Abigail “Abby” M. Reagan

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Abigail M.

Abigail Margaret Reagan



A Celebration of Life reception will be held

Monday, July 11, 2022 at 5:00-8:00 PM

Saint Kate – The Arts Hotel  139 E Kilbourn Ave, Milwaukee, WI 53202


Abigail “Abby” Margaret Reagan, 51, of Milwaukee, Wisconsin passed away on June 19, 2022, after a long battle with cancer. Abigail was born on February 28th, 1971 to Deborah (Natrop) and Lawrence Wolfe in Madison, Wisconsin. After graduating from Waukesha North High School in 1989, Abigail went on to study English at Beloit College and Journalism at the University of Wisconsin-Madison. After graduating in 1994, she moved to San Francisco where she was a freelance journalist and legal aide for five years.

In 2000, Abigail moved back to Milwaukee, Wisconsin and began working at Northwestern Mutual Insurance as a programmer/analyst. She worked at Northwestern Mutual for over 20 years, with her most recent position being a Product Lifecycle Consultant. The engineering teams she collaborated with truly respected and valued the organizational and project management skills she brought to their efforts to ensure a quality customer experience. Abigail was a presence in the office – her straight talk and ability to cut through the noise were refreshing while her smile and flare for fashion (not to mention the songs she would spontaneously burst into) truly brought joy to her coworkers, who were also her friends.

Abigail met the love of her life and true soulmate, James (Jim) Reagan at Northwestern Mutual in 2013. After 2 short years of dating, they got married in a small intimate ceremony at the Metro Hotel in Milwaukee, Wisconsin. Deeply in love and inseparable, Abby and Jim shared a passion for music, movies, nature, history, and travel. Many weekends, you could find them riding their bikes through forest preserves or exploring the local food scenes throughout the Midwest, while chronicling them in her Instagram posts under @glassylaydee.  Always the perfect duo, together or apart, they thrived on their weekly routines and traditions, including Jim gaming or spending time tinkering in the basement with his DIY robots as Abby did the laundry, her fiercely attested to favorite activity in the next room. In 2021, Abigail left Northwestern Mutual and joined Jim in retirement to relax, enjoy their hobbies, & travel the United States.

Other than Jim, what Abigail loved most in the world was helping others reach their fullest potential. Frequently referring to herself as a “helper monkey,” Abigail relished any situation where she could use her expansive knowledge and vast experiences to make things better for her family and friends. She was a giving, caring and sensitive soul. If you ever needed an attentive ear, a shoulder to cry on, or some brutal honesty, Abigail was there for you. However, she rarely allowed you to wallow in your misery, but rather would tell you an anecdotal story, suggest helpful strategies, recite an age-old, hilarious inside joke, or even create an original song with lyrics to match the situation to strengthen & empower you in your moment of need.

In her free time, Abigail enriched her life by examining the beauty of the world around her. She loved visiting museums, historical sites, and art galleries to enhance her understanding of our past. She expanded her eclectic taste in music through attending several concerts and festivals each year. She practiced self awareness through reading, meditation, and journaling. Abigail also enjoyed antiquing – finding vintage art & craft pieces for her gorgeously decorated home. To unwind at the end of the day, Abigail enjoyed streaming her favorite guilty pleasure shows like The Housewives of Beverly Hills, or reading a good British Royalty historical novel while snuggling with Lena-Belle, her beloved mini schnauzer.

We know that Abby is surrounded by the pure love of her soulmate & husband, Jim Reagan, as well as her parents, Deborah Wolfe-Natrop & Larry Wolfe, her grandparents, Dorcas & Minor Ocker and Max & Anna Wolfe, who passed before her. She is survived by her sibling, Hesper Wolfe (Nathan & Naima Greer), her step-parents, Jeff & Jerilyn Natrop, her step siblings, Molly Morris, Emily Kolaga, & Max Lalonde, & her uncle Jonathan Ocker (Eva Ocker) & her cousins, Minna, Sigi and Coco Ocker, along with many other loving family members and friends. In lieu of flowers, please consider making a donation to an animal shelter, food bank, or botanical garden of your choice or choose one of Abigail’s favorites including The Wisconsin Humane Society, Boerner Botanical Gardens, or the Sojourner Truth House.

A Celebration of Life reception will be held on Monday, July 11, 2022 at 5:00-8:00pm at Saint Kate – The Arts Hotel on 139 E Kilbourn Ave in Milwaukee, WI 53202. Come share a memory of Abigail and help us honor an extraordinary human being.



  1. Kenlee Brill June 30, 2022 at 6:33 am - Reply

    Hesper and Family, Abigail was funny, kind, loving, brilliant, and a good friend. I am honored to have worked with her and to have called her and Jim my friends. I hope your happy memories ease your loss.

  2. Anne Harter June 30, 2022 at 9:28 am - Reply

    20 years of friendship. Your beautiful face will forever take my breath away. My beautiful friend inside and out I feel you with me every day. My condolences to the entire family.

  3. Sarah Kalter June 30, 2022 at 11:08 am - Reply

    I hope it is comforting to you to have such wonderful memories of her life. 💕

  4. Norm June 30, 2022 at 11:55 am - Reply

    Abigail’s perspective was extremely refreshing and made for some hysterical conversations. I really miss the spontaneous one-worded phone calls and voicemail bombs. We lost some great people with Jim and Abigail, but I’m really happy they are together again. Condolences, prayers, hugs, and happy memories to everyone!

  5. Sara Grunwaldt June 30, 2022 at 5:35 pm - Reply

    Abigail was a straight talker whose personality was balanced with compassion and support to those around her. My sincere condolences to her family. She will be missed.

  6. Jean Deuster June 30, 2022 at 7:43 pm - Reply

    I met Abby through our common bond of ovarian cancer. Although I knew her for only a short time I loved the time we spent together and of course our great conversations. We had a tradition of Friday afternoon phone calls that I am missing a lot. She was a dynamic and beautiful person. I am honored that we are Teal sisters forever (what we ovarian cancer survivors feel about each other)

  7. Maureen Minning July 1, 2022 at 11:44 am - Reply

    Abigail was a direct, impactful, and driven colleague. I admired her for both her great strength and her vulnerability. I loved talking about non-work things with her; a new scarf or shirt she just purchased, a gift for someone in her family that she was excited to talk about, or an anecdote about life that fit in during the moment. My deepest condolences to all that loved Abigail.

  8. Laura Zanella July 1, 2022 at 2:31 pm - Reply

    Deeply saddened to hear about Abigail. She was a dedicated, passionate, creative and loyal co-worker. Knowing she is reunited with Jim brings some peace. Sympathy to all her family and friends.

  9. Ryan Wuenstel July 7, 2022 at 8:15 pm - Reply

    Abigail was so full of life and brutal honesty. Having met her through Jim, my coworker and gaming buddy, Abigail was a fast friend and I felt an instant connection with her as I did with Jim. I am so saddened she is no longer with us, but I am happy she is with her forever buddy. I will always remember hearing her through Jim’s mic while gaming to tell Alexa to shut up.

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