At all levels, the winning players know that what they can reliably execute and base their game plan around that. If you take lessons and have proper technique, the game plan can include offensive shots, hard serves, aggressive shots, net play etc. that you might be able to execute consistently.
But if you don’t take lessons, it is highly unlikely that you can execute an offensive plan effectively and reliably. So, the winning self-taught players typically are all counterpunchers at lower levels.
I don’t think match play is where shots are improved - that should be done through purposeful practice sessions and drills. If you have self-taught unconventional technique and you don’t practice, your ceiling is low and you will never improve enough to be a winning offensive player. So, you might as well push and win.
The alternative is to improve properly by taking weekly or at least biweekly lessons, learning proper footwork/technique and scheduling many practices between matches for at least 2-3 years. If you do that, your chance of improving further through match play is greater. Otherwise you’ll spend your whole life complaining about pushers or being one yourself - that is just the bitter truth for the vast majority of rec players.
I am not a believer that hitting a lot of bad technique shots in matches or playing with a heavy racquet or the right racquet or poly strings will magically improve anybody’s tennis much after the first year or two. Improving only through match play without proper fundamentals is really, really hard.