Welcome and thanks for the introduction on your background.
Great to hear that you now have more time to dedicate to practicing.
Based on the information you outline, here’s what I would recommend to achieve your goals:
That is a very realistic goal: here’s is some direction
If you want to play with other musicians, you must listen to trios, quartets, quintets etc… This will help you understand your role in the band as the piano player.
It will also help you absorb the feel and style of jazz music when playing with other musicians.
Here’s a thread with many albums that will get you started. - Listen every day, and you will become a much more grounded musician.
Pick a medium-up tempo tune, a few examples could be “Autumn Leaves”, “There Will Never Be Another You”, or maybe just the 12 Bar Blues.
Learn the chord changes so that you have them completely memorised. You do not have time to stop and think of the chord changes. You must know them.
Learn how to play rootless voicings so you don’t need to think about it. So that you can play through the form with your eyes closed. Here is the course on rootless voicings: Left Hand Voicings For Jazz Piano - Rootless Voicings
Use the iRealPro App to simulate playing with other musicians: iRealPro Backing Tracks Setup - #5
How To Play In A Jazz Band: How To Play Piano in a Jazz Band | How To Jam With Other Musicians
This is related to (1) … It’s very important that you try to transcribe from the records you are listening to. Check out the course on transcription for more information:
How To Transcribe: How To Transcribe Music By Ear | Jazz Piano Transcription Course
Every line that you transcribe, You must transpose it to all 12 keys. Do not skip this step.
Otherwise, the whole process is pointless and you will not see big improvements.
Once you have followed the above steps, you should find opportunities to play with other jazz musicians.
It may be worth checking out meetup.com for jazz jam nights in your area. You can also search Google, or ask at the local jazz club. Playing with musicians that are better than you is a surefire way to improve.
Check out Lyndol’s Course on “How To Accompany Singers”:
Lyndol sings and plays, and so she gives a unique insight into working with singers.
I would recommend finding a singer to work with on a regular basis.
Perhaps you could search on MeetUp.com or perhaps at a local jazz jam.
I’m sure you can find a singer who is looking for an accompanist. You could work on the tunes that Lyndol covers in her course, and then when you feel comfortable move onto a jazz standard of your choice whilst still following the principles that Lyndol outlines in her course.
I hope this helps Artemis.
If you have any further questions, we are happy to help.