Best Section 8 housing courses in 2026 - where to actually learn the business

Section 8 investing is a proven real estate strategy. Government-backed rent, long waitlists of tenants, and the ability to buy cheaper properties that still cash flow well. If you’re ready to learn the specifics, here’s what I found after going through the courses on Whop, Skool, Podia, and beyond.

Quick background if you’re new: Section 8 (the Housing Choice Voucher Program) means the government pays most or all of a tenant’s rent directly to you as the landlord. It’s legitimate, it’s been around for decades, and thousands of landlords use it successfully. There’s more paperwork than regular rentals (HUD inspections, housing authority processing) but the tradeoff is consistent, government-backed income.

House exterior representing real estate investment

Our #1 Section 8 Course Pick

Hold My Hand Wholesale walks you through Section 8 investing step-by-step with hands-on mentorship.

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The courses and communities worth looking at

Hold My Hand Wholesale (Whop) - $99.99/month

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1,800+ reviews, 50+ hours of live classes weekly, Section 8 + wholesaling + creative finance

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This is the best value I found. Over 1,800 reviews with a 4.9 rating on Whop. You get 50+ hours of live classes per week (yes, per week), one-on-one mentorship, an advanced Section 8 module, access to a network of 10,000+ wholesalers, and their BuyBox deal-finding software.

The live component is the big differentiator. Instead of watching pre-recorded videos from 2022, you’re getting real-time market analysis. Section 8 is one piece of a broader real estate education here (also covers wholesaling, fix and flip, creative finance), so if you’re interested in the full picture of real estate investing, this is probably the best community on Whop for it.

Best for: People who want comprehensive real estate education with Section 8 as a key component.

Investing Section 8 (Skool + Whop)

Apartment building exterior for Section 8 housing

Free Skool community run by Joseph (claims a $1.9M portfolio) with classroom content and live webinars. They also have a Whop presence with multiple course tiers: a low-ticket intro course, a full Section 8 course, and a deal-finder tool.

The free Skool community is a solid starting point for networking with other Section 8 investors. If you want structured video content, the Whop offerings go deeper.

Best for: People who want Section 8-specific education at multiple price points.

Section 8 Academy (Podia)

Positions itself as “the most detailed, in-depth course on the Section 8 program” with 70+ video lessons and one-on-one coaching. I couldn’t find reliable independent reviews, so ask for specifics about what the coaching includes before buying.

Section 8 Coaching by Wiseman Advising

A 5-module video course covering logistics, team building, finances, and deal evaluation. More straightforward than some of the guru operations, focused on actually being a Section 8 landlord.

Dr. Joe Asamoah’s Section 8 course

Recommended multiple times on Reddit and BiggerPockets, especially for the DC/DMV market. He’s been in the space for decades and has a more grounded, academic approach. His book on Section 8 investing is worth reading.

Best Section 8 Training on Whop

Hold My Hand Wholesale covers deal-finding, tenant placement, and scaling your Section 8 portfolio.

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What to avoid

Be cautious of anyone charging $5,000+ for Section 8 education. That money is better spent as a down payment on an actual property. Section 8 has some specific rules, but it’s not so complex that you need five figures to learn it. Your local housing authority literally publishes landlord guides and some even run free workshops.

Also, be wary of courses that only show luxury cars and mansions. The most successful Section 8 investors talk about cap rates and cash-on-cash returns, not Lamborghinis.

My recommendations

If you want the best all-around real estate education: Hold My Hand Wholesale on Whop ($99.99/month). The live classes, mentorship, and deal-finding tools make it the strongest option.

If you want Section 8-specific training: Investing Section 8 has dedicated courses on Whop at multiple price points. Start with the free Skool community.

Free resources worth using first: BiggerPockets forums, your local housing authority website, HUD’s published guides, and YouTube. These will give you a strong foundation before you invest in any paid course.


Ready to start learning Section 8 investing?

These are the Whop communities we recommend for Section 8 and real estate education:

Last updated: January 2026. Prices and availability may have changed since publication. We research courses using public reviews, community feedback, and platform data. We don’t buy every course we review. Some links on this page are affiliate links.

Top Section 8 Community

Hold My Hand Wholesale provides the mentorship and resources to build real wealth through Section 8 housing.

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