THE KEYS TO MAKE $250k A YEAR SELLING ANY PRODUCT

8 Dec 2025 · 16 min

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Earn Your Leisure Podcast Episode Summary

Episode Title

The Keys to Make $250k a Year Selling Any Product

Hosts

  • Rashad Bilal
  • Troy Millings

Guest

  • David Shands: Entrepreneur, Speaker, and Author; known for building a six-figure business selling T-shirts.

Episode Overview In this episode, David Shands shares his inspiring journey of transitioning from a job at the Cheesecake Factory to establishing a successful T-shirt business. He discusses key mindset shifts and strategies that helped him achieve a significant income while emphasizing the importance of persistence in sales.

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Key Concepts Discussed

  1. Mindset Shifts
  2. Importance of setting work goals instead of just sales goals.
  3. Transitioning from a 9-to-5 job to entrepreneurship should be strategic and gradual, focusing on small, achievable targets.
  1. Building a Business
  2. David started selling T-shirts on his off days, setting a goal to earn $100 per day.
  3. Once he began to see success, he reduced his workdays at the Cheesecake Factory, ultimately leading to quitting his job.
  1. Life Cycle of a Good Idea
  2. Stages of Development:
  3. Excitement: Initial thrill about a new idea.
  4. Evolution: Developing and refining the idea.
  5. Engagement: Actively reaching out and trying to sell.
  6. Expansion: Growing the business based on feedback and sales.
  7. It's critical to maintain enthusiasm through each stage and to assess and adapt based on resistance faced.
  1. Sales Strategies
  2. Persistence in sales is essential; overcoming the initial "no" can lead to successful conversions.
  3. David emphasizes making customers tell you "no" multiple times to break through their initial resistance.
  4. Encourages aspiring salespeople to face fears and make consistent outreach a habit.
  1. Practical Steps for Aspiring Entrepreneurs
  2. Set consistent work goals (e.g., dedicating one hour a day).
  3. Focus on the process rather than immediate outcomes; the goal should be to build consistency in effort.
  4. Break down larger sales goals into actionable steps (e.g., how many people to contact to achieve sales).

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Key Takeaways

  • Work Goals vs. Sales Goals: Focus on the work needed to generate sales rather than fixating on revenue targets.
  • Persistence is Key: Overcoming rejection is part of the sales process; many successful sales occur after multiple rejections.
  • The Life Cycle of Ideas: Understand that every idea goes through various phases, and staying engaged and adaptable is crucial for success.
  • Face Your Fears: Engaging in sales can be intimidating, but practice and exposure can lessen fear significantly.

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Conclusion This episode offers a wealth of actionable advice for aspiring entrepreneurs and anyone looking to turn their side hustle into a full-time venture. David Shands' insights on setting manageable goals and the importance of persistence provide listeners with a clear roadmap to achieving their financial aspirations.

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Hashtags

  • #Entrepreneurship
  • #SalesStrategy
  • #SideHustle
  • #SmallBusiness
  • #Persistence
  • #DavidShands
  • #TroyMillings
  • #BusinessMindset
  • #SuccessTips
  • #HowToSell

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Transcript

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

0:32I gave her some suggestions to be sexually aroused. Can you get someone to join your cult? NLP was used on me to access my subconscious. Mind Games, a new podcast exploring NLP, a.k.a. neurolinguistic programming. Is it a self-help miracle, a shady hypnosis scam, or both? Listen to Mind Games on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Hey, it's Joel. and Matt from HowToMoney. If your New Year's resolution is to finally get your finances in shape, we've got your back. Prices, they're still high, and the economy is all over the place. But 2026 is the year for you to get intentional and make real progress.

1:15That's right. Yeah, each week we break down what's happening with your money, the most important issues to focus on, and the small moves that make a big difference. Kick off the year with confidence. Listen to HowToMoney on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. This season on Dear Chelsea with me, Chelsea Handler, we've got some incredible guests like Kumail Nanjiani. Let's start with your cat. How is she? She is not with us anymore. Great, great, great way to start. Maybe you will cry. Ross Matthews. You know what kids always say to me? Are you a boy or a girl?

1:48Oh my God. All the time. That's so funny. I know. So I try to butch it up for kids so they're not confused. Yeah, but you're butching it up. It's basically like Doris Day. No, I turn into Bea Arthur. Listen to these episodes of Dear Chelsea on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

2:29I just, damn, that f***er got swag. Listen to the Questlove Show on the iHeartRadio app, Apple Podcasts, or wherever you get your podcast. This episode is brought to you by PNC Bank. A lot of people think podcasts about work are boring. And sure, they definitely can be. But understanding a professional's routine shows us how they achieve their success little by little, day after day. It's like banking with PNC Bank It might seem boring to save, plan And make calculated decisions with your bank But keeping your money boring Is what helps you live a more happily Fulfilled life PNC Bank, brilliantly boring since 1865 Brilliantly boring since 1865 Is a service mark of the PNC Financial Service Group, Inc PNC Bank, National Association Member, FDIC Even in my book I wrote this part called$100 off days where my goal is to build my business on my off days.

3:29Just my off days. Because I was working five days a week on my job, two days a week on my dream. Every single day, my goal is to go out and sell four t-shirts. I'm selling t-shirts for $25. So I'm trying to sell four t-shirts. I'm trying to make$100 on each off day. So my boy was like, nah, you gotta grind, man. You gotta work every single day. I know myself. I'm low-key lazy. I work hard because I'm kind of lazy. I want to get to a point where I don't gotta do nothing. You work smart. Yeah, yeah. That's what lazy people say.

3:58My goal is I'm focused on whatever happens throughout the week is extra, but my goal is on my off days, fill it with work. If I can put time into my job, I can put time into my business. So I started hitting these$100 each off day. So I called my boss like, yo, can you only put me on four days a week instead of five? Because I knew if I could make$200 on two off days, if I had three off days, I could make$300. And that joint started to hit. So long story short, by the time I quit my job, I was like working a day a week. So I teach people to transition out of their job. Let's set these small goals and build from there.

4:32So can you talk about that? Because that's important as far as it's all about strategy in life. And it's like you never just want to jump out the window with anything. So can you break that down a little bit to transition out of your job? I like that idea. I'm thinking to myself, was there any fear in that? How did that play on your mind? I'm doing this. I'm out. I don't know. it wasn't really a fear because it happened so gradually. You know what I mean? It's like with this podcast, you drop one episode, then two, then three, and it starts to build. So I'm trying to make on my, just the two, my goal is to make $200 a week.

5:05If I can't sell eight t-shirts in seven days, you know what I mean? So it wasn't like a fear of, oh, I gotta go quit my job. That would be scary. I'm just trying to make a couple more dollars to go to the club and hang out and put something on a bottle. I still wasn't going to buy it myself, but I want to be a person that can chip in. So it wasn't really a fear, especially because since I was a kid, I've always been trying. The hard part was sticking when I'm only making$200 a week or sticking when I'm not really making any money. Instead of saying, yo, you know what? I think I'm going to try real estate because T-shirts don't work.

5:41It was just me. So the hard part was just staying in my lane and just staying one course for a while. Yeah, it goes back to your, and I looked at your page, the life cycle of a good idea. Yeah. This sounds like the life cycle of your ideas. Oh, for sure. Everybody goes through it, too. You know what I mean? Like, can you break down that process? Because I'm sure there's a lot of people that have ideas, and they make it to the first stage of excitement, but they never make it to the last stage. Oh, never. So I came across this presentation. I was on tour with E.T. 2017, and I think like a few hours before I was supposed to turn in my presentation, I was like, yo, I got it.

6:18The life cycle of a good idea is excitement. Everybody gets excited about the idea, but then you got to move to evolution where you got to start evolving the idea, which is not as exciting as when you got the idea and you get to tell everybody and you see the vision. Yo, this goal was taking me out of my job. So excitement, then evolution, then engagement. So after you evolve it, you got to engage people. That gets scary. Because you got to actually approach people and make a sale. And try to get a buy-in. You got to get people to buy in. But then with engagement comes resistance. You'll automatically have those people to say, yo, I don't want to buy it.

6:51And then you have to make a decision. And the decision is either get excited about something else or move into expansion. But the trick is taking each stage with you. So if you're excited and you move to evolution, you've got to be excited while you're evolving the idea. And some people move from evolution to engagement, but they stop evolving the content. So once you start to hit resistance, if you're still engaging people and evolving, you're asking people, okay, why aren't you buying this? Because you're still evolving it. You're still trying to get better, meaning you're still engaging. You're assessing it.

7:23You're assessing it. And then you make a decision to just don't get excited about something else. Fight through it. Take all that data. Get re-excited about the same concept. Retool it. Keep engaging. Go through the resistance. And then you expand. You said something important, and Shadi comes from a sales background, and you come from a sales background. You said sales starts when somebody says no. Oh, for sure. In my mind, I'm like, yeah, somebody says no, I was next to the next person. What's the importance of that? What's the philosophy behind that? I mean, when you go into a shoe store, obviously somebody comes up to you, and they're like, can I help you?

7:56And you always say, no, I'm good. We're trained to say no. The actual game starts when they say no first. so I was expecting yo you want to buy this t-shirt and they say no I'm like all right man well I got to go to the next person but then I realized that one of my mentors said yo make them tell you no twice so I'm like yo would you like to make buy this t-shirt and they say no I'm good I'm like yo are you sure look at this like look at that like this this this would be dope with your shoes and for some reason I started converting like people like oh all right yeah you're right let Let me get it.

8:31Right? So now, you know, fast forward, I was able to leave the Cheesecake Factory and jump into the kiosk. I make you tell me no until you walk away. Because, yo, I've converted on the third sale. I mean, the third no. The fourth no. And sometimes people will buy because they're tired of you asking. And they know you're not going to let them go. Look, I got some. All right, cool. Just give me that one. Here. Take it. Make them tell you no more than once. Yeah, now the sales is, we talk about that a few times on the podcast. It's something that most people are extremely afraid of. Because nobody likes to talk to strangers.

8:59Like we're conditioned as kids not to talk to strangers. That's the first thing they tell you. Don't talk to strangers. And that carries over as an adult. And it's like to walk up to somebody, especially to try to ask them to buy a product and to spend money with you. It's like it's terrifying for most people. But I always say like if you can actually do sales, I recommend anybody that wants to be in business to do at least one year of sales. Oh, yeah. Selling something. I don't care whether it's life insurance, whether it's knives, whether it's cell phone cases. You got to be able to sell something.

9:26Because if you could sell something, A, it takes some fear away. And you'll realize that the worst thing in the world is not a no. What if mind control is real? If you could control the behavior of anybody around you, what kind of life would you have? Can you hypnotically persuade someone to buy a car? When you look at your car, you're going to become overwhelmed with such good feelings. Can you hypnotize someone into sleeping with you? I gave her some suggestions to be sexually aroused. Can you get someone to join your cult? NLP was used on me to access my subconscious. NLP, aka Neuro Linguistic Programming, is a blend of hypnosis, linguistics, and psychology.

10:05Fans say it's like finally getting a user manual for your brain. It's about engineering consciousness. Mind Games is the story of NLP. It's crazy cast of disciples and the fake doctor who invented it at a New Age commune and sold it to guys in suits. He stood trial for murder and got acquitted. The biggest mind game of all? NLP might actually work. This is wild. Listen to Mind Games on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Hey, what's up, y 'all? This is Questlove. Recently, I had the opportunity to sit down with A$AP Rocky ahead of his album release, Don't Be Dumb.

10:45He reflects on his journey from his Harlem roots to global icon status, discovering the hip-hop origin of his name. The ledge was on the TV. Rakim had the bucket hat Kangol during it. Pops was like, that's Rakim. That's who you named after. I just was like, damn, that **** got swag. Rocky offers a window into not only a boundary-breaking artist, but as a man committed to fusing creative ideas, community, and remaining unapologetically himself. Have you ever gotten roasted for any of your outfits? For sure. Some people don't be getting the vision. Look, they can roast me. They can cook me. They can deep fry me.

11:21They can saute whatever they want. It's nobody who can f*** with my fashion sense and my taste is impeccable. I'm just like, I impress myself a lot. It's an amazing conversation, one you definitely don't want to miss. So listen to the Questlove show on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Run a business and not thinking about podcasting? Think again. More Americans listen to podcasts than ad-supported streaming music from Spotify and Pandora. And as the number one podcaster, iHeart's twice as large as the next two combined. So whatever your customers listen to, they'll hear your message.

12:01Plus, only iHeart can extend your message to audiences across broadcast radio. Think podcasting can help your business? Think iHeart. Streaming, radio, and podcasting. Call 844-844-iHeart to get started. That's 844-844-iHeart. A new year doesn't mean erasing who you were. It means honoring what you've survived and choosing how you want to grow. It means giving ourselves permission to feel what we've been holding and knowing that it's okay to ask for help. I'm Mike Della Rocha, host of Sacred Lessons. This podcast is a space for men to talk openly about mental health, grief, relationships, and the patterns we inherit, but don't have to repeat.

12:43Here, we slow down. We listen. we learn how vulnerability becomes strength and how healing happens in community not in isolation if you're ready to let go of what no longer serves you and step into the year with clarity, compassion and purpose Sacred Lessons is your companion on your healing journey listen to Sacred Lessons with Mike De La Rocha on America's number one podcast network, iHeart follow Sacred Lessons with Mike De La Rocha and start listening on the free iHeart radio app today Hey there, this is Dr. Jesse Mills, director of the men's clinic at UCLA Health and host of the Mailroom Podcast.

13:23Each January, guys everywhere make the same resolutions. Get stronger, work harder, fix what's broken. But what if the real work isn't physical at all? To kick off the new year, I sat down with Dr. Steve Poulter, a psychologist with over 30 years experience helping men unpack shame, anxiety, and emotional pain they were never taught to name. In a powerful two-part conversation, we discuss why men aren't emotionally bulletproof, why shame hides in plain sight, and how real strength comes from listening to yourself and to others. Guys who are toxic, they're immature, or they've got something they just haven't resolved.

13:57Once that gets resolved, then there comes empathy and some compassion. If you want this to be the year you stop powering through pain and start understanding what's underneath, listen to The Mailroom on the iHeartRadio app, Apple Podcasts, or wherever you get your favorite shows.

14:32to buy your service. He said, man, not that many. I said, give me a number. How many people do you actually ask? He said, well, not a whole lot. Bro, how many did you ask yesterday? He said, none. I said, that's the problem. So this is what I want you to do because he's afraid to ask for the sale. Or he's afraid to get into sales. But what I told him was, I just want you to ask three people a day. That's your goal. I don't care whether you buy or not Because the pressure is in their answer. But if you condition your mind and say, yo, my goal is not to make a sale. My goal is to just ask five people every day.

15:11So I can go to a store and say, yo, I don't want to bother you. My coach made me do this. Would you like to buy this T-shirt? Okay, that's one. Hey, mom, I know I ain't talked to you in a little while. I never tried to sell you anything, but let me get my number out. And if you can start to get your number out, three sales, five sales, just make five calls. Make your goal the work, not the reward, because the reward is scary, because if you don't get it, you're disappointed. But what you can't control is the work. That's the only thing you can control. So is there like a fine line between persistence and annoyance?

15:44Because I could imagine like, yo, get this, get this, get this, and it's like, all right, is there a fine line there? To make a sale, you've got to be kind of annoying a little bit. Okay. I mean, at the end of the day, you've got to ask, if it's going to be somebody you want to get on the podcast, they say no. Next time you see him, you need to ask him again. It's only our inside. We feel like we're being annoying. But sometimes people just forget. Or, and I learned this at the Cheesecake Factory. So dope. People want to eat cheesecake. But they want you to convince them. They want to do it, but the right thing to say is no because it's high in fat, calories.

16:19But they really want me to ask. They really want me to convince. They feel good, strong-willed, because they're saying no because they're on a diet. Yeah, we got this new one. Oh, for sure. they'll be happy when I convince them. No, the no thing is extremely important. And it's important for people to understand not to take things personal. And, you know, I just, living in New York, I was on the subway years ago, and I just did, like, an observation. It was like, people, these guys, handing out, like, free newspaper. They're free to anybody that's, like, coming through the turnstile. And every single person was like, no, I'm going to look, they was just, and I'm thinking to myself, like, it's free.

16:54It's a free newspaper. Why not take it? but it's like they're just conditioned that he's trying to sell me. He's not even trying to sell. He's giving it away. And it's like, no, it's like the same thing as like a pretty girl. Like you might want to dance with a pretty girl before you even, she's like, no. But it's like, you didn't even look at me. You know what I'm saying? Right, right, right. But she's just used. She's conditioned to say no. So I say I have to say like people in general are conditioned to say no. So peeling back that layer and saying like, well, why? It's free. It's a free newspaper.

17:25Why come you don't want to take it? Let me get the no out of the way. And you're not going to convince everybody, but some people, once you just get that first layer, like if you can get past that first layer, it's like a home run after that. Yeah. I think how you do anything is how you do everything. So if you're attempting to make a sale and they say no, if you're working on a product and you just can't figure it out, like these mics, you just couldn't figure out how to get it working, you'll probably stop at that too and just get another mic. But once you develop a certain level of persistence, once you develop that trait, that carries to everything.

18:01You know what I mean? If you can be persistent in a sales transaction, you could be persistent in getting that person interested enough to date you or trying to close that deal. How you do anything is how you do everything. You sound like you're going to be the wholesome bachelor, man. So what are some steps? Like you said, you coach people to become entrepreneurs from the nine to five. What are some steps? I'm sure there's a lot of people that may listen to this podcast that have nine to five jobs and want to become entrepreneurs. What are some practical steps that people can take? I think the first step is just set a goal.

18:33And I don't care what the goal is. Ideally, if you're new in entrepreneurship, you don't want to set a sales goal or a reward goal. You want to set a work goal. So your work goal might be starting out from six to seven every single day. I'm going to work on this product or this project, whatever it is I'm doing from six to seven. If you've got a podcast from 6 to 7, I'm reaching out to people to be on my – I don't care what they say. Their answer doesn't have anything to do with me. But for me to hit my goal from 6 to 7, because that works on consistency, you get more comfortable reaching out, and you're putting a whole bunch of people in your pipeline.

19:08This particular scenario, I guess, with podcasting. But the first step is to set a consistent goal that you can hit, because you can't control if somebody buys or not. You know what I mean? So I think the first step is if you have a business, you set some work goals. And out of those work goals, if you get comfortable in that long enough, then you set some small reward goals. And you just do that consistently. My goal is to sell one a day, whatever the product is. Let me just sell one a day. And you do that often enough, you'll get tired of that. Now, you know what? I'm glad you said that because that's something that I learned early on in business when I first came into business, right?

19:43And I learned that you can't. people make the mistake all the time because they say okay i want to make a hundred thousand dollars and in order to do that i need to make two thousand dollars a week right and it's like okay i'm gonna make two thousand dollars a week i'm not gonna work two weeks out the year so if i make two thousand for 50 weeks i'll make a hundred thousand dollars but that's not really an attainable goal because it's like what does it take to make two thousand dollars a week right you don't know exactly so it's like if you're selling a product right you might say okay i need to sell 10 of these, whatever they are, in order to make 2 ,000.

20:17But even saying, all right, I'm going to sell 10 products, that's really not a good goal because how are you going to sell 10 products? You got to dig deeper and say, okay, in order to sell 10 products, I know I need to speak to 100 people. Exactly. So the goal is not to sell 10 products. The goal is to speak to 100 people. Exactly. So now you dig it down even deeper and it's like, okay, well, how do I speak to 100 people? I need to get 25 referrals. I need to go to five networking events. I need to cold call a hundred people. That's the formula for me to speak My goal is if I speak to 100 people, I'm gonna sell 10 products I'm gonna make 2 ,000 but a lot of time people do it backwards They say I'm gonna make 2 ,000 they get frustrated because it's June and they haven't made any money Right, right and it's like they just quit.

20:59Yeah, the question was like how long did you think it was gonna take to be successful?

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23:34neurolinguistic programming. Is it a self-help miracle, a shady hypnosis scam, or both? Listen to Mind Games on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Hey, it's Joel. And Matt. From HowToMoney. If your New Year's resolution is to finally get your finances in shape, we've got your back. Prices, they're still high, and the economy is all over the place. But 2026 is the year for you to get intentional and make real progress. That's right. Yeah. Each week we break down what's happening with your money, the most important issues to focus on and the small moves that make a big difference.

Read the full transcript

24:09Kick off the year with confidence. Listen to How to Money on the iHeartRadio app, Apple Podcasts or wherever you get your podcasts. Hello. Hello. All my people. What's up? It's Questlove. Recently, I had the opportunity to sit down with the one and only A$AP Rocky. He reflects on his journey from Harlem roots to global icon status and discovering the hip-hop origin of his name. The ledge was on the TV. Rakim had the Buckethead Kangol join on. Pops was like, that's Rakim. That's who you named after. I just was like, damn the f***ing f***ing swag. Listen to The Questlove Show on the iHeartRadio app, Apple Podcasts, or wherever you get your podcast.

24:51This season on Dear Chelsea with me, Chelsea Handler. we've got some incredible guests like Kumail Nanjiani. Let's start with your cat. How is she? She is not with us anymore. She... Okay, great, great, great way to start. Maybe you will cry. Ross Matthews. You know what kids always say to me? Are you a boy or a girl? Oh my God. All the time. That's so funny. I know. So I try to butch it up for kids so they're not confused. Yeah, but you're butching it up is basically like Doris Day. No, I turn into Bea Arthur. Listen to these episodes of Dear Chelsea on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

25:27A new year doesn't ask us to become someone new. It invites us back home to ourselves. I'm Mike De La Rocha, host of Sacred Lessons, a space for men to pause, reflect, and heal. This year, we're talking honestly about mental health, relationships, and the patterns we're ready to release. If you're looking for clarity, connection, and healthier ways to show up in your life, Sacred Lessons is here for you. Listen to Sacred Lessons with Mike Delaroach on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. This is an iHeart Podcast. Guaranteed human.

From the publisher

In this powerful clip from "EYL," David Shands sits down with Troy Millings to share his journey from working at the Cheesecake Factory to building a six-figure business selling T-shirts. David breaks down the essential mindset shifts and tactical strategies he used to turn his "off days" into $100 paydays, eventually quitting his job and scaling up his entrepreneurial dream.

You'll hear David’s advice on setting practical work goals (not just sales goals), transitioning out of your 9-to-5, and the importance of persistence—especially when facing rejection. He outlines his “life cycle of a good idea,” touching on excitement, evolution, engagement, and expansion, and how to carry momentum through each stage.

Troy challenges David on the fine line between persistence and annoyance in sales, sparking a real conversation about how to overcome the fear of selling and why most people are conditioned to say "no" first. Hear how David converted sales after the second or even third "no"—and how his coaching clients have unlocked new income just by increasing their daily sales asks.

Perfect for aspiring entrepreneurs and anyone ready to make their side hustle their main gig, this clip delivers actionable steps you can start using today. From building consistency to tracking your actual work instead of just the outcomes, David and Troy break down the real formulas behind hitting $250K a year selling any product.

Don't miss this inspiration-packed conversation!

**Key topics covered:**  
- How to set daily work goals for reliable results  
- Why persistence and overcoming “no” matters in sales  
- The true process for transitioning out of your day job  
- The “life cycle” stages of every business idea  
- Breaking down sales fear and building resilience  
- Why tracking your outreach matters more than tracking revenue

**Hashtags:**  
#Entrepreneurship #SalesStrategy #SideHustle #SmallBusiness #Persistence #DavidShands #TroyMillings #BusinessMindset #BlackOutPodcast #SuccessTips #HowToSell #WorkSmart #DailyHabits

👇 Watch, learn, and start building your $250K journey today!

See omnystudio.com/listener for privacy information.

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