Writing an eBook, like you said, is not easy. First you have to have something to write about, which often means that you need to be some kind of respected expert in the field you wish to write about.However, if you can get past the initial trouble of selecting a topic, becoming an expert, and finally writing about that topic, that’s when the hard part really starts….
One should think about their skills, hobbies and basic daily habits as well. Do you like to cook? Be a personal cook or dinner parties. Baking? Make wedding cakes or cupcakes for weddings/special events. Do you enjoy cleaning? Trying going to banks/repo companies and ask if they are in need of a repo cleaner or market yourself as a all-around cleaner. Know how to mow a lawn? Get paid to do it in your neighborhood. Sell products from large companies – Jewelry in a candle, Sentsy, Health and home products – etc.
Before you really roll up your sleeves and monetize your personal or professional skills, why not right-size your life? Selling your unwanted stuff is a great way to downsize and declutter your life while earning some income on the side. If you’re transitioning to full-time work-at-home status, that income could provide a critical boost to your plans for a proper home office, or allow you to maintain your lifestyle during lean times without resorting to voluntary simplicity.
Have you ever considered becoming a Postmates courier? You can start delivering restaurant food, groceries, or other goods to customers for some great side money. Signing up is fast and easy, you don’t even need a car if you live in an area that doesn’t require one. Best part, there are no required shifts, and you get to keep all of the tips you earn.
Websites like Care.com connect parents with babysitters. The company does all the background checking and other due diligence to put parents' minds at ease. Of course, you can appeal directly to people in your personal network, but if you're looking to generate recurring revenue sign up with a site marketing to parents looking for child care services.
Samples. You’ll need some samples before you can really begin marketing yourself. Figure out which market you want to approach first, and then find or create some related samples. For instance, if you want to try your hand at blogging, study some successful blogs, and then write a few posts of your own to use as samples. Do this for any and every market you’d want to write for.
I’ve tried a fair few things on this list and I’m a big fan of those side hustles that have the potential for ongoing passive income once you’re set up. For me, the most successful have been blogging and T shirt designs (I use Merch by Amazon but want to look into Teespring as you suggest). I’m currently working on an Etsy printable business, again for the passive income potential!
As far as Poker goes (at least for Texas Hold’em), I’d recommend sitting at a low stakes table (1/2 no-limit is the lowest most places have) and merely being observant/make casual conversation at the table for a while until you feel comfortable. If you’ve never played, just tell the dealer and they’ll be happy to help you out (most players will notice if you haven’t played before anyways so you’re not really at a loss there). Just play “tight” (a small range of strong starting hands) and that’s a pretty good place to start!
Real estate can be a very profitable investment opportunity, but many people don’t know how or where to start. It’s also common for aspiring real estate investors to be scared off of the idea because of the upfront capital requirements. While it’s true that you do need some money to make money from real estate, technology has made it easier for investors to get up and running without much startup capital.

You could also opt to use existing websites for making money. These include both active income and passive income methods. For example, you could sell some used items or invest in creating some digital designs that then can be sold on merchandise. Again, devote a sizable portion of your time to passive income so that you can slowly build up earnings that will arrive on autopilot without any extra added effort. 

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