
🌟 STEP 6ab — WHICH RETIREMENT ACCOUNT IS BEST FOR YOU?
Your Personalized Retirement Account Blueprint
Choose the Right Accounts → Build Wealth 2–10× Faster
⭐ INTRODUCTION — The Wrong Account Can Cost You Hundreds of Thousands
Choosing the wrong retirement account can cost you:
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Higher taxes
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Slower growth
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RMD penalties
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Lost matches
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Missed Roth opportunities
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Locked-up money you needed early
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UDFI tax traps (real estate investors)
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Thousands per YEAR in avoidable IRS bills
This lesson gives you the exact formula to choose:
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The right account
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In the right order
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For your tax bracket
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Based on your income
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Based on whether you own a business
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Based on whether you invest in real estate
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Based on whether you want tax-free or tax-deferred wealth
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Based on whether you want financial freedom early
By the end, you will know EXACTLY which retirement vehicles to use — now and for the rest of your life.
🔍 SECTION 1 — 🧩 The Five Factors That Determine Your Best Account
Choosing the right retirement account comes down to these 5 questions:
1️⃣ Do you have an employer match?
2️⃣ Do you want tax-free or tax-deferred wealth?
3️⃣ Are you self-employed or a W-2 employee?
4️⃣ What is your tax bracket today vs later?
5️⃣ Do you invest in real estate or run a business?
Everything else is secondary.
Let’s walk through the factors.
🏢 SECTION 2 — Employer Match: If You Have It, This Is Your Starting Point
Why this matters
Employer match = guaranteed return that beats every other investment on Earth.
If you have a match → ALWAYS contribute up to the match.
This is non-negotiable.
Best Account for You (Step 1):
✔ Employer 401(k) or 403(b) (up to the match)
🩺 SECTION 3 — HSA: The Best Account for Almost Everyone
If you are eligible for an HSA:
This is your #1 ZERO-FAIL retirement account.
Why?
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Tax deductible
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Tax-free growth
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Tax-free withdrawals
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Becomes a Traditional IRA at age 65
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Can be used NOW for medical tax-free
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Can invest inside it
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Better than Roth AND Traditional mathematically
Best Account for You (Step 2):
✔ HSA
🟪 SECTION 4 — Roth vs Traditional: Your Tax Personality
Before choosing an account, choose:
🟪 If you want tax-free retirement → Roth
Choose this if:
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You are early in your career
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You expect taxes to rise
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You invest in real estate (paper losses lower taxable income)
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You own a business (deductions lower taxable income)
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You want full retirement freedom
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You want no RMDs
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You want to leave tax-free money to heirs
🟥 If you want to reduce taxes NOW → Traditional
Choose this if:
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You're in a high tax bracket
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You need to lower AGI
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You want to qualify for ACA subsidies
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You want to reduce Medicare taxes
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You want to manage taxable income for REP (Real Estate Professional)
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You are preparing for Roth conversions later
💼 SECTION 5 — Are You Self-Employed or a Business Owner?
This determines whether you should use:
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Solo 401(k)
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SEP IRA
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SIMPLE IRA
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Mega Backdoor Roth
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Self-Directed accounts
🛠 If you are self-employed → BEST account is:
✔ Solo 401(k)
Why?
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Highest contribution potential
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Roth + Traditional options
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After-tax option for Mega Backdoor Roth
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No pro-rata rule
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No UDFI on leveraged real estate (HUGE for investors)
🟫 If you want simplicity →
✔ SEP IRA
(But avoid if you want Backdoor Roth strategy)
🟨 If you have employees →
✔ SIMPLE IRA
(Least powerful, but cheap & easy)
🏠 SECTION 6 — Do You Invest in Real Estate? (This changes EVERYTHING)
Real estate investors get:
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Depreciation
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Bonus depreciation
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Cost segregation
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STR loophole
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Real estate professional status
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Passive activity losses
Which LOWER taxable income, sometimes to zero.
Therefore:
Real estate investors almost always choose ROTH.
Because:
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Traditional gives no deduction if taxable income is near zero
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Roth gives unlimited tax-free growth
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You can borrow against real estate → tax-free cashflow
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Roth keeps IRS out of your retirement
🧮 SECTION 7 — Your Personalized Decision Tree (Follow This EXACT Flow)
This is the cleanest “choose the right account” model on the internet.
🎯 STEP 1 — Do you have an employer match?
✔ Yes → Contribute up to the match first
✘ No → Skip to Step 2
🎯 STEP 2 — Are you eligible for an HSA?
✔ Yes → Max HSA next
✘ No → Step 3
🎯 STEP 3 — Are you in a low tax bracket?
✔ Yes → Use Roth IRA next
✘ No → Step 4
🎯 STEP 4 — Are you self-employed?
✔ Yes → Solo 401(k) / Roth Solo 401(k)
✘ No → Step 5
🎯 STEP 5 — Does your employer offer Roth 401(k)?
✔ Yes → Use Roth 401(k) next
✘ No → Step 6
🎯 STEP 6 — Does your employer allow after-tax contributions?
✔ Yes → Mega Backdoor Roth
✘ No → Step 7
🎯 STEP 7 — Want simplicity as a business owner?
✔ SEP IRA / SIMPLE IRA
✘ Choose Solo 401(k)
🎯 STEP 8 — Have additional money to invest?
✔ Taxable Brokerage
✔ Private funds, REITs, syndications
✔ Real estate
✔ Cashflow multipliers
📊 SECTION 8 — Which Account Is Best for Your Situation? (Profiles)
🟢 Profile 1: Young Employee (Age 22–32)
Income: Low → medium
Tax bracket: Low
Goal: Early financial freedom
Best Accounts
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Employer Match
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HSA
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Roth IRA
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Roth 401(k)
Why?
Low taxes now → build tax-free empire.
🔵 Profile 2: Mid-Career Professional (Age 33–50)
Income: Medium → high
Tax bracket: Medium → high
Goal: Lower taxes now
Best Accounts
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Employer Match
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HSA
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Traditional 401(k)
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Backdoor Roth IRA
Why?
Higher taxes now → shift income later.
🟣 Profile 3: Self-Employed Entrepreneur (Any Age)
Income: Variable
Goal: Max contributions + tax strategy
Best Accounts
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Solo 401(k)
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Roth Solo 401(k)
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HSA
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Backdoor & Mega Backdoor Roth
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Self-Directed 401(k)
Why?
Business deductions + huge limits.
🟧 Profile 4: Real Estate Investor
Income: Moderate → high
Taxable income: Low or zero
Goal: Max tax efficiency + leverage
Best Accounts
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Roth IRA
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Roth Solo 401(k)
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Self-Directed Solo 401(k) for real estate
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HSA
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Taxable brokerage for liquidity
Why?
Real estate reduces taxable income → Roth becomes perfect.
🔴 Profile 5: High-Net-Worth Individual (Age 45–70)
Income: High
Goal: Reduce tax burden + Roth expansion
Best Accounts
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HSA
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Employer Match
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Roth IRA (Backdoor)
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Roth 401(k)
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Mega Backdoor Roth
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Taxable
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Private investments
Why?
Tax diversification + estate planning.
⚠️ SECTION 9 — Common Mistakes to Avoid
🚫 Putting money in taxable before Roth or HSA
🚫 Missing employer match
🚫 Choosing Traditional in a low-tax year
🚫 Doing SEP IRA instead of Solo 401(k)
🚫 Forgetting that Roth avoids RMDs
🚫 Not using HSA as a retirement account
🚫 Using SD IRA for leveraged real estate (UDFI problem)
🚫 Not preparing for Roth conversions in low-income years
🟢 SECTION 10 — Your Final Action Plan
✔ Step 1: Capture employer match
✔ Step 2: Max HSA
✔ Step 3: Choose Roth or Traditional based on tax bracket
✔ Step 4: Max Roth IRA
✔ Step 5: Use Roth 401(k) next
✔ Step 6: Use Mega Backdoor Roth if available
✔ Step 7: If self-employed → Use Solo 401(k)
✔ Step 8: Add SEP/SIMPLE only if needed
✔ Step 9: Use taxable brokerage for overflow
✔ Step 10: Build advanced vehicles (private funds, REITs, syndications)
This gives you a personalized, optimized, perfect retirement account plan.
