The Prosperity Society Membership
Everything inside the Society.
120+ on-demand lessons across seven pillars. Bi-weekly live Q&A with Ronnie. One membership. Cancel anytime.
The problem
Your tax bill isn't the result of tax law. It's the result of what you didn't know to ask.
Every year, two people with identical incomes pay wildly different tax bills. The difference isn't intelligence, income level, or who their accountant is.
The difference is one of them knew which questions to ask, which structures to set up, which deductions to track, which moves to time, and which conversations to have with their CPA before December — not in April.
The Prosperity Society teaches you to be that person.
The curriculum
Seven pillars. 120+ lessons.
Watch in any order. Drop in for a single answer, or work through the full path. Members get everything below — plus every new lesson Ronnie publishes.
01 Foundations
If you've never opened a tax return on purpose, start here. Plain English, no jargon. The mental model that everything else hangs on.
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Foundations
If you've never opened a tax return on purpose, start here. Plain English, no jargon. The mental model that everything else hangs on.
→ How taxes actually work
→ The lifetime tax bill
→ Income vs. wealth
→ The math that changes everything
02 Personal tax strategy
How to legally and ethically pay less. The deductions, credits, and timing moves your CPA might not bring up unless you ask exactly the right way.
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Personal tax strategy
How to legally and ethically pay less. The deductions, credits, and timing moves your CPA might not bring up unless you ask exactly the right way.
→ Deductions most people miss
→ Tax-advantaged accounts
→ Charitable strategies
→ Multi-year planning
03 Business tax strategy
Entity choice, owner-comp, retirement vehicles, and the deductions most operators forget to ask about.
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Business tax strategy
Entity choice, owner-comp, retirement vehicles, and the deductions most operators forget to ask about.
→ Owner-comp strategies
→ Retirement vehicles for owners
→ Vehicle and home office
→ Hiring family
04 Corporate structures
Sole prop vs LLC vs S-corp vs C-corp — explained without the cargo-cult opinions. When to switch, when to stay, when to layer.
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Corporate structures
Sole prop vs LLC vs S-corp vs C-corp — explained without the cargo-cult opinions. When to switch, when to stay, when to layer.
→ Sole prop vs LLC
→ When S-corp pays off
→ C-corp use cases
→ Holding company structures
05 Real estate strategy
Cost segregation, depreciation, REPS, and the mechanics of building wealth on someone else's debt — without the YouTube-guru hand-waving.
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Real estate strategy
Cost segregation, depreciation, REPS, and the mechanics of building wealth on someone else's debt — without the YouTube-guru hand-waving.
→ Cost segregation basics
→ Depreciation deep-dive
→ Real estate professional status
→ 1031 exchanges
06 Business deductions
The line items that hide in plain sight on every entrepreneur's P&L. What's actually deductible. What's audit-bait. Where the line is.
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Business deductions
The line items that hide in plain sight on every entrepreneur's P&L. What's actually deductible. What's audit-bait. Where the line is.
→ Travel and meals — the real rules
→ Home office
→ Equipment and software
→ Edge-case deductions
07 Advanced planning
When to switch entity, how to time income, the multi-year moves that compound, and the conversations to have with your CPA before December.
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Advanced planning
When to switch entity, how to time income, the multi-year moves that compound, and the conversations to have with your CPA before December.
→ Year-end checklist
→ Income timing
→ Estate basics
→ Bringing it to your CPA
The conversion math
One missed deduction usually costs more than a year of membership.
Members tell us they recover the price of membership in the first month — usually before they finish the Foundations module.
The live element
Bring your numbers. Get your answers.
Twice a month, members get Ronnie on Zoom. Bring your real situation, ask the kind of nuanced question your accountant doesn't have time for, and get an answer in real time.
- →Bi-weekly Zoom sessions, ~60–90 minutes each
- →Submit questions ahead, ask live, or just listen
- →Replays in the member portal — never miss one
- →Searchable archive — what's already been answered, already answered
Membership
One membership. One annual price.
No monthly tier, no upsell ladder. The same membership every member of the Society gets — paid yearly, cancellable anytime.
The Prosperity Society
Billed annually · Cancel anytime
- →Full library — every video lesson Ronnie has published, plus every new one during your membership
- →Knowledge Base — searchable guides and frameworks
- →Live Zoom Q&A with Ronnie — bring your real numbers, get real answers
- →Member community — discuss with other professionals and entrepreneurs
- →Free "Intro to The Prosperity Society" video series — preview before you buy
Secure checkout · Stripe
Existing member? Log in here →
FAQ
Frequently asked
Who is this for? +
Entrepreneurs, freelancers, professionals, and high-earning W-2 folks who want to understand their finances instead of outsourcing the understanding. If you've ever finished tax season feeling like you got hosed and weren't sure why, this is for you.
It's NOT for people looking for individualized tax advice. Members can ask Ronnie questions on the live calls, but The Prosperity Society is education — not a CPA engagement. (Ronnie's CPA practice is RNW CPAs, separately.)
Will this replace my CPA? +
No — and that's by design. The Prosperity Society makes you a better client of whatever CPA you work with. Members regularly tell us their accountant said "good question — most of my clients don't ask that." That's the point.
How is the content delivered? +
All lessons are pre-recorded video, hosted on Bunny.net, and delivered through your member portal. Watch on any device, on any schedule, in any order. Plus the bi-weekly live Zoom Q&A — replays available if you can't make it live.
How often is new content added? +
Ronnie publishes new lessons regularly — when tax law changes, when a member question reveals a topic worth a deep dive, or when a new strategy emerges that's worth covering. Members get every new lesson, free, for as long as they're a member.
How does billing work? +
Membership is annual — $499 per year for the full library, all live sessions, and every new lesson Ronnie publishes during your membership. There's no monthly tier; the annual model keeps the focus on long-game learning instead of churn.
Can I cancel anytime? +
Yes. Cancel anytime from your member dashboard. Your access continues through the end of the period you've already paid for.
Is there a free preview? +
Yes — start with the free Unlock Hidden Deductions PDF and the "Intro to The Prosperity Society" video series. Both give you a real sense of Ronnie's voice and the depth of the material before you decide.
One step away
Stop overpaying. Start strategizing.
Join the Society now, or grab the free Unlock Hidden Deductions PDF first. Either way, you'll be ahead of where you were yesterday.
Already convinced?
Join — $499 / Year