Pick a side hustle by its business model, not by your passion
12 min readOlivia Hart

If you are a creator trying to add a second income stream, the worst way to choose one is to ask what you are passionate about. The better question is which of a small number of business models you are actually equipped to run. Most creators reach for the model that fits their identity, which is usually the model that fits their situation worst, and then they spend two years discovering that passion does not compensate for picking a structure that was never going to work for them.
I am borrowing the spine of this from Justin Mares, who wrote about the four kinds of side hustles, and I want to argue that creators are systematically defaulting to the one of the four that suits them least.
The four models
Mares’ categories are about how the money actually gets made, which is the thing that determines whether a side hustle is viable, independent of how much you like the subject. There are four.
The first is buying an existing asset. You acquire something that already produces cash flow, a small website, a newsletter, a niche software product, a content property, and you operate or improve it. The demand already exists. The product already exists. You are paying to skip the hardest part, which is going from zero to anything.
The second is launching on a marketplace that already has demand. You sell into an existing flow of buyers, an app store, an Etsy, an Amazon, a course marketplace, a template gallery, where the audience is already showing up looking to buy. You do not have to create demand. You have to be a good option inside demand that already exists.
The third is launching a unique product and buying customers through paid acquisition. You make something new, and you find your customers by paying for them, ads, sponsorships, paid placement, and you make the unit economics work so that a customer costs less than they are worth. This is the model that requires the most capital and the most marketing competence, because you are creating demand and paying to reach it at the same time.
The fourth is arbitrage. You find a price gap, buy low in one place and sell high in another, and your edge is information or access rather than a product. Mares also lists the traits of a good side hustle independent of model: it solves a known problem, it is low-maintenance, and there is a no-brainer path to profit. Those traits are the filter you apply after you have picked a model that fits you.
It is worth being honest about what each model is really asking of you, because the categories sound interchangeable and they are not. Buying an existing asset asks for capital and operating judgment, and it pays you for skipping the zero-to-one problem that kills most new ventures. Launching into an existing marketplace asks you to be a good option inside demand someone else created, and it pays you for distribution you did not have to build. The unique-product-plus-paid-acquisition model asks for capital and real marketing competence at the same time, and it punishes you hardest if either is missing, because you are manufacturing demand and paying to reach it in the same motion. Arbitrage asks for information edge or access, and it tends to be the least durable, because the gap you found closes the moment enough people find it too. The point of laying them side by side is that the question is never which model is best in the abstract. It is which model your particular inventory of assets makes survivable, and that answer is different for almost everyone.
The model creators default to, and why it is the wrong fit
Here is the pattern I keep seeing. A creator with an audience decides to add income, and they reach almost reflexively for the third model. They build a unique product, usually a course or a membership or some piece of original content, because building original things is what creators do and it fits their identity. Then they try to sell it, and they discover that the third model’s hardest requirement, reliable paid customer acquisition with working unit economics, is the thing they are worst at, because creators have spent their careers getting attention for free and have no muscle for buying it profitably.
The third model is the most capital-intensive and the most marketing-intensive of the four, and creators pick it precisely because the product-creation part feels natural, while ignoring that the product-creation part is not where this model is hard. The model is hard at acquisition, and acquisition is the part the creator waved away. So they launch a genuinely good course into a void, paid acquisition does not pencil out, the organic audience converts once and then is tapped, and the side hustle stalls. They conclude their product was not good enough. The product was usually fine. The model was wrong for their situation.
What creators actually have, that most people starting a side hustle do not, is an audience. An audience is demand. Which means the model that fits a creator best is frequently the second one, launching into existing demand, except the existing demand is their own. They should be selling something into a flow of buyers that already exists, and they are sitting on the flow of buyers. A small, well-scoped product sold directly to an audience that already trusts you is the second model, and it is a far better fit than the third, where you build something unique and then go pay strangers to notice it.
There is a useful way to see how badly the third model fits the creator’s actual strengths. Mares lists the no-brainer path to profit as a trait of a good side hustle, and for a creator selling into their own audience that path is short and visible: you can describe the thing to a handful of your people and watch whether they reach for their wallet before you have built anything. For a creator running the third model, the path to profit runs through paid acquisition math they have never done, against ad costs they cannot predict, in auctions they do not understand, for a product they made before confirming anyone outside their existing audience wanted it. The same person has a clear path in one model and a foggy one in the other, and the difference is entirely about whether they are using the audience they have or pretending they need to buy a new one. The audience is the asset. The third model is the one that asks you to set the asset aside and compete on the dimension where you are weakest.
The first model is also wildly underused by creators and arguably the best fit of all. A creator with audience and judgment is unusually well positioned to buy an existing asset, a small newsletter, a niche site, a tiny product, and grow it by pointing their existing distribution at it. You skip the zero-to-one problem entirely, and you apply the one thing you have that most acquirers do not, which is an audience to plug into the thing you bought. Almost no creators consider this, because buying feels less creative than building, and creative is the identity, and the identity is exactly what is leading them to the wrong model.
Think about what a creator brings to an acquisition that a normal buyer does not. A typical person who buys a small newsletter or a niche site gets a thing producing some cash flow and then has to figure out how to grow it, which usually means learning distribution from scratch, which is the same hard problem the original owner was stuck on. A creator buys the same asset and already owns the growth lever. They can point an existing audience at the thing on day one, which means the asset is worth more in their hands than in almost anyone else’s, which in turn means they can often pay a price that looks fair to the seller and is a bargain to them, because they can do something with it the seller never could. That is a structural edge, the kind of thing Mares would call a no-brainer path to profit, and it is sitting unused because buying does not feel like making, and the creator wants to feel like a maker. The identity is leaving money on the table in the most literal sense.
There is a quieter benefit too, which is that an acquired asset comes with proof. It already has customers, already has revenue, already has a demonstrated reason to exist. The unique product the creator wants to build instead has none of that until after they have spent the months building it, which is exactly when it is most expensive to discover it does not work. Buying lets you confirm the demand before you commit, which inverts the usual creator risk, where you build first and find out whether anyone wanted it last.
Why passion is the wrong selector
The reason passion is a bad way to choose is that passion tells you about the subject, and the subject is mostly irrelevant to whether the model works. You can be passionate about a topic and have it sit inside a business model you have no ability to run. You can be lukewarm about a topic that sits inside a model that fits you perfectly. The passion is real information about whether you will enjoy the work. It is almost no information about whether the work will make money, because the money is a function of the model, and the model is orthogonal to the topic.
Mares’ framing is useful precisely because it strips the topic out. It forces you to ask the question that actually predicts the outcome: given what I have, audience, skills, capital, time, which of these four ways of making money am I structurally positioned to do well? For a creator the honest answer is usually one or two, sell into your own existing demand, or buy an existing asset and grow it with your distribution, and almost never the build-something-unique-and-buy-customers model they instinctively reach for.
The passion-as-selector mistake has a specific tell, which is that it produces decisions defended with sentences about the creator and almost none about the customer. I love teaching, so I will make a course. I have always wanted to write a book, so I will write one. I am passionate about productivity, so I will build a productivity app. Every one of those sentences is about the maker. None of them contains a buyer, a demand, or a model. Mares’ question forces the buyer back into the sentence, because you cannot answer which model fits without naming who pays and how. That is the real function of leading with the model rather than the passion: it drags the analysis from the inside of your own head, where passion lives, out into the market, where the money actually is. The creators who skip this step are not making a small error of sequencing. They are answering a different question, the question of what they would enjoy, and then acting surprised when the answer to that question does not also happen to be a business.
How I would choose
I would start from the assets, not the interests. Write down what you actually have. An audience of a certain size with a certain level of trust. A set of skills. Some amount of capital. Some amount of weekly time. Then map those against the four models and ask which one your specific inventory of assets makes viable, ignoring for the moment what you would enjoy.
If you have an engaged audience and limited capital, the second model fits, sell something scoped directly into the trust you already have, and the no-brainer-path-to-profit test is easy to apply because you can ask a handful of your audience whether they would buy it before you build anything. If you have some capital and an audience that could be redirected, look hard at the first model, because buying a cash-flowing asset and growing it with distribution you already own is the move creators are structurally best at and almost never make. Reach for the third model only if you genuinely have, or are willing to build, real paid-acquisition competence, and be honest that most creators do not and will not.
One more filter before you commit, drawn from the same Mares list: low-maintenance. A side hustle is a side hustle, which means it has to survive next to the main thing, your actual creative work, without eating it. The third model fails this test twice over, because paid acquisition is not something you set up once, it is a thing you tend constantly as costs drift and campaigns decay. Selling a scoped product into your own audience scores far better, and a well-chosen acquired asset can score best of all, because a thing that already runs needs operating, not building. If a side hustle requires your full attention to stay alive, it is not a side hustle, it is a second job you gave yourself, and the whole point was to add income without subtracting the work that made you a creator in the first place.
Pick the model first, on the cold logic of fit. Then, within the models that fit, choose the topic you can stand to work on for years, because that is where passion belongs, as the tiebreaker between viable options, not as the thing that picks the option. Choose the structure with your head and the subject with your heart, in that order. The creators who get this backwards build beautiful products inside business models they were never equipped to run, and beautiful is not the thing that was failing.
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