Self-Directed IRA vs Solo 401(k): Checkbook Control, Prohibited Transactions, and UBIT/UDFI Explained

Self-Directed IRA vs Solo 401(k): Checkbook Control, Prohibited Transactions, and UBIT/UDFI Explained

Author: Lane Kawaoka, PE March 31, 2026 Duration: 1:29:05

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Self-Directed IRA vs Solo 401(k): Checkbook Control, Prohibited Transactions, and UBIT/UDFI Explained


Lane and John Park discuss how investors can use qualified retirement plan funds to invest in non-traditional assets like real estate and private equity through true self-directed structures, contrasting them with ā€œself-directedā€ brokerage accounts that still limit investments. They compare self-directed IRAs (which require an IRS-approved custodian) with Solo 401(k)s (which allow the account holder to be the trustee), explaining checkbook control via IRA LLCs or IRA trusts, including why trusts can reduce recurring LLC fees in states like California. The conversation covers Solo 401(k) eligibility (legitimate self-employment with no employees other than a spouse), higher contribution limits, Roth options, participant loans, and the exemption from UDFI. They also review prohibited investments (life insurance and collectibles), disqualified persons rules, UBIT/UDFI tax concepts, deal-funding timelines, and investor Q&A including a real-world UBIT surprise from new-build profits.


00:00 Intro to Self Direction

01:00 Solo 401k Eligibility

02:33 Why Big Brokers Fail

06:38 Checkbook Control Basics

09:13 IRA Trust Option

11:03 Solo 401k Advantages

13:13 SDIRA Setup and Funding

13:54 Custodian vs Control

20:46 Prohibited Assets Rules

23:04 Disqualified Individuals

25:28 UBIT and UDFI Taxes

28:25 UDFI Real Estate Example

31:26 Solo 401k Tax Exemption

33:47 Solo 401k Setup Details

36:18 Solo 401k Loan Feature

37:00 Plan Rules vs IRS

38:46 Contribution Limits Explained

42:13 Loan Terms and Repayment

43:28 Roth and Backdoor Strategies

46:43 Paying Kids and Audits

47:58 Punting Taxes with QRP

51:02 Setup Timeline and Funding

54:18 Checkbook Control Custodians

58:25 When QRP Investing Makes Sense

01:04:37 Retirement Tax Trap Parents

01:06:26 Parents Money Risk Choices

01:07:24 How Much to Retire

01:08:54 Stop Overfunding 401k

01:10:32 Back Into 4 Percent Rule

01:13:47 Financial Independence Mindset

01:14:53 Three Bucket Strategy

01:16:51 Kids Inheritance Limits

01:19:28 UBIT Surprise in Solo 401k

01:21:29 Blocker Corps and AI Learning

01:24:10 Finding the Right Tax Pro

01:28:17 Trivia and Wrap Up


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Lane Kawaoka is a developer and multi-family syndicator who owns 10,000+ rental units and is the leader of ā€œHui Deal Pipeline Clubā€ which has acquired over $2.1 Billion AUM of real estate by syndicating over $200 Million Dollars of private equity and most importantly distributed more than $45M back to our investors since 2016.


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Hosted by Lane Kawaoka, PE, The Wealth Elevator Podcast: Real Estate, Taxes, Investing is a practical conversation about building wealth beyond a traditional salary. Lane started in 2009, purchasing small rental properties while working as a W2 engineer, and has since helped manage over $2.1 billion in assets as a general partner. This journey forms the backbone of the discussions, where he breaks down a clear, three-step system for financial growth. You'll hear detailed explorations of alternative investments designed to diversify a portfolio, alongside deep dives into strategic tax planning. The focus is on actionable knowledge, moving from theory to the real-world mechanics of investing. Each episode aims to demystify complex topics, offering a path that has been personally traveled. This isn't about get-rich-quick schemes; it's a methodical look at creating lasting financial freedom through real estate and other asset classes. Tune into this podcast for straightforward advice from someone who has navigated the path from employee to investor, sharing lessons learned to help others elevate their own financial trajectory. The tone is direct and informed, rooted in Lane's professional engineering background, making complex subjects accessible for anyone ready to take control of their financial future.
Author: Language: English Episodes: 100

The Wealth Elevator Podcast: Real Estate, Taxes, Investing
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