I did the majority of the USAC / CART teams from 85 to 96 with ComTrack and racing radios, most teams were not licensed when I started but did get legal over time, especially after the FCC showed up at the Detroit race one year.
I don't think anyone was fined but they warned everyone and it was effective. They showed up at Denver a few weeks later and by then most teams had an app pending.
Back then we did not give out frequencies.
Glen Aikenhead started TrackScan in the late 80s renting and selling scanners and freq lists from the back of his van, he built the company up to where he had a half dozen tractor / trailer combinations serving tracks around the country before he sold it a few years ago.
When I showed up at Indy in 85 Charlie Thompson's guys had marine radios. One of the museum staff had been a Moto salesman and got them some HT600s. USAC bought a 900 MHz system which was a new freq band at the time.
They put the repeater in race control but the guys there had intermittent problems keying the portables. We figured out the radios had smart PTT, which meant any channel activity would prevent the radio from keying. The portables were hearing the exciter in the repeater, so until we got Moto to reprogram we had the guys take the antennas off, they were 10' from the repeater so it didn't' matter.