rather than spending them — let them grow for retirement healthcare costs.
A UNK client enrolled in a high-deductible health plan and had been contributing only $1,000/year to his HSA — far below the maximum. Uncle Kam helped him maximize contributions ($8,750 for family coverage in 2026), invest the HSA balance in index funds instead of leaving it in cash, and pay all current medical expenses out of pocket while saving receipts. After 10 years, the client has $120,000 in tax-free HSA assets that can be used for medical expenses at any age — or withdrawn penalty-free for any purpose after age 65.
An HSA is the only account with triple tax benefits. If you have a qualifying health plan, you should be maxing it every year. Book a call.
Be the Next Win — Book a CallA Health Savings Account (HSA) offers three tax benefits: (1) contributions are tax-deductible, (2) the balance grows tax-free, and (3) withdrawals for qualified medical expenses are tax-free. No other account offers all three benefits simultaneously. After age 65, HSA funds can be withdrawn for any purpose (taxed as ordinary income, like a Traditional IRA).
The 2026 HSA contribution limits are $4,400 for self-only coverage and $8,750 for family coverage. Individuals age 55 or older can contribute an additional $1,000 catch-up contribution. The OBBBA also expanded HSA eligibility to include bronze and catastrophic health plans starting in 2026.
In 2026, an HDHP must have a minimum deductible of approximately $1,700 (self-only) or $3,400 (family) and maximum out-of-pocket limits of approximately $8,500 (self-only) or $17,000 (family). The OBBBA also expanded eligibility to bronze and catastrophic ACA plans starting in 2026 — check with your plan administrator.
Yes — and this is the most powerful HSA strategy. Instead of leaving HSA funds in a low-interest cash account, invest them in index funds or ETFs for tax-free growth. Many HSA providers (Fidelity, Lively, HSA Bank) offer investment options. Paying current medical expenses out of pocket and letting the HSA grow invested is the optimal long-term approach.
Before age 65, non-medical HSA withdrawals are subject to income tax plus a 20% penalty. After age 65, non-medical withdrawals are taxed as ordinary income (like a Traditional IRA) with no penalty. This makes the HSA a powerful retirement account that also covers medical expenses tax-free.
Self-employed individuals and small business owners can contribute up to 25% of net self-employment income (maximum $72,000 in 2026) to a SEP-IRA with minimal administrative requirements.
A freelancer earning $150,000 contributes $27,500 (25% × $110,000 net SE income) to a SEP-IRA, saving $10,175 in taxes at a 37% rate.
Simpler than a Solo 401(k) but lower contribution limits for high earners. Can be established and funded up to the tax deadline including extensions.
A UNK client was a freelance photographer who had just filed for a tax extension. She had $95,000 in net self-employment income and no retirement plan. Uncle Kam informed her that a SEP-IRA could be opened and funded up to the tax filing deadline — including extensions. She contributed $17,666 (the maximum 25% of net SE income after the SE deduction) in April, reducing her taxable income by $17,666 and saving $4,240 in federal taxes and $2,500 in SE taxes.
Self-employed and haven't set up a retirement plan? A SEP-IRA can be opened and funded up to your tax deadline. Book a call today.
Be the Next Win — Book a CallA Simplified Employee Pension (SEP-IRA) is a retirement account for self-employed individuals and small business owners. It allows contributions of up to 25% of net self-employment income (after the SE tax deduction), with a maximum of $72,000 in 2026. Any self-employed person with net income can open a SEP-IRA.
A SEP-IRA can be opened and funded up to the tax filing deadline, including extensions. For a sole proprietor, this means you can open a SEP-IRA and make a 2026 contribution as late as October 15, 2027 (with an extension). This makes it the most flexible retirement plan for last-minute tax planning.
The SEP-IRA contribution limit is 25% of net self-employment income (after deducting half of self-employment tax), up to a maximum of $72,000 in 2026. For a freelancer with $100,000 in net income, the maximum SEP-IRA contribution is approximately $18,587.
For most self-employed individuals, a Solo 401(k) allows higher contributions because it includes both employee deferrals and employer contributions. A SEP-IRA is simpler to administer and can be opened after year-end. If you want maximum contributions and are willing to manage payroll, the Solo 401(k) wins. If simplicity is the priority, the SEP-IRA is excellent.
Yes. SEP-IRA contributions do not affect your ability to contribute to a Roth IRA (subject to income limits) or use the backdoor Roth strategy. However, having pre-tax SEP-IRA funds can complicate backdoor Roth conversions due to the pro-rata rule. Uncle Kam helps clients navigate this interaction.
Small businesses with 100 or fewer employees receive a tax credit of up to $5,000 per year for 3 years for the costs of starting a new retirement plan, plus an additional credit for employer contributions.
A 10-person company starting a 401(k) receives $5,000/year for 3 years = $15,000 in direct tax credits, covering most of the setup and administration costs.
SECURE 2.0 (2023) increased the credit and added a 100% employer contribution credit for plans with 50 or fewer employees.
A UNK client owned a landscaping company with 12 employees and had never offered a retirement plan. Uncle Kam showed him the SECURE 2.0 Act's enhanced startup credit: for businesses with 50 or fewer employees, the credit covers 100% of plan startup costs (up to $5,000/year) for the first 3 years — a potential $15,000 in credits. The client set up a Safe Harbor 401(k), claimed the full $5,000 startup credit in Year 1, and also qualified for an additional $500/year credit for adding automatic enrollment. Total Year 1 credits: $5,500.
Small business with no retirement plan? The government will pay you up to $15,000 to start one. Book a call to set it up.
Be the Next Win — Book a CallThe Retirement Plan Startup Credit (Form 8881) provides a tax credit for small businesses that establish a new qualified retirement plan (401(k), SEP-IRA, SIMPLE IRA, or defined benefit plan). Under SECURE 2.0, businesses with 50 or fewer employees can claim 100% of eligible startup costs up to $5,000/year for the first 3 years — a maximum of $15,000 in total credits.
Eligible startup costs include: plan setup and administration fees, employee education and enrollment costs, and costs to set up payroll integration. The credit covers 100% of these costs for businesses with 50 or fewer employees, and 50% for businesses with 51-100 employees. Businesses with more than 100 employees do not qualify.
Yes — SECURE 2.0 added a $500/year credit for plans that include automatic enrollment features. This credit is available for the first 3 years of the plan and stacks on top of the startup cost credit. A plan with automatic enrollment can generate up to $16,500 in total credits over 3 years ($15,000 startup + $1,500 auto-enrollment).
No — the startup credit is only available for new plans. If you already have a retirement plan and want to add features (like automatic enrollment), you may qualify for the auto-enrollment credit but not the startup cost credit. The plan must be established for the first time to qualify for the startup credit.
The best plan depends on your goals: a Safe Harbor 401(k) avoids discrimination testing and allows maximum contributions for owner-employees; a SIMPLE IRA is easier to administer but has lower contribution limits; a SEP-IRA is easy to set up but requires proportional contributions for all eligible employees. Uncle Kam can model the contribution and tax savings for each option based on your payroll.
Self-employed individuals have access to powerful retirement plans — Solo 401(k), SEP-IRA, SIMPLE IRA — with contribution limits far exceeding W-2 employee options.
Maximizing a Solo 401(k) at ~$70,000 in 2026 saves $25,900 at a 37% rate — the equivalent of a $25,900 tax refund.
Solo 401(k) allows the highest contributions for most self-employed individuals. SEP-IRA is simpler but limited to 25% of net earnings.
A UNK client earned $160,000 as a freelance videographer and had no retirement plan in place. Uncle Kam compared the options side by side: a SEP-IRA would allow $29,535 in contributions; a Solo 401(k) would allow $52,000 (employee deferral plus profit-sharing). The client chose the Solo 401(k), contributed the full $52,000, and saved $19,240 in federal taxes at his 37% marginal rate. He also elected a Roth contribution option within the Solo 401(k) to build tax-free growth alongside the pre-tax bucket.
Self-employed with no retirement plan? Every year without one is money left on the table. Book a call to set up the right plan for your income level.
Be the Next Win — Book a CallSelf-employed individuals can choose from a SEP-IRA (up to 25% of net self-employment income, max $72,000 in 2026), a Solo 401(k) (up to ~$70,000 plus $7,500 catch-up if over 50), a SIMPLE IRA, or a Defined Benefit Plan (which can shelter $100,000+ annually for high earners). The Solo 401(k) is typically the best option for most self-employed individuals because it allows both employee deferrals and employer contributions.
In 2026, a Solo 401(k) allows up to $24,500 as an employee deferral (plus $7,500 catch-up if over 50) plus up to 25% of net self-employment income as an employer contribution, for a combined maximum of approximately $70,000 ($77,500 with catch-up). This is significantly higher than a SEP-IRA for most income levels.
Generally no — you cannot contribute to both a Solo 401(k) and a SEP-IRA for the same self-employment income in the same year. However, you can have a Solo 401(k) for your self-employment income and participate in an employer's 401(k) at a day job, though combined employee deferrals across all plans are capped at $24,500 in 2026.
You must establish a Solo 401(k) by December 31 of the tax year to make employee deferrals for that year. Employer profit-sharing contributions can be made up to the tax filing deadline (including extensions). A SEP-IRA, by contrast, can be established and funded up to the tax filing deadline.
No — retirement contributions reduce income tax but not self-employment tax. SE tax is calculated on net self-employment income before retirement contributions. However, the deduction for half of SE tax reduces your AGI, which in turn reduces the base on which retirement contribution limits are calculated.
Contribute after-tax dollars to a 401(k) plan (up to the ~$70,000 total 2026 limit minus pre-tax contributions) and convert them to Roth, creating tax-free growth on a much larger balance.
Contributing $46,000 in after-tax 401(k) and converting to Roth annually for 20 years at 7% growth = $1.9M in tax-free retirement assets.
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Book A Free Strategy Call to UnlockA self-directed IRA allows investment in alternative assets including real estate, private loans, and businesses — generating tax-deferred (Traditional) or tax-free (Roth) returns.
A Roth self-directed IRA that purchases a $300,000 rental property generating $24,000/year in rent: all rental income and appreciation grow completely tax-free.
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Book A Free Strategy Call to UnlockExecutives and highly compensated employees can defer a portion of their compensation to future years, deferring income tax until the funds are received — typically in lower-income retirement years.
Deferring $200,000 in bonus income from a 37% bracket to retirement at a 24% bracket saves $26,000 in taxes on that deferral.
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Book A Free Strategy Call to UnlockA defined benefit plan allows high-income self-employed individuals and business owners to contribute $200,000–$300,000 per year based on actuarial calculations, far exceeding 401(k) limits.
A physician earning $500,000 contributes $265,000 to a defined benefit plan, saving $98,050 in taxes at a 37% rate — far exceeding the $69,000 Solo 401(k) limit.
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Book A Free Strategy Call to UnlockQualify as a Real Estate Professional to treat all rental losses as non-passive, allowing unlimited deduction against any income including W-2 wages. Requires 750+ hours per year in real estate activities.
A physician earning $400,000 W-2 whose spouse qualifies as a REPS can deduct $200,000 in rental losses, saving $74,000 in federal taxes.
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Book A Free Strategy Call to UnlockTransfer appreciated assets into a CRT, receive an immediate charitable deduction, avoid capital gains on the sale, and receive income payments for life or a term of years.
Transferring $1M in appreciated stock (basis $100,000) to a CRT eliminates $180,000 in capital gains tax, generates a $300,000+ charitable deduction, and provides lifetime income.
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Book A Free Strategy Call to UnlockNon-qualified deferred compensation plans allow highly compensated employees to defer a portion of salary or bonus to a future date, deferring income taxes until distribution.
An executive deferring $200,000 of bonus income at a 37% rate saves $74,000 in current-year taxes. If distributed at a 24% rate in retirement, permanent savings of $26,000.
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Book A Free Strategy Call to UnlockThe STR Loophole is the most powerful strategy for W-2 earners to offset ordinary income with real estate losses.
A Cash Balance Plan can shelter $150,000–$300,000/year for high-income professionals.
REPS status eliminates the passive activity loss limitation — but requires your spouse to qualify.
This write-off is commonly used by the following taxpayer profiles. Click to see all strategies for your situation.
