The Christmas Carolers Update | Shark Tank Season 17
Kenyon Ross noticed that holiday events often felt dull and uninspiring because there was no live entertainment that brought people together in a real, engaging way. He created The Christmas Carolers with Jessica Harris to fix that, offering live singers in Victorian costumes who show up at parties, offices, and community events to create a warm holiday moment people actually enjoy. Now, let’s see if the sharks were ready to support the idea in The Christmas Carolers update and pitch recap.
If you’re short on time, here’s a quick overview of what happened to The Christmas Carolers after
Kenyon and Jessica entered
In terms of The Christmas Carolers update, the company saw an increase in bookings shortly after its episode aired. Further, they have now expanded into 6 more cities.
| Shark | Result |
| Barbara Corcoran | Accepted offer of $125,000 for 60% equity plus $125,000 as a line of credit to the company for operating expenses |
| Kevin O’Leary | No offer |
| Lori Greiner | No offer |
| Daymond John | No offer |
| Daniel Lubetzky | No offer |
Shark Tank The Christmas Carolers Pitch

- Entrepreneurs: Kenyon Ross and Jessica Harris
- Business: Holiday entertainment service
- Ask: $250,000 for 20% equity
- Result: $125,000 for 60% equity plus $125,000 as a line of credit to the company for operating expenses
- Shark: Barbara Corcoran
Kenyon and Jessica explained that customers book online, select the length of the performance, and a group of Victorian-costumed carolers arrives to sing live Christmas classics.
The business operates in 14 cities with a focus on office parties, retail events, and holiday gatherings.
Kevin O’Leary jumped in first and asked how long their season lasts. Kenyon said revenue comes from early November through the end of December.
Lori Greiner then asked if clients buy the service as a gift or for their own events. Kenyon said most bookings come from corporate parties, although families hire them too.
Meanwhile, Barbara Corcoran asked if all bookings come from online traffic. Kenyon said yes. Kevin followed by asking how many social media followers they had. When Kenyon answered “hundreds,” the room reacted.
Daniel Lubetzky shifted the conversation to pricing and asked for numbers. Kenyon said the first hour costs $700, with lower rates for additional hours. Barbara asked what customers typically book, and Kenyon said the average event lasts two hours.
Daniel then asked how much the performers earn. Kenyon said carolers are paid through the $230 portion of the first hour, with weekly totals adding up during the season.
Jessica added that singers make around $40 to $50 an hour. Daymond John asked when the company began, and Kenyon told him he started it in 1996.
However, the sharks wanted to understand performance trends. Daniel asked for lifetime sales. Kenyon said sales had passed one million dollars.
Daymond then asked for the recent three-year breakdown. Kenyon listed $60,000, then $90,000, then $255,000.
Kevin asked for projections for the current season. Kenyon said they planned to expand from 14 cities to 50 and expected about one million dollars in gross sales.
The sharks questioned the jump. Lori asked how they would manage an expansion that large. Kenyon said they needed capital to grow and would expand slowly if they didn’t secure funding.
Daymond asked if he paid himself. Kenyon said no, and Jessica said she only works part-time. Kenyon added that he owns 100% of the business and plans to give Jessica equity.
Barbara redirected the conversation to operations and asked who speaks with customers. Kenyon said Jessica handles most of the calls.
Kevin asked if the business is profitable. Kenyon said they netted $50,000 last year, which Kevin argued didn’t justify the valuation.
One by one, the sharks dropped out until only Barbara remained. She shared about her positive experience with Hire Santa and offered to buy the entire business for $125,000 plus a $125,000 loan, while keeping both founders involved.
Kenyon pushed back, saying he wanted to remain an owner. Negotiations continued with several counters.
In the end, Barbara offered $125,000 for 30% to Kenyon, with Jessica taking 10% along with the $125,000 line of credit to support expansion. Kenyon accepted.
Let’s find out where the company stands now in The Christmas Carolers update.
Shark Tank The Christmas Carolers Update
According to The Christmas Carolers update, we believe the deal with Barbara Corcoran is still in its due diligence phase. Hence, it’s too early to tell if the agreement to sell the company will eventually go through.
Nonetheless, shortly after its episode aired, the company saw a noticeable increase in website traffic, which translated into a surge in bookings for its services.
To capitalize on the momentum, The Christmas Carolers launched a “Shark Tank Special,” offering $200 off bookings tied directly to the episode’s airing.
Further, our The Christmas Carolers update found that company has since expanded into six additional cities, bringing its total number of operating locations to 20.
They also now offer live booking across major markets, including New York City, Los Angeles, Chicago, Miami, Dallas, Atlanta, Nashville, Washington, DC, Las Vegas, Denver, and others.
In addition, the company has rolled out a new “Hire a Santa” service as part of its growing holiday offerings.
Looking ahead, The Christmas Carolers have announced plans to introduce life-size animatronic carolers, with a launch expected in 2026.
If you have an upcoming event or want to surprise a loved one, bookings are available now through the The Christmas Carolers website.
Once the dust settles, we will circle back for another The Christmas Carolers update.
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Marvin Uzor
Marvin Uzor is a content contributor for Shark Tank Recap. He specializes in crafting engaging, well-researched content that delve into the latest Shark Tank stories, keeping readers hooked. He has a soft spot for his favorite Shark Tank companies, Bombas and Doorbot, known for their innovation and impact.
