Jay Ross is a fictional character portrayed by Greyston Holt in the TV series Chesapeake Shores.
In the first episode they appeared in, titled A Sonnet for Caroline (season 4), they were 33 years old.
They appear in 12 episodes out of a total of 55 aired and have accumulated 212 positive votes.
Episodes12
A Sonnet for Caroline
episode S4.E3 september 2019The consequences of blowing the whistle on a Ponzi scheme begin to hit Abby so she tries to distract herself by volunteering during her leave from work where she meets an intriguing new man. Trace mentors Emma and encourages her to perform her music at The Bridge. Mick and Megan fear that the return of their romantic feelings will complicate their friendship. Fortunately, Nell is back in town as a confidant for Megan. Jess and David navigate a bidding war for a new B&B.
Breaking Hearts and Playing Parts
episode S4.E4 september 2019While helping out on Cailtyn and Carrie's school play, Trace meets the new man in Abby's life and considers moving on himself. While trying to save his business, Mick falls into old habits of prioritizing work over Megan. In the wake of a big change in her personal life, Bree struggles to rewrite the ending of her play. Meanwhile, Kevin and Sarah share a big announcement with the O'Briens, which they receive with less enthusiasm than expected.
All The Time In The World
episode S4.E5 september 2019After a stressful deposition, Abby reconsiders her priorities and the future of her career with Jay's support. Trace reaffirms his commitment to Chesapeake Shores when he offers to buy Mick's share of The Bridge. Jess and David receive guests at the B&B earlier than anticipated. Kevin and Sarah struggle to see eye to eye about what their future together holds. Meanwhile, Bree prepares for the premiere of her play, and Connor pursues a new job.
Watercolors, Wishes and Weddings
episode S4.E6 september 2019Abby's official first date with Jay gets awkward when they show up to the same restaurant as Trace and Emma, revealing lingering chemistry between the former couple and causing Trace to reconsider recording a duet album with Emma. Meanwhile, family drama bubbles beneath the surface of O'Brien family celebrations. Standing at personal and professional crossroads, Trace and the O'Briens all have important decisions to make.
A Kiss Is Still a Kiss
episode S5.E1 august 2021As the O'Brien family welcomes Bree home from London they ruminate on how the past two months have changed them all. Kevin and Sarah try for a baby, Jess and David plan for their wedding, and Abby thinks back to her conversation with Trace after their kiss on the beach.
Nice Work If You Can Get It
episode S5.E2 august 2021Abby reflects on the past and contemplates a future on her own terms. She and Mick deal with the damage to the reputation of O'Brien Construction, Jess struggles with something David's parents gave her, and Bree realizes two different men from her past may be returning to her life and her heart.
Are the Stars Out Tonight?
episode S5.E3 august 2021O'Brien Construction's eccentric billionaire client, Evan Kincaid, comes to town and throws Abby and Mick off their game. At a moment of triumph, Connor discovers his law firm is hiding information from him, and Megan discovers a lost painting that leads her to a famous, reclusive local artist who wants nothing to do with her.
They Can't Take That Away from Me
episode S5.E5 september 2021As work continues on his hotel, Evan and Abby learn a bit more about each other, and Evan stays a night at Jess's B&B.
Love Is Here to Stay
episode S5.E6 september 2021Jess and David's wedding is here, but the O'Brien family still has a lot to face before the celebration. Abby and Evan get into an argument over his hotel, threatening the entire project.
What's New?
episode S5.E7 september 2021When Evan comes to the house, he throws out his back and must recover for a few days on the O'Brien couch, connecting him with the family in a way Abby never anticipated.
That Old Feeling
episode S5.E10 october 2021Connor comes to Luke's defense despite personal risks; Abby faces a romantic dilemma; Jay wants more than friendship.
The Best is Yet to Come
episode S6.E1 august 2022The O'Brien family comes together in the aftermath of Connor's heart attack; Jess and David deal with media fallout after Dennis Peck goes on the run; everyone finally discovers who Abby called.
- A Sonnet for Caroline
- Breaking Hearts and Playing Parts
- All The Time In The World
- Watercolors, Wishes and Weddings
- A Kiss Is Still a Kiss
- Nice Work If You Can Get It
- Are the Stars Out Tonight?
- They Can't Take That Away from Me
- Love Is Here to Stay
- What's New?
- That Old Feeling
- The Best is Yet to Come
Best moments10
- After a stressful deposition, Abby reconsiders her priorities and the future of her career with Jay's support. Trace reaffirms his commitment to Chesapeake Shores when he offers to buy Mick's share of The Bridge. Jess and David receive guests at the B&B earlier than anticipated. Kevin and Sarah struggle to see eye to eye about what their future together holds. Meanwhile, Bree prepares for the premiere of her play, and Connor pursues a new job.
- When Evan comes to the house, he throws out his back and must recover for a few days on the O'Brien couch, connecting him with the family in a way Abby never anticipated.
- The consequences of blowing the whistle on a Ponzi scheme begin to hit Abby so she tries to distract herself by volunteering during her leave from work where she meets an intriguing new man. Trace mentors Emma and encourages her to perform her music at The Bridge. Mick and Megan fear that the return of their romantic feelings will complicate their friendship. Fortunately, Nell is back in town as a confidant for Megan. Jess and David navigate a bidding war for a new B&B.
- While helping out on Cailtyn and Carrie's school play, Trace meets the new man in Abby's life and considers moving on himself. While trying to save his business, Mick falls into old habits of prioritizing work over Megan. In the wake of a big change in her personal life, Bree struggles to rewrite the ending of her play. Meanwhile, Kevin and Sarah share a big announcement with the O'Briens, which they receive with less enthusiasm than expected.
- Abby's official first date with Jay gets awkward when they show up to the same restaurant as Trace and Emma, revealing lingering chemistry between the former couple and causing Trace to reconsider recording a duet album with Emma. Meanwhile, family drama bubbles beneath the surface of O'Brien family celebrations. Standing at personal and professional crossroads, Trace and the O'Briens all have important decisions to make.
- As the O'Brien family welcomes Bree home from London they ruminate on how the past two months have changed them all. Kevin and Sarah try for a baby, Jess and David plan for their wedding, and Abby thinks back to her conversation with Trace after their kiss on the beach.
- Abby reflects on the past and contemplates a future on her own terms. She and Mick deal with the damage to the reputation of O'Brien Construction, Jess struggles with something David's parents gave her, and Bree realizes two different men from her past may be returning to her life and her heart.
- Jess and David's wedding is here, but the O'Brien family still has a lot to face before the celebration. Abby and Evan get into an argument over his hotel, threatening the entire project.
- Connor comes to Luke's defense despite personal risks; Abby faces a romantic dilemma; Jay wants more than friendship.
- O'Brien Construction's eccentric billionaire client, Evan Kincaid, comes to town and throws Abby and Mick off their game. At a moment of triumph, Connor discovers his law firm is hiding information from him, and Megan discovers a lost painting that leads her to a famous, reclusive local artist who wants nothing to do with her.
- All The Time In The World
- What's New?
- A Sonnet for Caroline
- Breaking Hearts and Playing Parts
- Watercolors, Wishes and Weddings
- A Kiss Is Still a Kiss
- Nice Work If You Can Get It
- Love Is Here to Stay
- That Old Feeling
- Are the Stars Out Tonight?