How can I get paint to stick on my house?

Since you said you are down to bare wood, it may take some extra steps. Prep is always the key to a flawless end result. See if these sites help you out.

https://www.familyhandyman.com/painting/tips/painting-preparation-making-paint-last-prepare-the-surface/

https://www.sherwin-williams.com/homeowners/how-to/painting/exterior-painting-how-tos/exterior-preparing/sw-article-dir-extchooseprimer

https://images.app.goo.gl/jKZWZ5jyHq5FeGjh6

https://youtu.be/vD-V-piNSjI

My house was from the early 1900's. It did not have a proper moisture barrier between the siding. Paint did not last. After 20 years we sold it because we.no longer needed a big house. What it needed was to be covered in vynal siding, but could not afford it at that time. They also have a spray on ceramic siding now. The new owners have not kept up with the painting, and the wood is starting to rot after another 20 years.

We owned a 1930 home for 20 years. The key to a great paint job is prep first, pressure wash, then scrape. Once the prep is completed, let it dry. Now the next step is using a good oil based primer. We used Peel Bond (Brand Name) see: https://www.youtube.com/watch?v=ZT6umf5Xdl0 for a YouTube explanation of how it works. After the Peel Bond we used a good Miller Paint that is created for northwest climate. The job turned out excellent and still looks great five years later. Our neighbor did not do this and had peeling and bubbles within the first year. Live and learn.