[2] In 1997, he joined NCAA Division I-AA Penn as the team's tight ends coach.
[2] In 1999, Michaeles was hired as the offensive coordinator and quarterbacks coach for Saint Anselm.
[2] In 2004, Michaeles was hired as the offensive coordinator for Colby under first-year head coach Ed Mestieri.
[2] When Mestieri resigned following the 2011 season, Michaeles was named interim head coach.
[7][8] In 2018, Michaeles joined fellow New England Small College Athletic Conference (NESCAC) Bowdoin as the team's wide receivers coach.