First, you need to be willing to work more if you want to earn more. Everyone wants to magically earn more money by working less, but it doesn't work that way. Second, you need to be willing to try new things. You don't necessarily need to be creative. You just need to be willing to try to earn money in a different way than you currently are doing.
Using a food delivery service can’t necessarily earn you money, but it can help you save you money if you constantly find yourself throwing out half the food you buy. Food delivery services send a box of food every week with new, sometimes unique vegetables, meat, fruit, and so on. If you don’t have time to shop and want simple meal-prep that leads to a good meal, a food subscription service may be perfect for you.
Become a mystery shopper. This means doing business with various establishments and rating their products and services without their knowledge. It may sound like cake, but remember that it requires discreteness, a good memory for detail (ex. the name of every individual who helped or served you), and enough cash for you to be able to pay for your shopping experience up-front and then wait to be reimbursed pending the approval of your review.
I may as well start with something I know well. When I started out as a freelance writer 20 years ago, things were very different. I wrote mostly for magazines, and I had to rely on snail mail to send out drafts and queries. I’d wait weeks for a response from my editors. Not many people had the patience for it, and few stuck around long enough to ever start earning a real income from it.
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!
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Upromise puts money in your kids college funds while you do your normal spending. Yes, it's another way to make extra money or to use your own money for other goals since you're not having to save as much for your kids college. Just remember to make wise decisions with your spending. You're not spending so your kids can go to college. The Upromise contribution is a side-benefit to spending on items already in your plan.
Design web images. By pairing good aesthetic sense and the use of design or photo-editing software, you can make and sell background graphics for social media pages, web logos, or computer icon packages. If you know or are willing to learn computer programming, seriously consider making web pages; programmers may be easy to come by, but programmers with an eye for beauty are another thing altogether.
I recently stumbled on the Trim app and I have to say, this one is a game changer. It’s a simple app that acts as your own personal financial manager. Once you link your bank to the app, Trim analyzes your spending, finds subscriptions you need to cancel, negotiates your Comcast bill, finds you better car insurance, and more. And of course, the app is free! My bet is that it will only take a few days for Trim to put an extra $100 in your pocket. So easy!