You guys are working way too hard.
Keep it simple. It works better.
Last century an amazing technology was invented to help you solve the 3.5mm cable problem.
Bluetooth.

I've used bluetooth to connect my tracks (I use high quality BIAB/DAW created mp3 tracks) for about a decade now.
A decade. 10 years.
I've had about zero problems mentioned by those on this forum.
There is no loss of quality or latency issues.

I do agree that 3.5 mm jacks are a risk. Much worse than bluetooth.
So I no longer use 3.5mm jacks. I don't use cables for my tracks at all.
The worst risk you have with bluetooth is forgetting to silence your phone before you start playing.
That happened once. I got a phone call in the middle of a song over the pa. Everybody cracked up.

With Bluetooth The sound quality is EXCELLENT.
Ive played in small rooms and large outside community parks.
Musicians often catch me between sets to learn how I make my tracks.

The sound reinforcement systems I've used
QSC 10.2
Turbosound IP300
Bose S1 Pro
Electro Voice EV 50 Line Array
Electro Voice EV 30M Line Array.
Electro Voice EV Everse 10

Sometimes I use a mixer. My current mixer (Mackie ProFx10) has bluetooth built in.
Often I do not use a mixer (live guitar and tracks gigs for example). For the QSC without a mixer I use an xlr bluetooth receiver.
https://a.co/d/04ejNFsT

I would not think of dragging a PC/MAC to a gig. Or some silly specialized audio player.
For playing the tracks I use IOS devices using Anytune Pro
https://www.anytune.app/
This software runs on IOS and/or Android. I believe Mac OS also
Normally I use an IPAD on stage. My phone serves as the backup at the gigs.
I've had to switch to the phone exactly once over hundreds of gigs.

Synching setlists and what not between devices is simple.

Its so much easier than dragging a lappie to a gig.
I create setlists. at home, synch devices (ipad & phone) before the gig & off I go.
At the gig I bring up the set list, use a wireless bluetooth pedal to start/stop, next/previous, loop on/off through the setlist.
I've been at it for a decade now. I just don't see a better way for gigging with tracks.. But I do keep looking

The OP mentioned seeing the chord changes on the screen. I'm not sure how/if Anytune can do this.
Possibly it can. I just don't need a feature liket that.

I do believe if you examine for a few minutes the other things AnytunePro can do for you, you will be pleasantly surprised.

And ditch the cables. Bluetooth.

biab2025(Mac) Latest Build
Mac OS (Latest)
Apple Mac Mini M2 pro 32GB Ram
Logic Pro (latest or pretty close)
Heddon Super Spook XT (Mullet)