Ian and Megan went ring shopping in June 2020. Megan thought it would be months till Ian went back to make his purchase but secretly he went back that same week. The ring came in a few months later and Ian started to plan the perfect proposal scheduled for their annual friendsgiving weekend in November 2020. The plan was set, and a dinner reservation and secret photographer were booked for Friday evening. Then two days before, Megan ruined everything with a positive COVID test. Ian and Megan then instead spent a very different quiet weekend quarantined at home. Ian went back to the drawing board and planned a round 2 proposal and proposed in Inner Harbor Baltimore on New Years Eve with a few friends as the planners and photographers.