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Index/Startups & Founders/The Journey with Morgan DeBaun
The Journey with Morgan DeBaun artwork

5 Wealth Moves for People Who Are Tired of Being Broke-Busy

The Journey with Morgan DeBaun · 2026-02-17 · 13 min

0:00--:--

Key moments - from our scoring

Substance score

27 / 100

Five dimensions, 20 points each

Insight Density5 / 20
Originality4 / 20
Guest Caliber7 / 20
Specificity & Evidence8 / 20
Conversational Craft3 / 20

This episode presents five scalable income strategies designed to move beyond traditional side hustles. Morgan DeBaun starts with dividend stock investing - specifically recommending stable companies like Coca-Cola and Verizon that provide quarterly payouts reinvestible for compound growth - then shifts to recurring revenue models like paid memberships (her WorkSmart community example) and affiliate marketing, where she emphasizes monetizing product recommendations currently given away for free. She explores digital products built with AI tools like Lovable and Midjourney, positioning them as tools rather than courses, and digital coaching through simple payment links on Stripe or PayPal without expensive platforms like Kajabi. The final strategy - office hours or one-on-one consulting - allows experts to charge $100 - $500 per hour for specific guidance. DeBaun frames this as working smarter to accelerate wealth accumulation, with side hustle income reinvested into dividend stocks and index funds. B2B operators, freelancers, content creators, and expertise-based service providers will find actionable frameworks for revenue diversification and asset-building aligned with her WorkSmart philosophy of financial independence.

Key takeaways

  • →Dividend reinvestment compounds wealth without requiring you to reinvest time - a $10,000 investment in a 4% dividend stock like Verizon generates $400 annually, which when reinvested becomes $10,400 generating $416 the next year, plus stock appreciation.
  • →Paid communities generate predictable recurring revenue ($2,500/month from 100 members at $25/month) while building loyal customer relationships and reducing reliance on unpredictable algorithm-based social media followers.
  • →Affiliate marketing on your recommendations (Amazon, LikeToKnowIt, Shop My) captures 15 - 20% commissions on products you already recommend, turning organic behavior into passive income without changing what you're already doing.
  • →Digital products and tools built with AI (Lovable, Midjourney prompts, design templates) avoid the time-for-money trap of courses by encoding expertise into scalable systems people can use independently.
  • →Office hours or one-on-one coaching at $100 - $500/hour leverages existing expertise into high-value time blocks, and recorded sessions can be repurposed into products like workshops or foundational IP for future projects.

Topics in this episode

Affiliate marketingShop MyCoca-ColaVerizonDividend stock investingPaid community membershipsWorkSmart communityAmazon AssociatesLikeToKnowItAI-powered digital products

Questions this episode answers

How do dividend stocks generate wealth over time if you don't take the money as income?

When you reinvest quarterly dividends instead of withdrawing them, you own more shares of the company, so the next dividend is calculated on a larger amount - creating compounding growth. A $10,000 investment at 4% yields $400 reinvested, so the next payout is 4% of $10,400, not the original $10,000.

What's the difference between a paid membership community and just having followers on social media?

A paid community (200 - 300 members at $25/month = $2,500 recurring revenue) creates direct relationships and recurring income independent of algorithms, whereas followers on Instagram or LinkedIn don't generate revenue and depend on platform changes.

Can you build a digital product without creating an online course?

Yes - you can build AI-powered tools, sell AI prompts for headshots or product images, create design templates, or develop niche solutions like closet-auditing tools that solve problems without requiring you to deliver the service repeatedly.

Is affiliate marketing passive if you're actively recommending products to your audience?

Mostly passive once set up - you're not changing your behavior (you're already recommending products), just adding affiliate links and earning 15 - 20% commission on repeat, sometimes generating free PR boxes from brands you drive traffic to.

How do you start offering digital coaching or office hours without expensive platforms?

Create a simple Stripe or PayPal payment link, a Zoom link, and a Google Calendar reminder - charge $100 - $500/hour for 30-minute to 1-hour calls where you solve specific problems, and can repurpose recordings into workshops or other products.

What our scoring noted

Our reviewer’s read on each dimension, with quotes from the episode.

Insight Density

5 / 20

The episode is a listicle of well-worn side-hustle tips (dividend reinvestment, communities, affiliate links, coaching) that any moderately engaged B2B operator or personal finance reader would already know. There are no non-obvious mechanisms, surprising trade-offs, or hard-won lessons - just surface-level explanations padded with filler.

Is it exciting? No, but does it work? Absolutely.
This is the year that we stop letting people pick our brain for free.

Originality

4 / 20

Every idea here - dividend reinvestment, paid communities, digital products, affiliate links, coaching office hours - is a staple of 2018-era creator-economy and personal-finance content. There is no contrarian framing, no first-principles reasoning, and no counterintuitive claim anywhere in the episode.

figure out a way to create a tool or some sort of product that offering that is online
make sure you are organizing your links and you are being clear about, Hey, you can buy this from my link and get that 15 to 20% commission

Guest Caliber

7 / 20

This is a solo monologue by the host, who does have real operator credentials (founder of AfroTech, operator of a paid WorkSmart community with 200-300 members) but the episode itself fails to leverage those credentials - she rarely draws on proprietary lessons from building those properties at scale.

I haven't done large group coaching in many, many years. I just ran one for four weeks with some amazing, amazing people for accelerating their AI usage.
We have over 800 members. They also get special events. We do happy hours all over the country.

Specificity & Evidence

8 / 20

The episode does include some concrete illustrative numbers (4% dividend yield on $10,000, 100 members at $25/month = $2,500 MRR, $100-$500/hour coaching rates, $4,200-$4,500 average side income) but these are textbook examples rather than evidence drawn from her own results or cited research, and the dividend tax claim ('you don't want to get taxed on it... you then reinvest those dividends') is misleading.

Basically, only about 20% of people in this country have a side hustle. I think it's about $4,200 to $4,500 is the average amount of side income
if you have a hundred members at $25 per month. that's $2,500 a month

Conversational Craft

3 / 20

This is an uninterrupted solo monologue with no guest, no questions, no pushback, and no dynamic exchange of any kind - conversational craft as a dimension simply does not apply, and the delivery itself is loosely structured with frequent filler and repetition.

Let me know if you have any other questions. My DMs are always open to you and I will see you next episode.
I don know friends this sounds like a good gig to me

Conversation analysis

Computed from the transcript - who did the talking, and the words that came up most.

Most-used words

community14stock13money11value10create10different10dividend9grow8build8digital8paid7affiliate7income6call6single6product6

Episode notes

Feeling like you're working hard but your money isn't working for you? You're not alone. In today's episode, I'm breaking down five money moves that will quietly make you very, very wealthy and none of them require you to go viral, get lucky, or grind yourself into the ground. I'm talking dividend stocks (aka mailbox money), building a paid community, creating digital products with AI, setting up your affiliate business, and finally charging people to pick your brain. These are the exact strategies I use across WorkSmart, Afro Tech, and my own personal portfolio - and the math is simpler than you think. This episode is for you if you're part of the 80% who doesn't have a side hustle yet, if you're recommending products without affiliate links (in 2026?!), or if you're letting people pick your brain for free. We're done with that. I'll walk you through real numbers, real platforms, and how to actually get started this week. Links mentioned: Join the WorkSmart community - Get my book, Rewrite Your Rules - ShopMy storefront - TikTok - Money Worksheets & Budgets - Watch the show on youtube -

Full transcript

13 min

Transcribed and scored by The B2B Podcast Index.

These are five money moves that will quietly make you very, very wealthy. They are not conventional, but these are things that I think if you are able to do a couple of them, they will pay dividends year over year and compound so that you can get ahead. Basically, only about 20% of people in this country have a side hustle. I think it's about $4,200 to $4,500 is the average amount of side income that the average person is bringing in.

Now, if you want to beat those numbers or if you want to be a part of that 20%, here's exactly what I would do if I were you. Number one, I'd make sure that I had a high yield savings account and I would be investing in dividend investments. Dividend stocks are amazing because not only do you get the appreciation of a stock, which typically grows between four to 10% year over year, you also then get every quarter money that is spent back to you, the shareholder. So this is basically a really stable company that is giving you profit sharing, just like they would any other sort of shareholder.

So every quarter you get what I call mailbox money. So you're getting that appreciation of that stock and you're giving dividends every single quarter. Now, the smart thing to do here is you don't take that money as income because you don't want to get taxed on it. You then reinvest those dividends back into the stock and that helps it appreciate and grow even faster.

So you're not only getting the return, you're also getting that dividend that is getting bigger and bigger every single time you're reinvesting it into the stock market. And that over 10 years can pay off so much. Is it exciting? No, but does it work?

Absolutely. That is why it's one of my top ways for you to grow your income. So if you have an investment in a stock and it's $10,000 and it has a 4% dividend return, that means that it's going to give you $400 every single year. And that's money that you can put back into your stock.

And eventually that stock is going to grow and grow and grow. That doesn't include the appreciation of the stock itself. That's just the amount of money that you put in. So let's say you invested $10,000 into a dividend stock and they pay out a 4% dividend.

This would be something like a Coca-Cola or a Verizon, super stable companies. You would then get $400 every year from that company. Now, instead of having $10,000 worth of that stock, you have $10,400. So then the next time they pay you a dividend, which is 4%, it's based off of your $10,400, not your original $10,000.

So every year you're getting more and more of this stock. Now, if you're investing in a really good company like a Verizon or Coca-Cola, it is also going to appreciate over time. So that value of that stock is probably not even $10,000 anymore. Maybe it's grown another 3% or 5% or 10% value.

And that is why investing in a dividend stock is a really stable way to be able to grow your income and to grow your assets without you taking too much risk. The next one is growing some sort of membership or community. This is really important. And this is something that I do with my WorkSmart community.

It is my favorite thing on earth because it is a small group of people, typically about 200 to 300 people at any given point are a part of my membership. They're paying a monthly fee to be a part of it, but I create a lot of value for them. So I do live teachings. I answer their questions.

I answer their DMs. We get together in person every once in a while. And it is an awesome way for me to build some of my biggest fans and biggest followers into my world and for me to provide value back to them. This is a really important thing to do.

if you want to be a content creator an influencer or have your own business have its own community consider having a paid community If it a free community that fine too People do that They have 10 free members in your community but they also monetizing them through other things I prefer to just let people pay once and then they get all the value, but whatever works for you. The point of it is that if you have a group of people that are with you throughout time and you're providing a lot of value for them, it's a great way to build a long-term relationship and to get that recurring money to come in every month.

So your community could be a reflection of whatever you're an expert in. So for example, I'm a paid member of a lot of visual artists. I'm a paid member of a lot of visual artist communities because although I am not a full-time artist, I aspire to be one. And so I want to support other visual artists.

I love watching the behind the scenes of what they paint. Some of them send out postcards and stickers every month. It just depends. I'm also a member of Amanda Seale's community in her Patreon.

I'm also a subscriber of a lot of different sub stacks, Don Lemon, Joy Ann Reed, so many different people that I want to be part of the community. I want to support them as people, but I also want the behind the scenes of whatever they're working on and whatever value they're also exchanging. It's just so cool to see what they're working on. But for you, whatever it is that you're doing, you could also offer behind the scenes.

So for example, let's say you are really into homeschooling and you're teaching people how to homeschool. Okay, great. Create a community so that people can get access to all your materials from homeschooling. And every month you create different workshops and different downloadables and different things that they can use.

You could also do AfroTech has a community. It's called AfroTech Insider. It's so great. We have weekly workshops that are for our AfroTech community.

We have over 800 members. They also get special events. We do happy hours all over the country. They get special access at AfroTech Conference.

They get considered earlier to be a speaker at the conference. So, so many different things behind the scenes that they get access to. And most importantly, they get access to each other, which is amazing. And it helps them build their own networks.

So figure out how you can build a community, a membership, and, you know, don't just have followers on Instagram or followers on LinkedIn. Like figure out how you can get a subset of them into one place, stack, trium, school. There's so many different platforms for this, but I absolutely love it. And I highly recommend the math is also very simple.

Let's say you have a hundred members at $25 per month. that's $2,500 a month. So it's not a small amount of money just from a hundred people. You need to be reinvesting some of that cash back into the community, but it really is a great way to have a sustainable monthly recurring revenue coming in and you're providing value for people.

The next one is to create a digital product. And I don't mean just like a cute little ebook on Etsy. We are way past those days. If you have a really specific skill, figure out a way to create a tool or some sort of product that offering that is online.

So with AI, you can build all these crazy little microsites. So let's say, for example, you're an amazing fashion stylist. Okay, well, is there a way that you can create some sort of digital product or digital tool? You can code it using cloud code or lovable and actually build out a tool that someone can use to help them with their closet organization or auditing their closet and auditing their products or how to upload your first stuff on Poshmark, whatever it may be that is your skills or a way for you to digitize it and actually sell it.

I'm not necessarily saying like create a course because I think courses are hit or miss depending on who you are. But if you're able to solve a problem for someone in a digital way, in a way that you don have to be the one who delivers it every single time and you can do work for them that is absolutely game changer Let me give you some other examples Let say you have a set let say you a graphic designer and you have some incredible ways to use AI to create these really hyper-realistic images, whether it's like digital headshots or digital product shots or whatever it may be.

You can actually sell your prompts to people who don't have the time or the skill to create those prompts. Like I would probably pay someone if they were really good at creating headshot prompts and keeping that character same time and time again on mid journey or a nano banana pro, I would probably pay like 15 to $30 for that. So if you have that, let me know in the comments. But that's kind of my point.

It really just depends on who you are and what you're good at. There is an opportunity to sell that skill to someone else. You just have to sit with yourself and decide like, how can I actually put this into a product or a system that doesn't require me to deliver that service physically, mentally, literally every single time. The next one, and I talk about this a lot, but I feel so passionately about this, you guys, which is you need to build your affiliate business.

If you are recommending products or services, or you are literally telling people like, oh, I got this here, I got this there, and you're not linking to an affiliate link in 2026, what are you doing? Here's the thing. There are so many platforms that are designed to pay people to organically, quote unquote, market their product or service. So why would you make this company richer and not get an affiliate link for it?

OK, so whether you are a mom blogger or you are a producer, a director, a writer, I want to know what tools you're using as an expert and make sure that you have links to those things. Amazon has the lowest possible affiliate amount and affiliate shares on Amazon. You could do like to know it. You could do shop my you could do there's some B2B platforms for affiliate links.

Do the research. Ask AI, ask Claude, ask Chad to BT. Let them do the research for you if you want. but make sure you are organizing your links and you are being clear about, Hey, you can buy this from my link and get that 15 to 20% commission.

You're leaving money on the table. And once you set up this like library or this kind of like collection of links for yourself, then you can sell those on repeat. So just give it a try, give it a try. I know it might feel a little cringe, but I promise you that it works.

And sometimes you even get free PR from it. Like I get probably five to 10 boxes a month from like really incredible brands that I actually use because I have driven business to them. So just something to consider, but it's a great way to have passive income for not really changing much of your behavior. And last but not least, it's some sort of like digital coaching or a way for people to quote unquote, pick your brain.

This is the year that we stop letting people pick our brain for free. Okay. If you don't want to call it one ones or digital coaching. Literally, you can make it so simple, you guys.

You could just offer in your stories and say, hey, next week I'm opening up for three to four weeks. I'm going to do a monthly call with a small group of people and we're going to walk through solving this specific problem. And then DM me if you're interested in and let the people DM you. Okay.

Let the people DM you. Market it like a couple of times in your stories. I promise you someone will sign up and just make a link on Stripe or PayPal. Keep it simple.

You don't need Kajabi. You don't need all these platforms just direct payment link Okay And a zoom link When we have the call create a Google calendar reminder for the next three weeks this is what we doing And I promise you this works every single time I haven't done large group coaching in many, many years. I just ran one for four weeks with some amazing, amazing people for accelerating their AI usage. It was so much fun.

I gained a lot of value from it and we had a good time. And then I was able to take those videos and reframe them into my AI mastery workshops, which now is available for people to buy. You too could buy it if you want. So make sure that you're thinking about what value and problem you can solve for someone, but consider literally allowing yourself to become an online teacher.

It is such a rewarding experience. And it's something that also just pays a lot of dividends over time because you start to get really good at your own intellectual property, your own frameworks, and you start to build up this collection of your work and your thoughts that is really valuable if you ever want to use it for writing a book or doing a podcast or any sort of other extension of yourself in the future. This is really, really helpful work. The other thing you could do is you could offer what I call office hours.

Sometimes I do this if I have a few weeks where I'm not traveling, where you can just open up your calendar and say like, hey, for this price, I will sit on a call with you for 30 minutes or an hour. And these are the kind of questions you can ask me, or these are the kind of problems I can help you solve. So like I have literally paid people to help me with a few different things. I had someone, I paid someone to help me plan my wedding that I actually never had.

I paid someone as an interior designer. So I paid someone, I made someone to show them my kitchen so that they, as an interior designer, it was very, very expensive. I could not afford for them to like actually do the whole project. But I was like, what do you think I should do?

Because even just 30 minutes with a really, really qualified expert is like 10 hours with somebody else because they're so good that it's just second nature to them. They can actually sit there and be like, boom, bam, bang. These are the things I would do. This is what I wouldn't do.

I would absolutely not do the thing that you're thinking about. It's no different than if somebody calls me and is like, hey, I want to grow my business and this is what I'm thinking. Or like, hey, I need to go from this revenue to this revenue. Here's what I'm thinking.

I can immediately tell them, no, that's not going to work. Or like, that's actually a really good idea. You should do this and this is how I would get it done. So think about what that looks like for you and think about what kind of skills you bring to the table and consider opening up your calendar.

It's not totally passive because you're obviously meeting with people, but you can charge anywhere between $100 to $500 for an hour, just depending on how big or how much expertise you have. So just consider it because if you do that a couple of times a month, that's $100. Three, four times a month, that's another $400. You've got your stocks paying you, your affiliate links.

I don't know. I don't know, friends, this sounds like a good gig to me. Our goal on our goal with work smart is for you to work smarter, not harder, and for you to figure out how to accelerate your wealth and take all of this money and all this extra income to invest it in assets that are growing while you sleep. So you might take the money from these different side hustles and put it into your dividend stocks, put it into your index funds, and that is growing while you sleep.

And that is how you're going to get ahead. That's how you're going to have your freedom number. We talk a lot about fire, financial independence, retiring early, and making sure that you know what your freedom number is so that you can be building towards that number over time. Let me know if you have any other questions.

My DMs are always open to you and I will see you next episode.

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