The Cleveland Bulldogs had the most wins by a team when winning <25 games and playing <25 seasons, with 23 wins.

most wins under 25 years oldqbs
Interpreted as:
most regular-season wins under 25 years oldqbs
BulldogsTrianglesEskimosBadgersTornadoesYanksStapletonsTigersPanthersCowboysYankeesYanksMaroonsJeffersonsWolverinesProsBuccaneersRed JacketsIndiansTornadoesIndiansRedsLions2318161615141413121211988776654433
TEAMGPWSEASLTTDPTSPPGOPP PTSOPP PPG1DWN3DWN%4DWN%
Cleveland BulldogsCleveland Bulldogs432341467956513.13518.2
Dayton TrianglesDayton Triangles7718105184365.791611.9
Duluth EskimosDuluth Eskimos39165203362787.12897.4
Milwaukee BadgersMilwaukee Badgers49165276433417.056411.5
Racine TornadoesRacine Tornadoes36154156322857.92717.5
Boston Yanks5514538310273613.41,34524.5555
Staten Island StapletonsStaten Island Stapletons45144229493407.646810.4
Columbus Tigers611374533766.283713.7
Detroit PanthersDetroit Panthers2412284292369.8994.1
Kansas City Cowboys28123151211876.72749.8
New York YankeesNew York Yankees29112162382458.435312.2
New York YanksNew York Yanks369324310476021.11,11731.0604
Toledo MaroonsToledo Maroons178254191297.61257.4
Rochester JeffersonsRochester Jeffersons39862742937.561715.8
Detroit WolverinesDetroit Wolverines1071212818918.9767.6
Hammond ProsHammond Pros39772841163.051513.2
Los Angeles BuccaneersLos Angeles Buccaneers1061319676.7575.7
Minneapolis Red Jackets4266333271934.662014.8
Cleveland IndiansCleveland Indians1652921237.71046.5
Newark TornadoesNewark Tornadoes244215513863.628011.7
Oorang IndiansOorang Indians2042160181196.044722.4
Cincinnati RedsCincinnati Reds18321414482.735319.6
Brooklyn LionsBrooklyn Lions1131809605.515013.6
Hartford BluesHartford Blues1031707575.7999.9
Evansville Crimson GiantsEvansville Crimson Giants83250149511.913416.8
Cleveland IndiansCleveland Indians1021807454.513713.7
Chicago TigersChicago Tigers82151496.1637.9
Detroit HeraldsDetroit Heralds82133536.68210.3
Dallas TexansDallas Texans12111102718215.242735.6172
Baltimore ColtsBaltimore Colts12111103121317.846238.5188
St. Louis GunnersSt. Louis Gunners311203279.06120.3
St. Louis All-StarsSt. Louis All-Stars711422142.0395.6