James H. Reagan “Jim”

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James Hobert

James Hobert Reagan 


A Celebration of Life reception will be held

Wednesday, May 4, 2022 at 5:30 PM 

Hilton Milwaukee City Center, 509 W. Wisconsin Avenue, Milwaukee, WI 53203


James Hobert Reagan (“Jim”) passed away on April 16, 2022 at age 62. Jim is survived by his loving wife and soulmate, Abigail, cherished miniature schnauzer, Lena Belle, as well as his beloved brother Patrick {Sue} Reagan {Christine and Jonathan}, in-laws Nathan Greer and Hesper Wolfe {Naima}, and many more caring relatives, friends, and former coworkers. He is predeceased by his parents, Hobert and Dolores Reagan.

Jim was born in Milwaukee, Wisconsin on October 4, 1959. After graduating with his software engineering degree from MATC, Jim began his 40-year career at Northwestern Mutual (NM) corporate offices in downtown Milwaukee, retiring in 2019.

Respected and appreciated as an incredibly intelligent, dedicated employee and well-dressed sight around the NM home office, Jim could always be counted on to bring his wry sense of humor and insightfulness to any situation. His quips could make you cry with laughter. So many people surely have their own “Jim” stories to share about how he brought his unique sense of hilarity and fun into their lives.

Outside of work, Jim loved spending time with family and friends, but he also loved his “Jim Time”, tinkering in his man cave with his 3D-printer, building a robot, computer gaming, or just learning a new coding language for fun. From history and travel to art and fine wine, Jim had so many amazing interests and hobbies that there are too many to list. At the end of the day, you could find Jim soaking up the sun on his backyard patio, admiring the annuals he had planted, listening to mellow electronic music or old 70s hits, vape in hand and a smile on his face.

A Celebration of Life reception will be held on Wednesday, May 4, 2022 at 5:30 PM at the Hilton Milwaukee City Center, 509 W. Wisconsin Avenue, Milwaukee, WI 53203. Come share a memory of Jim and help us honor an extraordinary human being.

In lieu of flowers please consider making a donation to an animal shelter or food bank of your choice.



  1. Kenlee April 19, 2022 at 9:18 pm - Reply

    Abigail, I am so sorry for your loss. Jim was a lovely, funny, charming man.

  2. Kathy Jonas-Barr April 20, 2022 at 7:04 am - Reply

    Abigail, I am so very sorry for your loss. Jim was very much a part of my NM family. My thoughts and prayers are with you and your family.

  3. Ryan Wuenstel April 20, 2022 at 4:01 pm - Reply

    Abigail, we are so sorry for your loss. Jim was an amazing friend and co-worker..

  4. Rajendra A April 20, 2022 at 5:31 pm - Reply

    Abigail, We loved Jim! Very sad to hear of this news. Sorry to hear of your loss.

  5. Sarah Greer April 20, 2022 at 9:32 pm - Reply

    Abby, I am holding you in my thoughts and next to my heart.

  6. Claire Keyes April 21, 2022 at 7:58 am - Reply

    Abigail, my heart is with you during this difficult time. Sending love and prayers as you navigate the river of grief. Here for you if you need anything at all. xo

  7. Noreen April 21, 2022 at 8:49 am - Reply

    Such a sad day. Jim will be missed. Loved working with him. Will miss his sense of humor and kindness

  8. Stephanie Quirino April 21, 2022 at 1:03 pm - Reply

    I worked with Jim for several years at Northwestern Mutual He was a beloved co-worker and such a talented man! He had the BEST sense of humor. Abigail, I am so sorry for your loss! Prayers to you!

  9. Mike Jenson April 22, 2022 at 10:28 am - Reply

    So sorry for your loss Abigail. Will be thinking of you and yours during this time.

  10. Jeff Pinkerton April 22, 2022 at 3:28 pm - Reply

    Sorry for your loss Abigail, always thinking about you, especially at these times, always here for you.

  11. Kay Sprinkle April 22, 2022 at 4:05 pm - Reply

    Condolences to you and all the others who loved him. He was an extraordinary man and a great co-worker.

  12. Kristy Litchford April 22, 2022 at 4:19 pm - Reply

    I have the fondest memories of Jim at NM. My heart goes out to you Abigail.

  13. Neal Edwards April 22, 2022 at 5:44 pm - Reply

    My condolences Abigail! Praying for you through this difficult time! Miss you!

  14. Carrie Williams April 23, 2022 at 4:05 pm - Reply

    Abigail, I am so very sorry for your loss. Jim was such an amazing person. I have so many fond memories of all of our time together. Thinking of you!

  15. Barry Brezan April 24, 2022 at 12:20 pm - Reply

    Jim had such an amazing mind and command of words and language. I still remember back at NM we would pick a subject or name and go head to head on thinking up as many related puns as possible. (Jim would always win!). He will be missed and remembered by all who met him.

  16. Maureen Minning April 24, 2022 at 6:44 pm - Reply

    My sincere condolences to you, Abigail. I am very sorry for your loss.

  17. Jean and Jay Natrop April 24, 2022 at 10:42 pm - Reply

    Abby. Jean and I are profoundly sorry for your loss and wish to offer our sincere condolences.

  18. Manish Mody April 25, 2022 at 7:56 am - Reply

    Sorry to hear about your loss Abigail. Our prayers are with you.

  19. Keith Rowden April 25, 2022 at 8:59 am - Reply

    Abigail, I am so sorry for your loss. Jim was such a lovely guy. My thoughts and prayers are with you during this very difficult time.

  20. Sara Grunwaldt April 25, 2022 at 12:53 pm - Reply

    Abigail, I am so sorry for the loss of your dear husband. My thoughts and prayers are with you.

  21. Libbi Moriarty April 27, 2022 at 5:36 pm - Reply

    Abigail, I am so sorry to learn of your profound loss of Jim. My thoughts are with you — I know you will be comforted by many beautiful memories.

  22. Bob Zrinsky May 1, 2022 at 7:23 pm - Reply

    So sorry to hear about your loss.
    Deepest sympathies.

  23. Steve Mageski May 5, 2022 at 10:08 am - Reply

    My sympathies to all who know and loved Jim. Some of my fondest memories of Jim are from the time I spent as his traveling roommate when we traveled to Thailand and China (many years ago). I am so sorry to hear of his passing. I don’t know that I have ever met a nicer guy. His humor and smile will be missed.

  24. Carol Riggs May 16, 2022 at 3:13 pm - Reply

    Abigail- so sorry for your loss. Jim was so funny and a pleasure to work with. My prayers are with you.

  25. Judy Wood January 7, 2023 at 12:47 pm - Reply

    Abigail, I read about Jim’s passing in the NML Connections. I am so sorry. How hard it must be on you. He was a wonderful, funny, generous man.

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