Profile
“My strongest professional quality is my ability to build trust and long-term relationships, whether with clients, colleagues, or stakeholders”
Danny Ibrahim,
KeyRate Mortgage
John Jennings is chief executive officer and one of the founding members of Jencap. Under his leadership, Jencap has grown from an idea to one of the largest wholesalers in the US in ten short years. His strategic vision for Jencap guides the ongoing management of existing entities, along with all the firm’s future M&A activities. Jennings has more than 35 years of insurance industry experience, the past 30 of which have been focused exclusively on the wholesale distribution space. Prior to Jencap, he was CEO and a founding member of Wholesale Trading Co-Op Insurance, which is now a wholly owned subsidiary of Jencap.
Other roles he has held in the insurance industry include president and CEO of Crump Insurance Services, and president of BISYS Commercial Insurance Services following its acquisition of Tri-City Brokerage, where he was also the president. Jennings is an active supporter of many industry associations and various charities nationwide, including but not limited to the Spencer Educational Foundation, Insurance Industry Charitable Foundation, St. Baldrick’s Day, and more.
1350 Broadway, Suite 1400, New York, NY 10018
(312) 784 6010
john.jennings@jencapgroup.com
linkedin.com/in/john-f-jennings-70a19026
jencapgroup.com
John Jennings
Chief Executive Officer Jencap Group
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Bio
Milestones
“I’ve always believed that if you love what you do, you’ll never settle, and that attitude has guided every decision I’ve made”
Danny Ibrahim,
KeyRate Mortgage
1993–2003
2003–2007
2007–2010
2010–2016
2016–2026
President of Tri-City Brokerage
1993–2003
President of BISYS Commercial Insurance Services
2003–2007
President and CEO of Crump Insurance Services
2007–2010
CEO and Founding Member of Wholesale Trading Co-Op Insurance (WTCI)
2010–2016
CEO and Founding Member of Jencap
2016–2026
Milestones
As a founding member of WOW! (Women. Opportunity. Winning.), an employee resource group created for all women of Ryan Specialty, Phillips Topping has long championed for women in the industry.
“It’s very important to set an example and to not only inspire but mentor other females,” she adds.
In addition to her sharp marketing eye, the key to Phillips Topping’s success lies in her high-energy approach and positive attitude.
“As the leader of a team, it’s important to motivate and encourage your team members. People work very hard and do their best and it’s important to recognize these efforts. For my career overall, my attitude has been one of curiosity. The more you can learn, the better you’ll understand the business, and then the deeper your knowledge will become, making you a better team member.”
Chief underwriting officer of executive risk at Chubb
President of financial insurance solutions at Kemper
Chief underwriting officer at Axis Capital
CEO of global Insurance at Endurance
CEO of global Insurance at Sompo International
A significant part of his focus today is staying ahead of regulatory change while maintaining a seamless client experience. He tracks updates from regulators and lenders closely and works with his teams to adjust systems as needed.
“My approach to my role and my career has always been rooted in passion, focus, and a relentless pursuit of excellence,” he says. “I’ve never been driven solely by profit or business metrics. I believe in hiring great talent, trusting them, and pushing boundaries because innovation doesn’t come from playing it safe.”
His experience isn’t limited to Canada. Ibrahim has worked in the US and UAE, which shaped his global perspective and comfort with adapting to different markets. He thrives on risk, viewing setbacks as stepping stones to progress.
“I’ve always believed that if you love what you do, you’ll never settle, and that attitude has guided every decision I’ve made,” he adds.
That outlook continues to guide his work and reflects his broader goal of helping move the industry forward. Through his brokerage, lending company, and legal services, Ibrahim is focused on creating long-term value for his clients, his teams, and others working in the field.