| April '89 | Oxford Aviation – 1 employee – 8,000 sq ft facility |
| March '91 | All Factory New, Lake Aircraft Painting Contract |
| October '91 | 1st place at Mooney Homecoming |
| April '92 | New hangar construction – 24,000 sq ft facility. OAI grows to 24 employees; OAI ranked #1 by Aviation Consumer magazine |
| January '93 | O & N Aircraft bring 1st of 19 fleet aircraft |
| May '93 | Jim Horowitz named Maine’s Small Business Person of the Year |
| September '93 | AOPA “Good As New 172” project – paint & interior |
| January '94 | Money Magazine and Entrepreneur Magazine Cover Story on OAI |
| August '94 | Queen of the Fleet – Twin Cessna Flyers Convention |
| September '94 | Queen of the Fleet – Aerostar Convention
Company featured in Entrepreneur Magazine story |
| September '95 | Aerostar Convention Winners; OAI ranked #1 by Aviation Consumer Magazine |
| Winter '96 | Hangar grows to 40,000 sq ft State-of-the-Art Facility |
| Summer '97 | OAI grows to 30 employees |
| April '97 | 1st European aircraft arrives from Sweden; 2nd arrives in May '97 |
| May '97 | FAA 145 Repair Station Certification achieved |
| July '97 | 1st South American aircraft arrives from Brazil |
| September '97 | Queen of the Fleet at Malibu Convention, Oxford’s 15th such award |
| October '97 | 1st Place – AOPA Convention |
| November '97 | OAI grows to 40 employees |
| December '97 | JAA Certification achieved |
| January '98 | Company offers 401K Plan to employees |
| February '98 | 1st Citation Jet |
| December '98 | Cape Air Fleet Contract – OAI grows to 50 employees
Company reduces hazardous waste use by 93% of industry standards |
| September '01 | The Proper Aircraft catalog sales division is launched |
| February '02 | Socata TBM 700 Freightliner cargo conversion was granted STC by FAA |
| March '02 | Spirit of Liberty TB 20 – designed & painted, and appears on AOPA cover |
| June '04 | Company refinishes its 3,000th aircraft |
| September '04 | OAI opens Eastern Slopes Aviation at Eastern Slopes Regional Airport in Fryeburg, ME, offering maintenance and flight training |
| June '05 | OAI Launches OAI Distributors, an aeronautical and automotive parts and supplies division |
| June '05 | OAI refinishes the 75th aircraft for Cape Air/Nantucket Airlines of Hyannis, MA |
| June '05 | Oxford Aviation, The Proper Aircraft workforce exceeds 60 employees |
| February '06 | Oxford Aviation receives the exclusive right to refinish the prototype of the new EXTRA 500 turbo-prop aircraft. This is an international joint venture between the German Manufacturer, the American Distributor and Oxford Aviation |
| Jan '07 | Aviation Consumer Magazine names Oxford Aviation a “top shop,” and “one of the few can’t go wrong facilities” for aircraft paint. |
| May '08 | Oxford
Aviation delivers the AOPA Sweepstakes "Get Your Glass" Piper Archer. |
| Jan '09 | Oxford Aviation featured on cover of AOPA for Piper Archer |
| August '11 | Best in class and Best in show at Oshkosh. |
| May '11 | Best in show at SUN n' FUN. |
| May '11 | The Vegas Viper Comanche featured on cover of AOPA. |
