Since the beginning of their relationship in 2019, Jay and Taylor spoke of their future; they knew from the beginning that marriage wasn't just a possibility but an inevitability. While Taylor continued to advance her education and career, Jay stood by as her rock, waiting for the right time to ask the question that would begin the next chapter of their lives. The first weekend of July, 2022, Taylor became an official member of Jay's family through Griha Pravesh ceremony and was embraced by them wholeheartedly. This love and acceptance from Jay's family solidified his proposal plans. In October of 2022, Jay asked for the blessing of their union from all of Taylor's parents. Thankfully, it was a resounding "yes!" from the parents because Jay had already picked the perfect ring. Jay kept the plans of the proposal secret from Taylor for months. Still, family and her best friends were well aware, primarily due to Jay's excitement keeping him from staying quiet about it. When Jay received the ring, he hid it in a drill box in the cupboard - a place Taylor would never look. With the holidays approaching, Jay surprised Taylor with a trip to San Francisco and Napa Valley in California - places they had always wanted to visit. Taylor suspected he might pop the question while there and began frantically searching for a "proposal dress" to buy, wanting to feel her best for this big moment. However, Jay was one step ahead of her and had already picked out the perfect dress to gift her on the trip, insisting she wear it on their "museum tour." As they walked up to the entrance to the Legion of Honor in San Francisco, both shaking with excitement, Jay asked, "Do you know why I brought you here?" and reminisced about their first date at a museum in Chicago. Jay led her to the entryway, got down on one knee, and began a beautiful speech about his love for Taylor. With tears in her eyes, Taylor responded, "Yes!" This was the easiest question she'd ever answered.