Tommy Boy Records was founded by Tom Silverman in 1981, and Lynch was his first employee, hired in December of that year. She was named president of the label in 1985.[4][5][6]
"[Lynch] can vividly remember the night in March [1982] when she drove with [Silverman] to the basement studios of WHBI-FM to deliver the [new album by Afrika Bambaataa & Soulsonic Force containing the song "Planet Rock"] to hip-hop DJs Mr. Magic and Marly [sic] Marl, not really grasping that the song would help to launch a sonic revolution whose effects are still being felt today," wrote Randy Reiss at MTV News. "With Sugar Hill being the only rap label with widespread acceptance at the time and other major rap players such as Jive and Priority just getting started, success was a gamble for the hip-hop entrepreneurs."[7] Lynch recalled: "Very soon after [dropping it off], we began hearing ["Planet Rock"] pouring out of windows as Mr. Magic broke the record. For a label that, at the time, was just two people, it was a very heavy experience. This was a period when rap itself was very young, very much like a cottage industry. We were just getting started, Profile was just getting started and Jive wasn't in the rap game yet."[7]
The label did not have immediate followup success. However, as chronicled by the magazine Complex, "After some fallow years, Tommy Boy experienced a rap resurgence, in no small way attributable to the cool aesthetic of [the label's] fashionable president, Monica Lynch, who opened her doors to all kinds of artistic expression."[8] She signed Queen Latifah and De La Soul, and played a key role in the development of the careers of various artists and executives, including RuPaul, Dante Ross, Naughty by Nature, Coolio, House of Pain, Stetsasonic, Force M.D.'s, Soulsonic Force, Digital Underground, 808 State, and Prince Paul.[2]
Lynch helped to develop the label's clothing line (which was designed and overseen by the label's Rap Marketing Director Albee Ragusa[9]). She also helped to produce its popular compilation and soundtrack albums, including MTV Party to Go, Jersey Drive, Nothing to Lose, and others.[10] She also served as art director for many of the label's packages.[11]
About the huge 1991 hit "O.P.P." by Naughty by Nature, Lynch recalled: "Tommy Boy always did well with acts that had something different about them. And with Naughty by Nature, having cornrows and being proud to be from New Jersey was not a very cool thing at the time. Of course, no matter what, a great record trumps everything else. ... [A]nyone from a 3-year-old to a 93-year-old could sing that chorus. It had a nursery-rhyme appeal to it."[12] DJ KayGee of Naughty by Nature credited Lynch for the band's successful branding. "Monica Lynch [at Tommy Boy] is a marketing genius, and she's totally, totally, if not solely responsible for branding Naughty by Nature," KayGee told Spin magazine. "You know that logo? She got Mark Weinberg to draw that logo for us. And that logo he drew at dinner on a napkin with a crayon. ... That's why the original logo has those ridges on it, that's from him pushing down on the crayon and the crayon breaking off."[13]
In 1992 she was given a demo tape of songs by RuPaul. "I thought the idea of a drag queen recording artist would be great if the music was there," she told Paper magazine. "Otherwise it wouldn't stand alone on its two high heels." Lynch did like the music, and signed RuPaul to the label. While working on the artist's premiere Tommy Boy release, Lynch heard a demo of the song "Supermodel (You Better Work)," and added that to the album. She told Paper, "I knew that it was going to be the single."[14]
Lynch originated the massively successful Jock Jams and Jock Rock series of compilations, starting in 1994.
One of her last roles at the label was as a producer of the two-volume film soundtrack compilation albums 54 (Music From The Miramax Motion Picture).[15]
She left Tommy Boy Records in February 1998.