If I Lost Everything, Here’s EXACTLY How I’d Start Over from Scratch

29 Sep 2026 · 8 min · 6 chapters

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In short

Guests discuss how to restart financially “from scratch,” emphasizing low-overhead business first, then investing, plus speed/execution and avoiding repeated “starting over.”

Guest backgrounds

Ashanti Plummer (Futter Round; co-host/figure in women’s sports/business community; previously in financial services selling insurance). Jackson (teacher; created multiple income streams while working in schools, including tutoring/coaching/after-school and summer programs).

Key claims

Build a service-based business with commissions; reinvest profits; live with minimal overhead (even if with parents); use a network outreach method (“Project 100” listing 100 contacts) to sell and generate referrals; invest 50–60% long-term; trade futures as a third step; help others first so they pay back later; create multiple income streams before investing.

Notable examples

Hall monitor/tutoring/coaching streams; “Project 100”; timing/innovation lessons (Intel losing lead); “never get back to starting from scratch.”

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Restarting from Scratch: Key Money Moves

1:29 to 1:51

Discussion on how to restart financially and the first three money moves.

“Real quotes from more than 120 top insurance companies side by side.”

Restarting from Scratch: Key Money Moves

2:27 to 4:37

Discussion on how to restart financially and the first three money moves.

“You already know how AI is changing how everyday work gets done, how much ground you can cover, and how fast a team can scale.”

Building a Service-Based Business

4:37 to 7:22

Insights on starting a low overhead service-based business.

“So for me, I'll answer this question first.”

Investment Strategies for the Future

7:22 to 8:51

Exploration of investment strategies and the importance of business.

“Same as you, I can only talk from personal experience.”

Creating Multiple Income Streams

8:51 to 12:02

Advice on generating income from various sources and personal experiences.

“When we first started doing the show, nobody black was talking about investing.”

Creating Multiple Income Streams

15:58 to 16:28

Advice on generating income from various sources and personal experiences.

“Sometimes the road of life goes a little off-road.”
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Transcript

Automatic transcript. May contain errors.

0:00This is an iHeart Podcast. Guaranteed Human.

0:34As a listener, you're looking for ways to help teams move faster, make sharper decisions, and turn scattered context into work they can use. ChatGPT for Business can help. ChatGPT for Business gives teams a shared workspace with admin controls, permissions, and access to work and codecs in ChatGPT. This means your business can move from question to answer and code to rollout quicker. Join over 10 million business and enterprise users worldwide already using ChatGPT for work. Download the ChatGPT desktop app or contact sales to learn more.

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2:14Want to shop from home? Go for it. You can come in when you're ready, take it for a spin, and buy however works for you. No pressure, no haggling, just the right car. Your way. Visit CarMax.com for details. Want to drive? CarMax. You already know how AI is changing how everyday work gets done, how much ground you can cover, and how fast a team can scale. To stay ahead, you need the tools that give you a competitive advantage, built for this new era. Welcome to Agentic Revenue. Adio is the CRM for this world. It meets you where you work, compounds every customer signal into context, then acts on it across your pipeline to let you move it on match speed and scale.

2:53With agents and automations for every job in revenue, Adio orchestrates your work around the clock. Built to handle the scale of your workloads, extensible with API and MCP, and with the infrastructure to keep up with your most ambitious agents. Loved by high-growth startups like Granola, Modal, and Etched, Adio runs the work behind every win. That's Adio, the agentic CRM, the intelligent system that never sleeps. Picks up leads at 2 a.m., catches renewals before they slip, hands you the answer before you ask. Try Adio free at adio.com slash iHeart. That's adio.com slash iHeart.

3:55thinking to work for you. Wealth management, capital markets, investment banking. Hey, it's Ashanti Plummer from Futter Round and Find Out. Coming out of the draft, it's been a special time for us here at Futter Round. I want to thank everyone from the fans to the sponsors, especially Geico, not just for supporting AZ, but for showing up where it matters, like the business of Women's Sports Summit. That kind of thing really moves the needle. And now that AZ is starting a new life in Dallas, we don't know what next season is going to bring, but we know that we're all on the same team and it's been amazing to feel the love and support.

4:31So keep showing up for our girl, show up for each other. Thanks to Geico and our listeners. If you had to restart today from scratch, knowing everything you know now, what would be the first three money moves? So for me, I'll answer this question first. Yeah. For me personally, you start from scratch, investing is not a top priority for me. Not to say that that's not something that, but I feel like if you have no money, your priority, how are you going to invest money if you don't have money? Starting from scratch, I would figure out a low overhead service-based business. I'm just speaking from personal experience.

5:07I can only give you my personal experience. So when I was in the financial services industry, selling insurance, there's a lot of different stuff that you could do like this, like car insurance, life insurance, different type of service-based industry because I feel like there's always an opportunity to make money on commissions. And if I was dead broke, I would call my friends. Now, this is important. I wouldn't call my friends to ask them for money. I would call my friends to tell them what I'm doing. So when I started in financial services, it's called Project 100, where you list 100 of people that you know everybody your friend your friend's parents your kid you went to college with somebody you played basketball with everybody this is your network of people right so i will reach out to every single person that i know and and tell them what i'm doing and um try to actually sell them products like i said i mean i can only speak for personal experience what i actually did in real life.

6:11And then from there, I would hone in on my referrals and get referred to those people that they know all while reinvesting the profits, living in as low cost environment as possible. If living with your parents is an option, then that's a good option. Whatever. Right in a room, whatever you got to do. Not spending money on overhead. Reinvesting the money. Social media would come, but I would focus on social media afterwards. Um, but I feel that the business aspect is the most important aspect first, because you have to generate money to actually get into the groove of actually being able to invest.

6:54And a lot of people like, well, what kind of business should I start? Like I said, there's always room for a service based business. There's always going to be somebody that's going to have to sell you car insurance. There's always going to be somebody that's going to have to sell life insurance. There's always going to be somebody that's going to have to sell life insurance. There's always going to be somebody that's, you know, in that type of vein. health insurance, whatever it is. It's always money. It's always money to be made in a very short period of time. You don't have to go to college for these types of situations.

7:20And that's what I would do. So, but what would you do? Same as you, I can only talk from personal experience. First, you have to build a business because the highest returns that you're going to get that are going to outpace the market for sure it's about starting your own business after that you got to take you got to pick a number 50 60 put it into long term so that takes care of your future number so an important caveat is that too and i know people hate when i say this you have to stay your ass inside doors costs a lot of money to be outside people don't want to do it and i get it because you are thinking about now But I look back at all those seasons that I missed of going to games.

8:04I'll get that, have a ball and do what the hell I want to now. And then third, you got to hit that futures market. You got to pick a target that if your life is on the line, this is the target that I'm going to use to be able to hit. And Red Panda, you know what that target is. But the three for me is start a business. Two, puts 50 or 60 % of the money into stocks long term. Third, trade futures. And if I can add a fourth, find a way to help other people first and get them a result so they can then come back and then pay me. The reason why I started with the yes and Chad and started on social media back in 2016, 2017, just giving away for free.

8:43If I help you make money first, I'll be able to call that favor back upon you later. So I wouldn't do anything different. But it's really important to the other part of this question is to never get back to the point where you're starting from scratch. timing is important in some of this like intel never thought they would lose that lead and because they didn't keep reinvesting into the business and keep innovating you now you have five other players that are light years ahead of you just because you are able to do it one time does not mean that you are able to do it again sometimes timing luck and market fit is really important.

9:24When we first started doing the show, nobody black was talking about investing. Now, it's, boy, soiree. Cool. That's why what Mav is doing is so smart. Mav just I'm going to tell you a thing. Run the billy up. Then I'll tell you about it once I'm at. Eight billy in the book come out. That's my new move. For 25 through 35, the next couple plays, y 'all see publicly, decoys. Never tell you the real play. y 'all gonna see me snowboarding cool tishon white on his on the hills cool y 'all never tell you the real place sorry you it up sorry granny damn we got some we got to talk about the snowboarder play too your comments was going crazy they wasn't happy about that it's not that they wasn't happy a little surprise with you a little surprise i i'll i'll go with the um

10:21i'm happy i was happy for you my brother so shout out to edwin me and edwin was both happy shout out to edwin that's a little i i'll take the approach on top of that then speed matters in execution that's all we talk about a hero on blackout but what speed matters what do you mean and a good investment you mean like to lock something down what you mean what you mean yeah that's crazy no i'm jackson i'm jackson we'll go further in detail

10:56right if we're talking personal stories like yeah yeah might be like find a job that you can create multiple streams from and so like yeah everybody hears the story like yo i was a phys ed teacher But before I was ever that, I was a hall monitor, bro. Like I was the guy sitting in the hallway, reading books, telling kids to go to class, checking for hall passes. While I was doing that, I was a tutor, right? I'm trying to find another stream. While I was doing that, I was coaching, right? While I was doing that, I was running after school programs. While I was doing that, I was running summer programs.

11:28And so I had like different streams of income. So like not only was I getting paid for doing like, I mean, it wasn't even much, but to be working in a school because I just wanted to have experience working in schools. I created multiple streams from just that, which allowed me to put some money into investing. Obviously, as my career changed and I became a teacher, then obviously, I mean, I still had those streams, but it was like, all right, now there's more money to invest. Then creating a business because I had enough to say, all right, well, I have this career. I can go venture off in the world of entrepreneurism.

11:57That helped as well. But figure out how you're going to create multiple streams from where you're at. Right? For sure. And it could be, like I said, hall monitor. No joke. And no disrespect to anybody that's a hall monitor. I was that. You can create multiple streams. Before you sign off, you tuned in for ways to help teams move faster, make sharper decisions, and turn scattered context into work they can use. ChatGPT for Business can help. ChatGPT for Business gives teams a shared workspace with admin controls, permissions, and access to work and codecs in ChatGPT. This means your business can move from question to answer and code to rollout quicker.

12:34Join over 10 million business and enterprise users worldwide already using ChatGPT for work. Download the ChatGPT desktop app or contact sales to learn more.

13:05That's what Insurify fixes. Real quotes from more than 120 top insurance companies side by side. About two minutes, free, no phone calls, no pressure. And if there's nothing better for you right now, Insurify keeps watching and tells you when that changes. So you're never stuck overpaying. Millions of people have used Insurify to shop for their car insurance. So insure with Insurify. Go to Insurify.com. That's I-N-S-U-R-I-F-Y.com. Insurify.com. You already know how AI is changing how everyday work gets done, how much ground you can cover, and how fast a team can scale. To stay ahead, you need the tools that give you a competitive advantage, built for this new era.

13:47Welcome to Agentic Revenue. Adio is the CRM for this world. It meets you where you work, compounds every customer signal into context, then acts on it across your pipeline to let you move in on match speed and scale. With agents and automations for every job in revenue, Adio orchestrates your work around the clock. Built to handle the scale of your workloads, extensible with API and MCP, and with the infrastructure to keep up with your most ambitious agents. Loved by high-growth startups like Granola, Modal, and Etched, Adio runs the work behind every win. That's Adio, the agentic CRM, the intelligent system that never sleeps.

14:23Picks up leads at 2 a.m., catches renewals before they slip, hands you the answer before you ask. Try Adio free at adio.com slash iHeart. That's adio.com slash iHeart.

15:01is going to bring. But we know that we're all on the same team. And it's been amazing to feel the love and support. So keep showing up for our girl. Show up for each other. Thanks to Geico and our listeners. Kevin Hart here. In this cashbacking season, I'm getting scary amounts of cash back on all my Halloween stuff. Do you like scary movies? Have you seen my movies? Yeah, big fan. All right, scary guy. I'll see you around. It's cashbacking season with Chase Freedom. Cards issued by JPMorgan Chase Bank and a member FDIC. This is Robert Smith from Business History. If you're listening to this, there's a good chance you're a small business owner.

15:33And like every small business owner, you started with a dream to do what you love and watch it grow. What you probably didn't dream about? Keeping up with cyber threats. That's where MasterCard can help with access to tools that help identify cyber threats to better protect your business. Building your dream business? Priceless. For cybersecurity in a changing world, there's MasterCard. Learn more at MasterCard.com slash small business. Sometimes the road of life goes a little off-road. And the 2026 Nissan Rogue is ready for anything the day brings. With all-wheel drive and five different drive modes, it's designed for adventure.

16:12With room for the whole family. And since the 2026 Rogue has Google built in and a 12.3-inch display, you can just pick a destination, punch up a soundtrack, and take off. Adventure is waiting for you and the 2026 Nissan Rogue. This is an iHeart Podcast. Guaranteed human.

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