Masters in Business – At The Money: How to Max Out Your Small Business Retirement Plan
Podcast Host: Barry Ritholtz (Bloomberg)
Guest: Dan LaRosa, Corporate Retirement Planning Group, Ritholtz Wealth Management
Date: April 29, 2026
Episode Overview
This episode dives deep into the increasingly complex world of small business retirement savings, specifically focusing on how small business owners, solo practitioners, and side hustlers can optimize and “max out” their tax-advantaged retirement plans. Barry Ritholtz and his partner, Dan LaRosa, unpack the pros and cons of SEP IRAs, Solo 401(k)s (with and without the Mega Backdoor Roth option), and defined benefit plans—demystifying contribution limits, eligibility, compliance, and strategic use for both business owners and their spouses. If you run your own shop or earn side income, this is your blueprint for turbocharging long-term wealth.
Key Discussion Points and Insights
1. Core Retirement Plan Options for Small Businesses
- Primary Tools: SEP IRA, Solo 401(k), Solo 401(k) with Mega Backdoor Roth, and Defined Benefit (Cash Balance) plans.
- Plan Selection Drivers: Simplicity, flexibility, contribution limits, and whether your income is steady/high or fluctuates.
“A lot of people default to a SEP. Even if you’re in a situation where the Solo K might actually be a better option...the SEP is just simpler. And it’s often the first thing your CPA is going to mention to you.” – Dan LaRosa (03:23)
2. Contribution Limits and Mechanics
- SEP IRA & Solo 401(k) Limits: Both have a $72,000 max (for 2026); key difference is how you reach that limit.
- SEP: 20% of net income; need $360,000 compensation to max out.
- Solo 401(k): Allows for higher contributions with lower income (maxed out at ~$235-240k).
- Mega Backdoor Roth: Potentially put full $72,000 into Roth via Solo 401(k) if $72,000 of net income.
- Multiple Plans: The $24,500 employee deferral limit is aggregated across all plans, but $72,000 plan limit is per plan.
“Each plan has its own $72,000 limit...So what you can do if you have a side hustle...set up a solo 401(k) or SEP—as long as your income is high enough, you can make additional contributions into that retirement plan of up to $72,000.” – Dan LaRosa (04:39)
3. Choosing the Right Plan
- Income & Objectives Matter:
- Lower, unpredictable income? Solo 401(k) offers maximum flexibility and contribution on lower income.
- Want Roth dollars? Only the Solo 401(k) with Mega Backdoor Roth feature allows it up to $72,000.
- Consistently high income, traditional tax deferral? SEP is simple and effective.
“If your income is on the lower side...the Solo K is going to certainly allow the most flexibility...If Roth contributions are the objective, you just can’t beat the Solo K with the Mega Backdoor Roth...” – Dan LaRosa (07:01)
4. Employee Eligibility & Family Businesses
- Solo 401(k): If you have eligible W-2 employees (other than owners/spouses), you can’t use it.
- SEP IRA: Triggered by ‘three out of five years’ rule; eligible employees get the same contribution rate as the owner (can get expensive).
- Spouses: Can be covered, treated as a co-owner or partner. Both spouses (if they draw wages) can max out contributions.
“A solo K can have multiple partners...As long as there are no non-owner employees, you’re good to go.” – Dan LaRosa (08:42)
5. Administration, Compliance, and Deadlines
- Simplicity:
- SEP is easiest—few forms, no annual filings, owner tracks contributions.
- Solo 401(k) – More complex; issues arise when assets top $250,000—must file Form 5500EZ (real penalties for missing this).
- Deadlines:
- Both plans can generally be set up and funded for the previous year up to the tax filing deadline (plus extensions).
- Full Solo 401(k) flexibility only if set up by April 15; after that, only employer contributions possible for that year.
“SEP is the easiest for sure...With the Solo 401(k)...once the plan reaches $250,000...a Form 5500EZ must be filed...it’s $250 a day up to $150,000.” – Dan LaRosa (10:28)
6. Succession, Exit, and Flexibility
- Solo 401(k): Each owner can contribute different amounts; more flexible for adding/removing partners.
- SEP IRA: Pro-rata contributions for everyone; less flexibility if partners have different goals.
“The Solo K is always going to give you more flexibility than the SEP...they can each contribute different amounts...In a SEP, contributions are pro rata...” – Dan LaRosa (13:06)
7. Creditor Protection and ERISA Issues
- Employer 401(k)s and Defined Benefit plans: Best ERISA creditor protection.
- Solo 401(k)s and SEPs: Not covered by ERISA, same protection as IRAs. If you need more, consider rolling funds into an employer 401(k).
“SEPs and Solo Ks are on the same level in terms of creditor protection, the same as a regular IRA.” – Dan LaRosa (13:58)
8. Supercharging Household Retirement Savings
- A spouse legitimately on payroll can establish their own SEP or Solo 401(k)—can dramatically increase household contributions.
“It’s an easy way to kind of supercharge your household savings is adding your spouse to your solo practice retirement plan.” – Dan LaRosa (15:31)
Notable Quotes & Memorable Moments
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On maximizing contributions with multiple businesses:
“Each plan has its own $72,000 limit...what you can do if you have a side hustle...set up a solo 401(k) with a Mega Backdoor Roth or even just a regular solo K or SEP.” – Dan LaRosa (04:39)
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On why people default to simpler plans:
“A lot of people just kind of default to a SEP because it’s easier. But it really depends on your income and your objectives.” – Dan LaRosa (07:01)
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On compliance risk:
“Once the plan reaches a total of $250,000...Form 5500EZ must be filed...It’s $250 a day up to $150,000.” – Dan LaRosa (10:28)
-
On partner and spouse participation:
“A solo K can have multiple partners...and each of the spouses...As long as there are no non-owner employees, you’re good to go.” – Dan LaRosa (08:42)
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On creditor protection:
“SEPs and Solo Ks are on the same level in terms of creditor protection, the same as a regular IRA.” – Dan LaRosa (13:58)
Important Timestamps
- Plan overview and selection basics: 03:23 – 04:01
- Rules for side hustles and contribution stacking: 04:39 – 05:21
- SEP vs. Solo 401(k) vs. Mega Backdoor Roth – which to choose & why: 07:01 – 07:48
- Employee eligibility, spouse involvement, multi-partner scenarios: 08:26 – 09:56
- Administration, Form 5500EZ, compliance penalties: 10:28 – 11:25
- Set up and funding deadlines, retroactive funding options: 11:43 – 12:46
- Succession/exit flexibility and challenges: 13:06 – 13:40
- Creditor and ERISA protection distinctions: 13:58 – 14:49
- Spouse contribution strategies for maxing out household savings: 15:31 – 16:10
- Final call to action for business owners: 16:10 – 16:32
Conclusion / Action Steps
Barry sums it up: Small business owners and solo practitioners have an “enormous way to accumulate wealth over the next 10 or 20 years” using the right blend of SEP, Solo 401(k), and Mega Backdoor Roth options—and it’s essential to consult your financial and tax advisors to devise the optimal setup for your income, business structure, and long-term ambitions.
“If you’re a small business owner or solo practitioner and you haven’t taken advantage...speak to your...financial advisor, accountant, tax professional and get hopping on this.”
– Barry Ritholtz (16:10)
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