2 letters:
c5, dr, m5

3 letters:
dr.

4 letters:
dive, five, hive, i've, jive, live, vive

5 letters:
90125, ac'97, alive, ar-15, ar-57, ax.25, bhyve, bl755, blive, brive, chive, clive, clyve, cz-75, df-15, drive, dsm-5, f-105, fkbp5, gp-25, grive, h.265, hp-35, hp-65, html5, jbj95, jump5, kh-15, kh-25, kh-35, kh-55, khive, knive, ktm-5, l3/35, md.45, mk285, mrc-5, nk-15, one57, pen15, pl-15, pond5, r2-45, reive, rg-35, rgd-5, rs-25, shive, skive, sr-25, stat5, sts-5, su-25, su-35, su-57, su-75, su-85, thryv, ti-85, ti-95, tr-85, tu-95, tz-45, zsm-5

6 letters:
2n3055, ak-105, ak-205, amd-65, an-225, aps-95, area15, arrive, asu-57, asu-85, bet365, bmw m5, bmw x5, ca-125, car-15, cbu-55, cctv-5, cl-415, derive, enlive, enrive, ftp-75, gbu-15, gbu-57, glaive, idrive, ios 15, kc-135, l64/65, lav-25, lsd-25, lvtp-5, mera25, mig-15, mig-25, mig-35, mts255, o'five, onlive, pll-05, plz-05, plz-45, qbb-95, qbz-95, qcw-05, rbs-15, rd-275, revive, rpg-75, rs-485, salive, shrive, sifive, snap25, strive, sts-65, sts-95, sts-97, thrive, tr-125, unhive, unlive, updive, vfa-97, v live, ws-125, zfb-05

7 letters:
10base5, acclive, archive, ascii85, audi a5, awf8f35, beehive, bpc-157, connive, curb-65, declive, dislive, eia-485, emdrive, esquive, g.992.5, gears 5, hi-five, iron-55, letlive, maldive, maz-535, micv-65, midwive, mislive, openui5, outrive, prime95, realive, reprive, scb-125, spas-15, sts-105, sts-115, sts-125, sts-135, survive, t-54/55, the 355, u-drive, ufc 265, vaw-115, wwnlive, z-drive, zil-157

8 letters:
alc-0315, an/arc-5, an/pvs-5, ariane 5, august 5, avenue 5, cd drive, contrive, danger 5, deadmau5, descrive, dexdrive, discrive, fordrive, genevive, hickok45, kdenlive, kraz-255, kukiz'15, maroon 5, mykolaiv, nosedive, onedrive, outdrive, overlive, parchive, poly1305, prodrive, python-5, restrive, ruger-57, sky dive, slowdive, the 1975, tri-five, ural-375, vaz-2105, vmfa-115

9 letters:
an/fps-35, apollo 15, babylon 5, baseball5, brazil305, deadalive, eco-drive, edward iv, el/m-2075, el/w-2085, far cry 5, fast five, fly-drive, full dive, gaz-31105, george iv, harddrive, hellalive, high-five, housewive, hwasong-5, keepalive, kontakt-5, let drive, livexlive, lovedrive, misthrive, nose-dive, nose dive, overdrive, persona 5, pipedrive, prophet-5, sadid-345, saildrive, sex drive, skin-dive, spoilfive, superhive, supervive, swan dive, t-54/t-55, take five, tastedive, therac-25, xenon-135, you-drive

10 letters:
boeing 757, come alive, crash-dive, crash dive, disc drive, disk drive, fifty-five, flashdrive, forty-five, full-drive, gainstrive, hard drive, hwasong-15, hyperdrive, iodine-125, krypton-85, line drive, mazda cx-5, mazda mx-5, microdrive, nineteen85, power-dive, power dive, scuba-dive, self-drive, sempervive, sixty-five, smartdrive, stage-dive, sterndrive, superdrive, tape drive, test-drive, test drive, thumbdrive, trovo live, ultradrive, underdrive, webarchive, windows 95

11 letters:
ansi/isa-95, date a live, distasteive, eighty-five, familyofive, fierce five, fluid drive, front-drive, mil-std-105, nesicaxlive, ninety-five, precontrive, take a dive, thirty-five, twenty-five, uranium-235

12 letters:
actinium-225, beamng.drive, bellator 265, complaintive, five-by-five, google drive, kurganets-25, lonelygirl15, nine-to-five, northrop f-5, passenger 57, serpukhov-15, seventy-five, sukhoi su-25, sukhoi su-35, sukhoi su-57, swallow dive, windows-1255

13 letters:
constraintive, microsoft 365, one-plus-five, party of five, playstation 5, sabotage/live, the jackson 5, tupolev tu-95

14 letters:
backhand drive, cambridge five, external drive, forehand drive, internal drive, mikoyan mig-35

15 letters:
automatic drive, canadair cl-215, canadair cl-415, devil may cry 5, forza horizon 5, led zeppelin iv, resident evil 5, wrestlemania 35

16 letters:
alcubierre drive, four-wheel-drive, winchester drive

17 letters:
front-wheel-drive, hearts of iron iv, solid-state drive

18 letters:
guilty gear strive, heckler & koch mp5, microsoft onedrive, samurai warriors 5

19 letters:
final destination 5, north american x-15, slaughterhouse-five, ufc fight night 195, volkswagen golf mk5

21 letters:
winchester model 1897

22 letters:
only lovers left alive

23 letters:
germanwings flight 9525, mikoyan-gurevich mig-15, mikoyan-gurevich mig-25

24 letters:
indian rebellion of 1857

26 letters:
indo-pakistani war of 1965, united airlines flight 175

28 letters:
american airlines flight 965