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Her Life Changed Overnight: How a Family Crisis Pushed Sally Gimon Into Real Estate Wealth

By January 28, 2026Real Estate Pros Show

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Show Summary

In this conversation, Sally Gimon shares her transformative journey into real estate investing, driven by personal challenges and the need for financial stability. She discusses the importance of networking, finding mentors, and understanding tax strategies, particularly focusing on tax liens and trusts. Sally emphasizes the significance of proactive tax planning and how it can lead to substantial savings for investors. Her insights provide valuable guidance for both new and experienced real estate investors looking to optimize their financial strategies.

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    Investor Fuel Show Transcript:

    Www.SallyGimon.com (00:00)
    Her first month bill going to the emergency room and on a ventilator was $72,000. And then the third thing that happened, my three week old brand new Hyundai Veloster with a moon roof. You need that in Phoenix. I’m going to work at seven o’clock in the morning. Some idiot runs the red light, T bones me. Idiot has no insurance. I’m upside down. I have to get a second car and I’m eating ramen noodles twice a week. I’m like, I have to change my life. This is crazy.

    Dylan Silver (01:57)
    Hey folks, welcome back to the show. Today’s guest, Sally Gimon, is an investor who was motivated to become a real estate investor when her mother became sick and needed to make a change quickly. Now she shares her information weekly in her real estate group, WinWinWomenTV. You can find her across social media on her YouTube channel as well, youtube.com forward slash at Sally Gimon. Sally, thanks for taking the time today.

    Www.SallyGimon.com (02:25)
    Thank you for having me, Dylan. The information we’re going to share is really important to all investors.

    Dylan Silver (02:30)
    When we talk about diving into the real estate business, oftentimes, and we were talking about this before the show, it does take something to propel you to make that jump. And in your case, you had a sickness in the family.

    Www.SallyGimon.com (02:47)
    October 2018 was my watershed month. I’m living in Phoenix. I’m a medicare broker my oldest nephew’s getting married in Charlotte I had the time saved up and I requested the Friday before the wedding the Monday after the wedding off They denied me because open enrollments October 7th through December 5th My mom and dad drove from Goodyear 25 miles west of Phoenix to Charlotte My mom got sick and she was on the ventilator for 13 months in a hospital 15 months. My dad stayed with her. Thank God she got better but ⁓

    Her first month bill going to the emergency room and on a ventilator was $72,000. And then the third thing that happened, my three week old brand new Hyundai Veloster with a moon roof. You need that in Phoenix. I’m going to work at seven o’clock in the morning. Some idiot runs the red light, T bones me. Idiot has no insurance. I’m upside down. I have to get a second car and I’m eating ramen noodles twice a week. I’m like, I have to change my life. This is

    So my friend, Glenn had invited me to a real estate meeting back in August.

    of 2018, I said I have to wait till open enrollments over with because I was working like 7 a.m. to 8 p.m.

    day. And I when I called him in December, when I saw my mom’s medical bill, he’s like, Sally, next week we’re having a Christmas potluck dinner, bring a five dollar gift and some food and meet my real estate investors. And I don’t know about you, Dylan, but going to a party where you don’t know anybody but a husband and wife who are going to show up until nine o’clock. It was the best decision. I met my mentor in 2019. He taught us how to do bank

    own properties nationwide. wholesale seven bank owned properties, paid off all my debt. I was a rock star, had $50,000 in my bank account, and then COVID struck and all the courthouses shut down and I had no money coming in. And unfortunately, on April 4th of 2020, my CPA called me to say congratulations. He actually congratulated me that I made so much money in 2019. My tax bracket went from 22 % to 24%. And I personally owed the federal government $94,000.

    $24,000 in short-term capital gains and I only had $50,000 saved. I cried myself to sleep that night.

    Dylan Silver (04:54)
    You know, I think there’s a lot of there’s so much to unpack there. The first thing that came to mind and I want to talk about taxes as well. the first thing is

    how many times are folks, especially when you’re getting into real estate, walk, go into a networking event or, you know, a personal gathering where there’s real estate people. feel like, gosh, what can I add to this room? You’re like, I don’t I shouldn’t be there. Right. But then once you spent time in these rooms and we were talking before the show, it’s in many cases.

    especially when you’re dealing with ones where really anyone can show up. There’s a lot of people who are there to talk shop about real estate and then there’s some people who are actually transacting. you see that these rooms are connectors and it says much about knowing how to take a deal from the cradle to the grave as it is ⁓ knowing the people. And so you mentioned you found a mentor, I believe his name was Glenn, was that right?

    Www.SallyGimon.com (06:39)
    Glenn was the person who invited me to the meeting, but the gentleman who taught us about bank owned houses was J. Tannenbaum. They call them tapes. It’s an Excel spreadsheet. And the first tape that we got, everyone’s like laughing at me because I use my ⁓ self-directed IRA. I bought five properties and I wholesale those five properties. And they’re like, what did you do? Everyone’s like, you’re crazy. ⁓ it just, it got me going. ⁓

    how I got into real estate. This is a true story. When I was in high school back in 1984, I went to the dentist and there was a Sports Illustrate magazine and it was an article on Arnold Schwarzenegger. He came from Austria and he was a bricklayer before he became a movie star and the governor of California.

    Dylan Silver (07:23)
    Yeah, that’s right.

    Www.SallyGimon.com (07:26)
    They talked about how he did tax liens. I’m like, well, if Arnold Schwarzenegger can’t speak English very well, couldn’t the barbarian had just come out. Why can’t I do tax liens? And I started doing very inexpensive tax liens, know, hey, $3,000 for this one, $4,000 for that one. And sometimes I do them, sometimes I don’t do them. And when I joined the real estate group, I got really back into it because it’s just, I love doing it. I love finding a good tax lien and things like that.

    Dylan Silver (07:54)
    I want to ask a granular question about tax liens. I know that you’re in North Carolina. Where would you go to find tax liens and to go make offers on tax liens?

    Www.SallyGimon.com (08:05)
    Well, here in North Carolina, there’s a very archaic rule. It comes from when they before we were in the country. You have to know there’s 101 counties. You have to know if it’s 10 business days or 10 calendar days. I came out to the Charlotte area. My brother and sister-in-law lived in Union County in a small town called Waxhall suburb, literally a mile from Mecklenburg County. And in Union County, the woman who ran the office, her name’s Cheryl. She’s like, I only have a high school diploma. I can count 10 days full.

    or

    if it falls on a Saturday or Sunday, it comes up to a Monday. So let’s say it’s a tax lien for $3,000. I have to go in person and put down 3,000, they announced it on the courthouse steps. I have 10 days to go in and put down $3,750. And now it’s my tax lien and that 10 day window continues. I actually went to a very poor county, Anson County here in North Carolina, where I won three tax liens in one day.

    And the law firm called me and like, how did you take our properties? Like I gave him the tax code. He’s like, I’ve never heard of that before. And I wholesale those three properties right back to the law firm.

    Dylan Silver (09:15)
    Wow, they just what why were the their properties in ⁓ foreclosure?

    Www.SallyGimon.com (09:23)
    Here in North Carolina, everything is done by an attorney. When I lived in Charlotte, I did go to South Carolina, to Lancaster County and York County, and I did tax liens there. But here in North Carolina, everything is done by a tax attorney, so it’s a little bit different rules than, I do a lot of raw land in Florida. I’ve got tax liens in Ohio, Texas, and other places where it’s much, much easier to work.

    Dylan Silver (09:27)
    Mm-hmm.

    Very interesting. This is an area of real estate that I don’t know enough about. would like to learn more. But I do want to pivot a bit here and touch on something that you said about being bumped up a tax bracket and then knowing like 90,000 in taxes.

    I think there’s a lot of people who, especially when they’re starting out and they start making money, they don’t think about…

    taxes and how complicated of course this can be until they’ve got a big tax bill to pay and then at that point they’re like trying to do forensic accounting backwards in time to figure out you know their books and I’ve spoken with enrolled agents on the show with CPAs who specialize in tax strategy and of course with folks who maintain books as well bookkeepers and

    Www.SallyGimon.com (10:58)
    Yes.

    Dylan Silver (11:12)
    I can’t say this enough, right? And I know you have this experience as well. You really want to be thinking about tax strategy even when you’re not making the money, right? When you’re just starting out.

    Www.SallyGimon.com (11:21)
    Correct, well, ⁓

    I have a fantastic book that everyone should read is the Power of Your Subconscious Mind by Joseph Murphy. I cry myself to sleep going, where the heck am I going to get $24,000? My CPA was going to put me on a payment plan that’s going to have interest rates and things like that. Wake up the next morning. I know I’m going to contact a friend who does HELOCs on paid off houses, defeats the purpose of not having a mortgage, but hey, I have to do it. And I had read an article about the Rockefeller Spendthrift Trust, it’s called The Office.

    rockefellers don’t have to pay taxes. Why can’t I not pay taxes? It took me five months. ⁓ I started both my business and my beneficial trust in September of 2020. The gentleman who sold me my trust, I became his affiliate. I went to my Phoenix real estate group, the gentleman who ran it, I’m like, I wanna do a mastermind on it. ⁓ He and I had a 50-50 agreement and…

    It until long of all story, the gentleman ran the real estate meeting, cheated me out of $5,000. And then he called me a liar. Um, my mastermind went away and my thinking into results coach said, you need to move, you need to start your own company and you need to find a new real estate group. And I’m like, Susan, just ask me lose 10 pounds. It’s so much easier. But because I started my own company in, um, March of 2022, I am helping people, business owners, entrepreneurs, franchisee owners, and 10 99 income owners.

    If they make at least $100,000 gross a year, they would save five figures in taxes. You’re in Texas, you don’t have state income taxes, but here in North Carolina, I haven’t paid state income taxes. And in Arizona, I didn’t pay state income taxes. With the beneficial trust, you will no longer pay short-term or long-term capital gains. I had a problem with short-term capital gains. You’ll no longer pay interest income taxes. So if you’re doing subject to real estate, the BRRRR strategy, I have notes, I have seller financing properties, I don’t pay interest income taxes.

    You’ll no longer pay rental income taxes. I have three rentals that I’m going to get rid of because I just got a phone call on Sunday at two o’clock in the morning. Not my idea of fun. And you’ll no longer pay royalty income taxes or if you have talent or NFTs. And you know, when I tell people about this, they’re like, this sounds crazy. I’m like, it’s in the IRS tax code 643B. I mean, it’s not taught in school. The rich know about it. Regular people don’t know about it.

    Dylan Silver (13:43)
    Now typically, when we think about the IRS and the tax code, there’s a reason for this. So like when you think about like cost segregation analysis, it wants to encourage building. Is there a reason why in the tax code it encourages putting things into trusts?

    Www.SallyGimon.com (14:01)
    Correct.

    Now if you talk to your CPA or your financial advisor, they will probably pull up a memo that the IRS actually wrote on August 3rd of 2023 where they say they do not like tax code 643B. It’s their opinion. In my opinion, Dylan, I hate lima beans. My mom loved them. You can’t swallow them. You have to cut them or chew them. So only Congress can change the tax code. I’m not trying to be political, if you remember, you might be too young for this, but if you remember

    13 years ago when Hillary Clinton debated Donald Trump and she accused him of not paying taxes and he smiled and he says, “‘Cause I’m smart.” His father, Donald Trump, started both the Business and Beneficial Trusts in 1972 when Frank and Donald Trump got sued by the city of New York.

    With any of the Spendthrift trusts, you’re going to file a 1041 tax return. You’re going to keep your information completely private. 40 % of LLCs, S-Corps and C-Corps can get sued every year.

    And then you’re going to leave a legacy for future generations. It’s an amazing document. And my goal, one of the reasons I’m on your podcast is just to let investors know there’s a solution. mean, Fix and Flippers, one of my clients, he’s on a team, did four Fix and Flips in Victorville, California.

    Because he started the trust, doesn’t have to do draws anymore. He was able to do eight flips and flip, fix and flips in 2025. He’s like, I no longer have to go to the bank saying the electrician has to come out and wait a few days for them to approve what I’ve just done and things like that. he’s told so many other fix and flippers in California. It’s just an amazing thing.

    Dylan Silver (16:23)
    Now, do you help folks set up trusts as well in your business?

    Www.SallyGimon.com (16:29)
    Correct, I’m affiliate to the law firm. When, I’ll be honest, ⁓ the trust costs $20,000 when it’s paid and send back the contract. The only requirement, you name it, but you can’t have the, you can’t say the Spendthrift Trust, you’ll have to say ABC Spendthrift Trust. ⁓ Julia will get you your EIN number and the letter for the bank.

    There’s an entire team that will teach you how to work with it. I’m getting into the weeds, but with the beneficial spendthrift trust. The three things it doesn’t cover is personal food, fun, and fashion. So that you do a demand letter. ⁓

    I bought a tax lien for $7,000. I sold the house for $243,000. I can write a demand that are up to $7,000 to pay for my food, food and fashion. I’m old fashioned. I use a simple Excel spreadsheet to send to my CPA that they introduced me to. If you use Quicken Books or something more advanced, that’s even easier for her to work with.

    Dylan Silver (17:30)
    You know, when we talk about the intersection of wealth building and taxes, I think a lot of people are listening to this and they’re thinking, gosh, you know, when is the right time for me to start looking at this? Would you say that, especially when it comes to something like a trust?

    that you should first have a couple years in business before you start looking at this? Or would this be something that could potentially be used for folks in their first couple of years when they’re in the on-ramp to real estate investing?

    Www.SallyGimon.com (18:03)
    It depends how much they’re doing. My first property ⁓ was a bank owned reverse mortgage property in North Carolina because my mom was in the hospital here in North Carolina.

    I paid $20,000 for it in July of 2020. It was going to go to auction after COVID for $50,000. So I knew that split at 24 % at $30,000, that would be $7,410 on that. When it finally went to auction in August of 2021, the final bid was over $64,000. I made $44,000 without lifting a hammer, the way I love to do real estate. And at 24 % tax bracket, I saved

    $10,300 on that one property. Since having the trust, I’ve wholesale 28 properties. I have 12 notes, which is interest income taxes. have five seller financing, which is interest income taxes, three rentals, and I don’t pay taxes on any of that. And if you do have cost averaging or if you do have depreciation on your single family home, you can move that into the trust. And the next time you buy a home, you don’t have to worry about doing cost averaging or depreciation on that.

    Dylan Silver (19:13)
    Yeah, I mean, there’s there’s so much to unpack here. I’m sure our listeners and really anybody who is looking at doing larger deals or more volume is listening to this and saying, gosh, that sounds interesting. How do I learn more about this? How can folks in our audience reach out, reach out to you and your team and learn more about trust and the projects that you’re working on and how you help folks?

    Www.SallyGimon.com (19:39)
    I appreciate that. I have a free class on the great discovery. ⁓ Have you ever heard of the great discovery? My brother’s a Six Sigma engineer, so this is their fourth thing. When you go out to my first name and my last name, sallygimon.com, ⁓

    Dylan Silver (19:45)
    I’m not.

    Www.SallyGimon.com (19:55)
    You’re going to register as a free learner and when you go there you’re going to get a presentation. You’re going to get three articles from Forbes magazine I did not write. you know, Forbes is talking about the SpemFriv Trust selling it for me. You’re going to get two pages of case law so you can research this to your heart’s content and examples of everyone.

    My website, www.thetrustisyou.com has a presentation and how to set up an appointment with me because I set up the free class and the great discovery because I was killing people’s email, sending all those documents to them. So this is an easy place for them to get to. But again, you’ll set up a 30 minute tax breakthrough session with me. It’s free. ⁓ We’ll go over what kind of real estate you’re doing. know, ⁓ are you doing the one of my first clients? If you don’t mind me telling a story, he was referred to me. He’s in Texas.

    He had gone to his CPA three years in a row to say he was paying too much interest income taxes. He was doing the burst strategy. His CPA told him three times in a row, you’re moving too fast. When he contacted me, had 85 homes. I got to save him $135,000 in interest income taxes in 2023. And I only know this from last year. He now has 119 burst strategy homes and he’s now into multifamily buildings because it’s easier for him.

    Think of that $135,000 that he got to save that his CPA had no idea how he could save it for him.

    Dylan Silver (21:18)
    That’s incredible. That is truly ⁓ remarkable. And I know that there’s going to be lots of folks, whether you’re an investor, whether you’re doing something more transactional, really any side of the business that are looking outside of real estate as well that are ⁓ looking at this and hearing this and thinking, you know, they’d like to get involved. ⁓ Thank you. Thank you so much for coming on the show today, Sally. Thanks for taking the time today.

    Www.SallyGimon.com (21:44)
    Well, thanks for having me.

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