Roselande and Ronald crossed paths at their good friend's birthday party two years before their first date. Despite Ronald's initial interest, Roselande politely declined his advances. However, Ronald persisted, so she reluctantly gave him her Instagram handle, hoping to deter further pursuit. Fast forward almost two years later, Roselande decided to give Ronald a call. They began to keep in touch again and met for their first date at The High Line in NYC and the rest was history. Their conversations were filled with laughter, connecting over their Haitian culture, and faith. Despite the distance between Brooklyn and Boston, they committed to making their relationship work, enduring countless four-hour trips over their years of dating. Seven years later from when they first met, they now call Maryland home.

Ronald's surprise proposal to Roselande was planned under the guise that she would be attending her graduation party. Roselande has always been one to go above and beyond. Despite juggling finals, she insisted on throwing a massive graduation bash to mark her achievement of obtaining her master's degree from Georgetown University. While admirable, it meant she had a lot on her plate so Ronald let her know he had the party planning covered. Ronald intended to propose in July. However, as Roselande's guest list expanded, Ronald quickly realized it would be impractical to invite the same people back for their engagement party. That's when he decided to turn the graduation party into a surprise proposal. The evening was magical, encapsulating everything Ronald and Roselande value: family and friends, love and joy!