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@Seven Many have felt the same pain as you in getting comfortable with a pick. Picks are a personal preference. I have bowls full of all shapes and sizes of picks and various thicknesses, but there are only a few I actually like to play with.
I’m the opposite of you, in that I’ve relied almost solely on flatpicking and strumming, and I’m so awkward fingerpicking. I love @TMutter suggestion of always having picks with you and holding them in your hands as often as possible. This resins your brain and fingers.
I agree with the other suggestions of going to a lighter pick for strumming, and a harder gauge for flatpicking. I think my favorite pick is a .60. It took me a long time to find one I like. My favorite are actually quite expensive compared to the big names. They’re made at a small shop, and I like the grip and the overall feel of the picks, but it took me over 2 years of trying a number of different picks to find them.
Simply put, just put your best foot forward and you’ll eventually be rather comfortable with them.
Article on every type of pick https://guitarpickreviews.com/guitar-picks-guide/amp/