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Owned by Chris

Helping you make smarter tax, business, retirement, and investing decisions today to create more freedom tomorrow.

Lifestyle Founders Group™

13.7k members • Free

7 contributions to The Financial Freedom Path
Can You Really Retire Early When Most of Your Money Is in a 401(k)?
This one is personal. My wife is 48 years old and retiring completely. I'm 58 and partially retiring, but I'll continue working. The problem? A significant amount of her retirement savings is inside her employer retirement plan, and she's leaving work well before age 55. That leaves us with an interesting planning question: How do you fund the 11½ years between age 48 and 59½ without unnecessarily creating taxes and penalties? Fortunately, there's something unusual about her retirement account that helps us solve the problem. In my newest video, I walk through exactly what we're doing with our own money—including how we're handling her pretax money, after-tax contributions and the earnings on those contributions. But I think the bigger lesson is this: Early retirement isn't only about how much money you've saved. It's about what kind of money you've saved, where you've saved it, and when you can actually get to it. 🎥 Watch the video here: https://youtu.be/NAYC_JNO0QY After you watch it, I'd like to hear from you: What's the biggest obstacle standing between you and financial freedom right now? Post it below. Those are exactly the kinds of real-world problems I want us working through together in this community.
What are your investment fees actually buying you?
A while back, one of you asked me a question that stuck with me: fees stress you out, especially not really understanding how they're structured at the firm you're with. That's a completely fair thing to not understand — most people never get a straight answer on it. So I made a video walking through the five common ways people invest — commission-based brokerage, fee-based/advisory accounts, DIY/discount brokerage, robo-advisors, and annuities — what each one actually costs, how to find your real number, and what you should expect to get for what you're paying. I also ran the actual math on what a 1% fee difference does to an account over 20-25 years, using the SEC's own example. Not a "fire your advisor" video. Just: know what you're paying, and know what it's supposed to buy you. https://youtu.be/WI0ppA54JyE If you've got a specific fee situation you're trying to make sense of, drop it below — happy to talk through it.
1 like • 21d
@John O'Toole This may answer some of your questions.
The $6,000 senior deduction: good deal, or a 3-year sugar high?
Since 2026, retirees 65+ get a bonus $6,000 deduction ($12,000 for a couple) on top of the standard deduction — meaning a single retiree can shelter close to $24,000 before the first dollar is taxed. Some outlets are calling it real relief for middle-income retirees hit by Social Security taxation thresholds that haven't moved since the 1980s. Others are pointing out it phases out above $150,000 MAGI and disappears entirely after 2028. So which is it for you — meaningful relief while it lasts, or a temporary window you shouldn't plan your retirement around? If you want the mechanics of how it stacks with Social Security taxation, I broke it down here: https://youtu.be/ATBJceTgwg0
1 like • Jul 31
@John O'Toole Give me through the weekend... I will do a vid directly addressing this.
1 like • 27d
@John O'Toole Hi John, I have been a tad busy with clients, but I am working on my next video and it will be regarding your question/statement about fees inside your account.... Slowly trying to build this group and answer specific questions and help as much as possible. Thank you for staying engaged. Chris
🎥 How Much Retirement Income Can You Really Have and Pay No Federal Tax?
Most people focus on how much they can withdraw. I think the better question is how to structure your income over time. Watch Here: $130,000 Retirement Income, $0 Tax — No Roth Needed https://youtu.be/AJmeth3jlkg Question: What’s your biggest concern about retirement income right now?
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Founding Members
The Financial Freedom Path is brand new, and I want to recognize the first 10 people who join while I’m building it from the ground up. These early members are taking a chance on the community before there is a large audience, a full library, or years of activity behind it. Their questions, participation, and feedback will help shape what this becomes. As a thank-you, Founding Members will receive: - Recognition as one of the first 10 members - Free access to any future VIP level I create - Early access to new discussions, resources, and community features - A voice in helping shape future topics and direction The main community will remain free. The Founding Member benefits are simply my way of taking care of the people who showed up at the beginning. I’ll recognize each Founding Member in the comments below with their joining date. Thank you for being here early. I sincerely thank you, Chris
0 likes • Jul 26
Founding Member #1 — @John O'Toole Joined July 25, 2026. Thank you for being the first outside member to join and help shape this community.
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Chris Willis, CPA
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@chris-willis-3716
No-nonsense CPA helping people understand the tradeoffs behind retirement, taxes, investing, and real-world financial decisions.

Active 17h ago
Joined Jan 5, 2026
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