Wiley Cerilli, a thriving entrepreneur and investor renowned for founding and selling multiple tech companies, presently serves as the CEO of Transactis, a prominent provider of electronic billing and payment solutions. Yet, amidst his professional achievements, questions arise about his personal life, particularly regarding his wife and past relationships. Here’s what is known about this aspect of his life.

Wiley Cerilli and Allison Mahoney: The First Marriage

Wiley Cerilli’s initial encounter with his first wife, Allison Mahoney, occurred through Match.com, a widely used online dating platform. Despite not facing difficulties in finding companionship, Cerilli opted to explore online dating, leading to a connection with Allison. Their relationship flourished, culminating in an engagement in March 2011, which Cerilli joyfully shared on Twitter, praising Allison as “the most amazing woman in the world.”

The couple exchanged vows on October 29, 2011, in a picturesque ceremony documented by Alkaye Media Group. Images from their wedding video surfaced on Facebook, reflecting their evident happiness and deep affection for each other. Regrettably, their marital bliss was short-lived, and they eventually parted ways through divorce. The specific timeline and reasons behind their separation remain undisclosed to the public.

Wiley Cerilli and Galey Alix: The Broken Engagement

Following his divorce from Allison, Wiley Cerilli embarked on a relationship with Galey Alix, a renowned designer and influencer boasting a substantial following on social media. Alix relocated from Florida to Connecticut to be with Cerilli, where they jointly acquired their dream home. Their relationship progressed to the point of engagement, with plans for a 2020 wedding in motion.

However, their plans were derailed when Alix encountered significant challenges, including an eating disorder alongside severe depression and anxiety. In an interview with the University of Florida, Alix disclosed her struggles and how she confided in Cerilli about her condition, only to find a lack of support from him. Instead, Cerilli suggested she return to Florida. Alix expressed feeling “devastated, unwanted, and unworthy” following the dissolution of their engagement.

Subsequently, Alix returned to Florida, where she established her own home renovation enterprise, Galey Alix Design. Despite the setback, she found love anew with Dale Moss, a former football player and reality TV personality previously engaged to Clare Crawley from The Bachelorette.

Wiley Cerilli and His Current Wife: The Mystery Woman

In the wake of his dissolved engagement with Galey Alix, Wiley Cerilli entered into matrimony with another woman in 2020. The identity of his present wife remains undisclosed to the public, as Cerilli has maintained a steadfast commitment to privacy regarding his personal affairs. Notably, he has refrained from sharing any imagery or particulars regarding his wedding or spouse on his social media platforms.

Reportedly, according to Gossip Next Door, Cerilli exchanged vows with his new wife within the same Connecticut residence that he had previously shared with Galey Alix. This circumstance likely served as a poignant reminder for Alix, who had contributed her own decorative touch and style to the home.

Despite the potential emotional resonance of the location, Cerilli appears content in his current marital bond, as evidenced by his absence from any subsequent scandals or controversies. Maintaining his focus on his professional endeavors as an entrepreneur and investor, Cerilli has notably refrained from commenting on his former fiancée’s relationship with Dale Moss.