Improvising

You kind of answered your own question. “I play in the same key a lot and tend to use the same positions.” Start with different backing tracks that are in different keys OR different feels
for example: You’ll have a different feel when playing a slow Chicago blues shuffle than when you’re playing a Boogie Delta blues jam. So choose different backing tracks with different tempos, styles, feels, and key signatures. And learn your positions for the key signatures.
I can’t stress enough how helpful it’s been taking the lessons from the beginning. It’s helped my improvisation a lot. The way PG does them, it helps you see how ALL things connect. I’d suggest you taking a look at the “Solo Trouble” forum that Syn started if you haven’t yet. Literally 14 pages worth of information
Learn licks. Listen to things that you hear other guitarists do and put them in your improvisation. Create tension and melody if you’re getting stuck As far as learning scales with strategy, I feel the concept of “Learn to use and use to learn”. Don’t get stuck in the process of “playing up and down the neck a billion times” to memorize a scale. Because all you’re doing is enabling yourself to play that scale position faster, but you’re not really USING it. So learn your scale pattern to where you’ve got it memorized, and use it immediately in your playing. Change it up. Bend on it, slide, etc. Then the more you USE it, you’ll LEARN what you can and can’t do with it
Hope this helps!