Winning Big? Here’s How To Handle Jealous Friends

Winning Big? Here’s How To Handle Jealous Friends

Land Academy Show | Jealous Friends

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Winning Big? Here’s How To Handle Jealous Friends

Land Academy Show | Jealous Friends

Never Miss an Episode!

Subscribe to the Land Academy podcast

What happens when your success starts to make the people around you uncomfortable? In this candid and relatable episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive into a challenge many high-achievers face but few talk about—how to handle jealous friends when your life starts to take off. From luxury lifestyles and financial freedom to dream homes and flexible schedules, they’ve been there—and they’re not bragging, they’re qualifying. Whether you’re just starting out or finally hitting your stride, this episode offers real talk, laughs, and lessons from the trenches of winning big… and navigating the awkward social fallout that can come with it.

Listen to the podcast here

Winning Big? Here’s How To Handle Jealous Friends

This is episode number 2203. Jill and I are talking about how to deal with jealous friends when you’re winning. I have to tell you I’m not patting myself on the back. I’m qualified to talk about this. This has been going on for a long time.

Dealing With Jealous Friends When You’re Winning

I know there’s a lot of you in our group that are dealing with this, too. I can think of several. I hear them. They’re not socializing as much or working with their family and during their things. I’m like, “I bet they’re experiencing what happens sometimes when your life is going great. Your bills are paid. You just finished your dream house and you’re hunting every fall. You’re doing one deal a month.” I would have a hard time being around you too if I didn’t hadn’t figured that out. It would be hard.

You’re not married but you’re with the girl you like.

No, I’m saying this person is married.

Is this is an actual person?

I’m speaking in a person in particular like happily married, little kids and they have the dream life and they’re in their 30s. I can only imagine how hard it is. Not even just their friends but the family and everybody wants in on it. You try to help them and it doesn’t work out and it’s your fault. I can talk for a lot about this. The list go on but it’s hard.

The very first show I ever did was episode 0 of the Land Academy show was called all my friends think I’m a drug dealer. It was this exact same topic. It’s interesting to do this years later. It’s the same topic but the whole point of that show back then was I’ve got expensive cars. I don’t have a job or as it appear that I do anything.

I can be anywhere anytime I want.

Each day on the show, we answer a question from our Land Academy Member Discord Forum. We take a deep dive into a land related topic by popular requests.

The Importance Of Mastery & Patience In Building A Land Business

Stacy wrote, “I’m brand new to Land Academy. I’m excited. I skimmed Land Academy versions 3.0 and I’m ready to make money. What should I do first?” Hold on, Stacy.

I’m going to go after you.

I’m glad that you wrote this and this is a common thing that I see happening. People jump in and they get a couple little nuggets and say, “I got this,” then they go off running. The next thing you know, they’re like, “I miss this. I miss that. I didn’t do my due diligence. I didn’t price this right. I didn’t do this. I missed a bunch.” That’s what can happen.

Here’s what I say three times on the program. I would go through the whole program once then I would go through it again slower and doing things thing like screen sharing. What Jack’s doing on one screen, I’m doing on the screen opposite to him and learning it for myself. I would make note of the parts. That’s my third sweep. It’s the parts that I struggled with and I go back and spend more time on it.

This is good.

It’s true. I don’t want to surgeon this and say, “I got this.” No. Surgeons go through school. They get testing. Now, they’re in the real-world hands on. You need to real world hands-on and that’s where our group comes in, by the way. Now you’re on phase three and you’re like, “I watched it. I practiced. Now, I’m doing my mailer.” You slow it down. Go watch all the advanced trainings on those sections that you are not as comfortable with. Slow it down and ask the group for help. Ask us on Thursday for help.

Use all the tool that we provide. There’s tons.

Stacy, it’s going to save you time and money in the end. I don’t need to run around and make a bunch of mistakes and go, “This is stupid. It didn’t work. It sucks. I don’t know how you guys do it but you must all be lucky.” No, we’re not. We’re just doing it methodically and the right way. I had you when I learned how to do this way back when. Jack was teaching me. I’m like, “What the heck are you doing? Are you sure you’re not a drug dealer?” I agree with that concept. I’m dating you and I don’t know when your work.

I only know that I had to go to work and you didn’t. You’re like, “I checked by the office. I did this. I did that. I’m in San Diego.” I’m like, “I want that life.” What the heck? I’m from the back of the boat literally. I worked for a couple hours and now I’m off. I took a little boat. I’m in town having fun. I’m like, “What?”

Did that happen?

It did happen. Now, I’m just saying but you had to put your head down and learn and get to that point. Jack brought me in and then I had to learn. There were times that you could be off having fun. I’m learning the phone lines. I’m practicing. I’m doing this. I’m doing that, and it took me years to get caught up and meet everyone. I had him. It’s still took me years and now years later, I got it.

You only have learned in this set up.

It can help you.

Choosing The Lifestyle, Not Just The Money

In my advance stage. There are things that I have patience for and things that I don’t. Here’s a short list of things I have patience for computers and computers failing. I don’t know why. I will sit here for five hours figuring it out, get to the bottom of it and fix it all. Software and Hardware. I have incredible patience for when Jill’s having a bad day. I don’t know why. It’s probably love. I have a huge long list of stuff I have no patience for whatsoever and it’s not effective or helpful for me to go through that list now.

You have to decide, Stacy and everybody else, if you have patience for Learning, research, making money and building an empire. Probably most of you will be building a family at the same time, doing the right thing and accepting the ups and downs with all of that, so that at some point, you get through those four stages of wealth we talked about to that fourth stage of wealth. You can look back and say, “I earn this,” or, hopefully, even better for you.

You have to decide if you have the patience for learning, researching, making money, and building an empire—so that one day, you can look back and say, ‘I earned this.’ Share on X

In our case, we earned it together. That’s what this is all about. It’s not about what should I do first and how fast can I get my first deal done? It’s never about that. We are startup people, Jill and I. We’ve done lots of startups. The vast majority of them have failed or they were sold. Otherwise, we would still own them.

This is the one that lingered and stayed for some reason that makes the most sense to us, so it’s a lifestyle. It’s not just buying a house and renting it out. If you’re going to do that, that’s fantastic and good for you. That needs to be something you have a lot of patience for. Jill has a insane amount of patience for people, for talking to people specifically women and meeting them from where they’re coming. Jill does incredibly well with female sellers and it’s not just women. It’s all people. I do not.

We’ll get to that.

Maybe never. She doesn’t have a lot of patience for data.

I don’t have a lot of patients for this now.

Success May Lead To Losing Old Friendships

Our topic is how to deal with jealous friends when you’re winning. Jill is jealous of me.

Sometimes I am.

Even though she’s winning.

Sometimes. I was describing and this happens. I don’t want to say, “Congratulations. You’ve arrived. You lost all your friends.” because it’s a sad reality but it does happen. It’s very hard when you start getting ahead and figure things out to not run around high-fiving everyone and celebrating. It’s hard you have to remember that. Not everyone’s in the same position even within Land Academy. A good example is the career path group. The career path group could afford it. They want it.

They can afford career path and now they’re there to make even more money. It’s hard not to be a little bit jealous of them. It’s like, “I want to get to the career path level.” I know the career path. They’re making $100,000 a month and they want to make $500,000 dollars. Sucks to be you, but it’s true. That’s what’s going on. That’s the reality.

The first thing I would say is dealing with friends. It happens. That’s okay. Number one is I’m glad that you’re reading. It happens and I hope I explained how it’s just natural. You could see and understand. No one’s trying to one-up you. It’s just that worked out and usually, they worked hard and got themselves there. If you’re watching somebody else do it, hopefully you’re recognizing that.

Number two, think about where they are in their position. If something’s holding them back, they can’t be you. You don’t want to make them feel bad like, “Get up. Do it. Get out of bed every day. That’s what I did.” That’s the last thing you want to do. You can’t talk to them like that. You have to take a step back and recognize whatever drive you had, they don’t have that. You need to be, I don’t want to say, soften it for them but be mindful of what you say because you don’t want to lose your friends.

I can tell you I’ve been on both sides of this. Not at the same time but on both sides where I’ve had friends get incredibly successful and I was jealous and downright angry more often. Especially I’ve had friends that are not that happy with me about it. In both cases, I can tell you it’s both cases. I got new friends. That’s what’s going to happen. You’re going to lose some friends.

That was my third point. The final thing for me is you do everything. You’re aware of them. You celebrate with them. Let’s just say you could be the perfect friend. You don’t ever do it but you offer get help out. Pick up tabs now and then. You don’t rub anybody’s nose in it. You still drive your same car, let’s just say, but you say, “I can afford this. Do you guys want to come on our boat? Let’s have some fun.” You could do everything right and they could still be very jealous. It just happens and it’s not you. It’s them in that situation because that happens. That has happened to me personally quite a bit.

You could do everything right, and people could still be very, very jealous of you. It happens—and it’s not you, it’s them. Share on X

You should be doing and be careful with this. I say this lightly because it’s not for everybody. You should always be recruiting. If you’re friends are coming to you saying, “What happened? You’re obviously doing well. What’s going on?” Sit down with them and talk with them about it. That happened with Jill and I. She’s sick eventually and I said, “What what’s going on?” She said, “You’re obviously not a drug dealer because thing’s are working for you.”

We ended up being life partners personally and professionally. That was the single best business decisions I ever made, ever. You can use this as a recruiting tool but just be careful because valeria of people who just want to throw money at you with no expertise. Whenever you’re creating anyone from a partner basis, look at what they’ve done in the past.

If they’ve been successful at something in the past and whatever you need them for, they’re not going to have to Veer too far from whatever they did talent wise and all that. Chances are they’re going to do great but to directly address our topic, you’re going to have to get a bunch of new friends.That’s good for them. They can go hang out with other people because they don’t want to sit there and watch you buy a new car. They just don’t.

That’s it. That’s a good final point. The last thing is don’t drag them through it. It’s not for them. You outgrew them and that’s okay.

Join us on Monday where Jill and I discussed the two tools that changed everything for us. A hint, the one that changed everything for me is sitting right next to me. You are not alone in your real estate ambition.

I’m a tool. That’s what I got. I’ll make up with something good. That’s great. Thank you.

We are Jack and Jill. Information and inspiration to buy undervalued property.

Important Links

Land Academy Show | Jealous Friends

Winning Big? Here’s How To Handle Jealous Friends

https://www.youtube.com/watch?v=uLm2UD-xSRQ&list=PLExWT63zCvfuY0wFZtlIXbTQuQ_bdHVgQ What happens when your success starts to make the people around you uncomfortable? In this candid and relatable episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive into a challenge many high-achievers face but few talk about—how to handle jealous

Read More »
Land Academy Show | Land Investing Lessons

Land Investing Smarts: Insights From Other Real Estate Markets

https://www.youtube.com/watch?v=KusrPJ1e-28&list=PLExWT63zCvfuY0wFZtlIXbTQuQ_bdHVgQ What can land investors learn from the ups and downs of other real estate sectors? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit unpack key lessons from commercial, residential, and office real estate—and how these trends could impact

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Land Academy Show | Wealth Building

The Difference Between Fast Money And Wealth Building

https://www.youtube.com/watch?v=8rPLayH3nXQ&list=PLExWT63zCvfuY0wFZtlIXbTQuQ_bdHVgQ Are you chasing fast cash or building lasting wealth? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit break down the essential difference between fast money and long-term wealth building—especially when it comes to real estate investing. Learn why

Read More »

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Each level comes with a preset amount of included data, Concierge Mail service, and postage. For example, the Green level includes 6,000 units of completed-for-you mail completely out the door at no extra cost to you.

All levels include a PatLive introduction and preset script (we will set up your phone answering for you), use of Land Academy’s personal Transaction Team to manage your deal flow, an AirTable (CRM) base setup managed by our (and your!) Transaction Coordinator, personal consulting, regular office hours, and includes your Land Academy subscription cost.

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Concierge Data+ (with data) Included mailers each month (data + concierge + mailer + postage). Our team will do your data for it and get it out the door.
6,000 mailers 9,000 mailers 12,000 mailers 15,000 mailers 18,000 mailers
PatLive introduction at no cost We will help you establish your first script and get PatLive set up on your behalf to answer your phones.
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Transaction Coordinator Use of our personal Transaction Coordinator team to manage your deals. Trained and ready to go!
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Subtotal: $8,550 value $8,550 value $9,550 value $12,050 value $12,050 value
Mail Value: $7,500 value $11,250 value $15,000 value $18,750 value $22,500 value
Total Value: $39,050 $42,800 $47,550 $53,800 $57,550
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Green

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Concierge Data+ (with data) Included mailers each month (data + concierge + mailer + postage). Our team will do your data for it and get it out the door.
6,000 mailers
PatLive introduction at no cost We will help you establish your first script and get PatLive set up on your behalf to answer your phones.
$500 value
Transaction Coordinator Use of our personal Transaction Coordinator team to manage your deals. Trained and ready to go!
$7,500 value
AirTable Ready-for-you CRM managed by your personal Land Academy Pro Transaction Coordinator
$100 value
Personal Consulting 1 on 1 personal consulting with our Transaction Coordinator each week.
-
Regular Office Hours Regular office hours with Jack and Jill + our staff. Private for LA Pro Members Only. (Think Career Path Office Hours)
$2,500 value
ParcelFact ParcelFact is included in your LA Pro membership with unlimited pulls.
$150 value
FREE Career Path Access
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Land Academy No more separate charges - Land Academy is included with LA Pro Membership. This includes all education, tools, support, and future releases.
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PatLive introduction at no cost We will help you establish your first script and get PatLive set up on your behalf to answer your phones.
$500 value
Transaction Coordinator Use of our personal Transaction Coordinator team to manage your deals. Trained and ready to go!
$7,500 value
AirTable Ready-for-you CRM managed by your personal Land Academy Pro Transaction Coordinator
$100 value
Personal Consulting 1 on 1 personal consulting with our Transaction Coordinator each week.
-
Regular Office Hours Regular office hours with Jack and Jill + our staff. Private for LA Pro Members Only. (Think Career Path Office Hours)
$2,500 value
ParcelFact ParcelFact is included in your LA Pro membership with unlimited pulls.
$150 value
FREE Career Path Access
$23,000 value
Land Academy No more separate charges - Land Academy is included with LA Pro Membership. This includes all education, tools, support, and future releases.
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Subtotal: $8,550 value
Mail Value: $11,250 value
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PatLive introduction at no cost We will help you establish your first script and get PatLive set up on your behalf to answer your phones.
$500 value
Transaction Coordinator Use of our personal Transaction Coordinator team to manage your deals. Trained and ready to go!
$7,500 value
AirTable Ready-for-you CRM managed by your personal Land Academy Pro Transaction Coordinator
$100 value
Personal Consulting 1 on 1 personal consulting with our Transaction Coordinator each week.
$1,000 value
Regular Office Hours Regular office hours with Jack and Jill + our staff. Private for LA Pro Members Only. (Think Career Path Office Hours)
$2,500 value
ParcelFact ParcelFact is included in your LA Pro membership with unlimited pulls.
$150 value
FREE Career Path Access
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15,000 mailers
PatLive introduction at no cost We will help you establish your first script and get PatLive set up on your behalf to answer your phones.
$500 value
Transaction Coordinator Use of our personal Transaction Coordinator team to manage your deals. Trained and ready to go!
$7,500 value
AirTable Ready-for-you CRM managed by your personal Land Academy Pro Transaction Coordinator
$100 value
Personal Consulting 1 on 1 personal consulting with our Transaction Coordinator each week.
$1,000 value
Regular Office Hours Regular office hours with Jack and Jill + our staff. Private for LA Pro Members Only. (Think Career Path Office Hours)
$2,500 value
ParcelFact ParcelFact is included in your LA Pro membership with unlimited pulls.
$150 value
FREE Career Path Access
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PatLive introduction at no cost We will help you establish your first script and get PatLive set up on your behalf to answer your phones.
$500 value
Transaction Coordinator Use of our personal Transaction Coordinator team to manage your deals. Trained and ready to go!
$7,500 value
AirTable Ready-for-you CRM managed by your personal Land Academy Pro Transaction Coordinator
$100 value
Personal Consulting 1 on 1 personal consulting with our Transaction Coordinator each week.
$1,000 value
Regular Office Hours Regular office hours with Jack and Jill + our staff. Private for LA Pro Members Only. (Think Career Path Office Hours)
$2,500 value
ParcelFact ParcelFact is included in your LA Pro membership with unlimited pulls.
$150 value
FREE Career Path Access
$23,000 value
Land Academy No more separate charges - Land Academy is included with LA Pro Membership. This includes all education, tools, support, and future releases.
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