I love jazzy tones. Something in style of Martin Taylor.
I know my guitar won't be sounding like His, because I have telecaster Thinline, but I heard that flatwound string are the best for jazz. Is it true?
Which of these sets would You recommend for telecaster?
http://www.stringsandbeyond.com/pyr-el-fw-rnd.html
https://www.sweetwater.com/store/detail/20PL
https://musicsquare.co.uk/118580_D8242Addario-ECG24-electric-guitar-strings-1150.html
You may want to consider the Thomastik Infields Jazz strings. Its more toneful (if there's such a word) than others I have used. But it's expensive so I just settle with using Chromes most of the time. These strings are a bit stiff compared to Thomastik but the sound is all there.
I have the Chromes in this Thinline MJT Tele. It kinda reminds me of the guitar you describe you have with you.
HT, Founder of https://PlayGoodGuitar.com