Considered a good prospect, Pratt skipped the entry-level Rookie League and instead was catapulted into the New York–Penn League, where Pratt, barely 18 and out of high school, spent most of his time facing Latin American players with years of professional baseball experience and older American players drafted out of premier universities.

The Red Sox refused to admit their mistake and have Pratt repeat the level in 1986, and instead promoted him to the full-season South Atlantic League.

At Winter Haven, Pratt batted a more-impressive .258 and lowered his strikeout total while continuing to play excellent defense.

Pratt played well in Spring Training and competed for a spot as the backup to Andy Allanson, but was beat out for the job by Chris Bando.

His defense was still sharp and he was still the best catcher for the New Britain Red Sox, though it was beginning to become clear that Pratt's days in professional baseball were numbered.

Finally admitting that they had made a mistake by having Pratt skip a level upon drafting him and that it had affected his development as a hitter, Boston officials decided to have him repeat the AA-level again.

The Red Sox considered releasing Pratt, but instead decided to send him back to New Britain to serve as a backup catcher and player/coach to tutor prospects Don Florence, Josias Manzanillo, Kevin Morton, Jeff Plympton, Paul Quantrill, and Scott Taylor.

The Red Sox sent Pratt to the International League to serve once again as a player/coach, this time working with Gar Finnvold, Mike Gardiner, Peter Hoy, Ken Ryan, and once again Manzanillo, Morton, Plympton, Quantrill, and Taylor.

As the pitchers began reaching the Major Leagues, leaving the organization, or losing their prospect status, the need for a player-coach in Pratt's vein dissipated.

When Philadelphia cut Pratt they offered him back to Baltimore but the Orioles organization showed little interest in re-acquiring the minor league veteran.

When rosters were expanded in September Pratt's contract was purchased by the Phillies, finally allowing him to reach the major leagues after eight seasons in the minors.

The strike continued into 1995, with Spring Training being cancelled and no apparent progress being made, and the lack of an agreement left free agents like Pratt in limbo.

After these developments Pratt finally signed a minor league contract with an invitation to Spring Training with the Chicago Cubs on April 8, 1995.

Pratt went unsigned for the rest of 1996 and worked part-time delivering pizzas for Domino's and as an instructor at Bucky Dent's baseball school.

With Castillo struggling at the Major League level, Pratt was recalled in the second half of the season and hit a game-tying home run in his first at-bat with the Mets.

The Mets surged to 88 wins in the second half of 1997 with Pratt as their backup catcher but finished in third place and missed the playoffs by a wide margin.

Piazza was signed to a long-term deal, Hundley finally became healthy enough to catch again and was packaged in a three-team deal that netted the Mets Armando Benitez and Roger Cedeno, Castillo was traded to the St. Louis Cardinals to serve as a part-time starter behind the plate, and the Mets re-signed Pratt to a minor league contract with an invitation to Spring Training.

Piazza injured his thumb in the NLDS against the Arizona Diamondbacks, pressing Pratt into starting duty for the final two games of the series.

In game five of the NLCS, Robin Ventura hit what appeared to be a game-winning grand slam in the 16th inning that would have sent the series back to Atlanta.

The Mets toppled the San Francisco Giants in the NLDS and took down the Cardinals in the NLCS, sending them to the World Series against their crosstown rivals, the New York Yankees.

Bennett got a hit in his only at-bat as a Met and was also traded out of the organization, allowing Wilson to be recalled and serve as Piazza's backup.

Pratt became a free agent at the end of the year and, this time, the Phillies opted to part ways with the veteran backup.

Pratt signed a minor league contract with an invitation to Spring Training with the Yankees on January 12, 2007, although the terms of the deal were unclear, with some sources speculating that Pratt would return to the minor leagues as a player/coach to tutor young Yankees pitchers, a role he'd filled years before with the Boston Red Sox organization.

[2] Pratt was the head baseball coach and athletic director at West Georgia Technical College, a member of the Georgia Collegiate Athletic Association, from 2011 to 2016,[3] and the owner/head coach of the Carrollton Clippers (formerly known as Douglasville Bulls), a summer wooden-bat collegiate team playing in the Sunbelt Baseball League from 2009 to 2016.

[4] As of at least 2022, he has been an advisor and special consultant to the general manager of a team in an MLB-partnered independent professional baseball league, the Glacier Range Riders.