Sydney Gordon may not have secured Joey Graziadei’s final rose on The Bachelor, but she hardly needed it to leave a lasting impression. From her confident presence on screen to the effortless style she brought into the mansion, she quickly stood out as someone who wasn’t there to fade quietly into the background. Fans who watched her journey play out are still eager to know what she’s been up to since the cameras stopped rolling.
Off-screen, Sydney has proven she’s more than just another familiar face from Bachelor Nation. A Rhode Island native with a knack for creativity and entrepreneurship, she’s built a reputation as a businesswoman and tastemaker. Her ventures in fashion and social media marketing have carved her a place in the spotlight far beyond reality television.
Still, no matter how far her career takes her, curiosity continues to swirl around her personal life. For those wondering about her boyfriends, breakups, and what she wants in a partner—keep reading.
Who Is Sydney Gordon’s Boyfriend in 2025?
If you thought Sydney Gordon’s love life was destined to be a slow burn, think again. The Bachelor alum went from “just friends” to “forever” in record time – thanks to a whirlwind romantic arc that spans continents.
It all unfolded on TikTok, where Sydney revealed she met her new beau, Nathan, through mutual acquaintances in South Africa during her third visit in seven months. After reconnecting with friends, she was casually introduced to Nathan at a festival.
What started as light conversation quickly shifted into something deeper – late-night calls, long emails, and the kind of honesty that usually takes years to build. “I know this man better than I’ve known the guy I was in a relationship with for four years,” she admitted.
And it’s not just the heart flutter that’s raising eyebrows; it’s the pace. Nathan is already preparing to move to Newport to be with her. As Sydney put it: “When you know, you know. And when you love somebody, you will literally do anything for them.”
The Qualities She Once Searched For in a Partner
Before her latest romance entered the picture, Sydney Gordon had already spoken openly about the kind of partner she hoped to find. In a lighthearted Instagram Live, she laid out her checklist, making it clear she valued depth over flash. At the very top was emotional intelligence – someone who could understand and respect both his own feelings and hers.
She also emphasized the importance of independence, saying she wanted a man with passions of his own, who could still prioritize their relationship while encouraging her to thrive in her own pursuits.
A love of travel was another must, along with a willingness to embrace her quirks – like letting her play stylist with her vintage pieces. With a laugh, she added that he couldn’t be allergic to cats and should probably be a planner, since organization isn’t her strong suit.
Sydney’s Past Relationships
Before stepping onto reality television, Sydney Gordon had already lived through two relationships that shaped her outlook on love. The first was her longest and most serious, with Benjamin Silvia. Their romance began in late 2013, and for years Benjamin was a steady presence in her life, even appearing in family gatherings and photos shared by Sydney’s mother, Maria.
By the time of her 21st birthday in 2016, the two still seemed close, but the trail ended soon after. Within a year, Benjamin had moved on, announcing a new relationship in 2017 that would eventually lead to an engagement.
Years later, Sydney’s most visible relationship was with Marley Dembitzki. The two were first linked in early 2020, when Sydney shared affectionate posts that hinted at a strong bond. For a while, the couple looked inseparable – she even marked New Year’s 2022 with him in a glowing post captioned “new year, same boo.”
But not long after, their presence together disappeared from social media, and by the time she appeared on The Bachelor, it was clear they had gone their separate ways.
These romances – one long-term and deeply tied to her family, the other more recent but equally meaningful – add depth to the story fans know now. They also provide context for why Sydney is so open about the qualities she values in a partner, and why her current relationship feels like a chapter written with new clarity.
