Agent
  • Medicare
  • Medicare Advantage
  • Medicare Supplement
  • Medicare Prescription Drug Plans
  • Medi-Medi
  • Deneen Holley  May 1, 2025
    5
  • teresa hermsen  Mar 8, 2025
    5
  • John Mast  Mar 8, 2025
    5
  • Melissa Schiek  Mar 6, 2025
    5
  • Lori Yates  Oct 2, 2024
    5
  • Thong Nguyen  Mar 19, 2024
    5
  • Peggy Gingerich  Feb 13, 2024
    5
  • melvin thomas  Nov 28, 2023
    5
  • Curt Hohenberger  Nov 2, 2023
    5
  • Tamara Boughton  Aug 18, 2023
    5
  • Pat Uthoff  Jun 30, 2023
    5
  • Alex Potts  May 12, 2023
    5
  • Ruth Spinks  Apr 28, 2023
    5
  • Jesse Church  Mar 29, 2023
    5
  • Robin Guldenpfennig  Mar 24, 2023
    5
  • PATRICK ACKERMAN  Jul 30, 2022
    5
  • Larry Wear  Apr 14, 2022
    5
  • Wakweya Geleta  Feb 22, 2022
    5
  • Leni Hynes  Jan 15, 2022
    5
  • Steve Strauch  Jan 12, 2022
    5
  • teresa hermsen  Dec 2, 2021
    5

Jay Dennis

Agent

Jay graduated from the University of Iowa in 2007.  He has worked in the insurance industry for over a decade, and has specialized in Medicare since 2018. He is contracted with all the major carriers in the area and offers a full range of products and services to his clients, including Medicare Advantage, Medicare Supplements, Special Needs Plans, Medicare/Medicaid plans, Low Income Subsidy, and Veterans Plans.

Jay decided to focus solely on Medicare because he realized how big of a demand there was for someone who can simplify the process, as well as educate and help seniors with their Medicare planning.  Jay was eager to join Bridlewood’s team of agents, due to their vision, leadership and support.  They operate with great integrity, and always keep the client’s needs as their top priority.  His favorite part of his job is sitting at a client’s kitchen table, getting to know more about them and their family, and helping them take the guesswork out of the entire process so they do not feel confused or overwhelmed. He loves helping them find the right plan that suits their needs, as well as their budget.

Jay has lived in Eastern Iowa all his life.  He was born in Iowa City, and raised in a small town called What Cheer.  He now lives in Marengo with his wife Nikki, and 3 sons – Ayson, Jaxen and Declan.  In his free time he loves spending time with his family and friends.  Their family can almost always be found outdoors, whether it’s camping, kayaking, hiking or fishing.  He also loves watching sports, and is a lifelong Hawkeye fan.

Request An Appointment with Jay Dennis

  • MM slash DD slash YYYY
  • :

Write a review for Jay Dennis

Email Jay Dennis

  • This field is hidden when viewing the form

Verified Reviews for Jay Dennis:

Awesome person! Went above and beyond for us. Excellent customer service.
5 Deneen Holley - May 1, 2025
Jay was very helpful when I was preparing to retire and got me the best coverage for my needs. By meeting with him several months in advance his advice saved me a lot of money for a surgery that was needed. Its nice to know i have someone local to contact for any questions in a complicated world. I would trust Jay for any of my insurance needs and highly recommend him.
5 Teresa Hermsen - March 8, 2025

5 John Mast - March 8, 2025
Jay Dennis was very professional and helpful. He walked us through the process of finding the right Medicare program for us. Responsive to questions, and very kind.
5 Melissa Schiek - March 6, 2025

5 Lori Yates - October 2, 2024

5 Thong Nguyen - March 19, 2024
Jay Dennis provided excellent and personalized service to help me choose the best Medicare plan for me. I would highly recommend Jay to help you through the Medicare decision process.
5 Peggy Gingerich - February 13, 2024
Jay Dennis is very informative. Great listener. Very helpful in getting me to the right plan. Great personality and someone who I can depend on. Thanks Jay.
5 Melvin Thomas - November 28, 2023
Jay Dennis was awesome, always stayed in contact with us and very helpful in our decision making. I would highly recommend him . Thanks Jay!!
5 Curt Hohenberger - November 2, 2023
Jay was so informative and helpful with my Medicare needs. Wonderful to work with and recommend calling him for helping with ur insurance needs. Thank you jay
5 Tamara Boughton - August 18, 2023

5 Pat Uthoff - June 30, 2023
Jay has been my agent for close to 10 years. He is very professional, kind, helpful and all around a great guy. If you need an agent, you won't be disappointed with Jay Dennis! Thanks for everything!
5 Alex Potts - May 12, 2023
Jay took the time to listen to my particular concerns and to make sure each item was adequately addressed. He took a list of my medications and made sure each and every one was covered by the plan. He did the same with my doctors, including specialists. He was patient and kind. I can't say enough about his service.
5 Ruth Spinks - April 28, 2023

5 Jesse Church - March 29, 2023
Jay Dennis was VERY professional, caring, knowledgeable and helpful. He took the anxiety out of the process of signing up for Medicare. Thank you, Jay, for all your help! Wayne Stickel
5 Robin Guldenpfennig - March 24, 2023
Jay handled our conversations with both great attention to detail and made it quite understandable. He was professional and friendly. I highly recommend anyone chat with him.
5 PATRICK ACKERMAN - July 30, 2022
Very nice and knowledgeable man! Thanks for your help
5 Larry Wear - April 14, 2022

5 Wakweya Geleta - February 22, 2022

5 Leni Hynes - January 15, 2022
Steve I give Jay 5 Stars he helped me fine the right plan been with him for awhile Knows what he is doing
5 Steve Strauch - January 12, 2022
It was nice to meet Jay. He was pleasant to visit with and explained several different options for me for me when I was facing a selective surgery. It was easy to schedule a time to meet when I needed to make changes. It really put my mind at ease to talk to a knowledgeable insurance agent when needing to make a decision. I'm so glad I called him after a letter was sent offering his services. It was the best decision I've ever made during this transition into medicare.
5 Teresa Hermsen - December 2, 2021

Scroll to Top

Ask a Bridlewood
Agent

San Diego's Best Medicare Insurance Provider
Best Medicare Insurance in San Diego