Cover photo for Allen R. Dennis's Obituary
Allen R. Dennis Profile Photo

Allen R. Dennis

Allen R. Dennis, 69, of Wayland, passed away Friday, Jan. 7, 2022, at his home.

Allen was born Jan. 12, 1952 in Waterloo, Iowa. The son of Lee Roy and Helen (Berger) Barr. Allen proudly served his country in the U.S. Airforce stateside during the Vietnam conflict. Owner and operator of Rebel Trans., Wyoming, MI, Allen was a successful small-business owner for the Landstar Franchise for over 25 years. Allen earned several accolades during his tenure with Landstar, including the Executive Circle and Diamond Award. Allen was semi-retired.

In his free time, he enjoyed the outdoors and golfing, and was an avid hunter and fisherman. He was a long-time member of Pheasants Forever and Ducks Unlimited. Allen loved dogs, especially his Labradors.

Allen is survived by a large family including his five children, Chad Dennis of Paragould, AR; Jason (Jessica) Dennis of Kentwood, MI; Renee Dennis of Fremont, OH; Kevin (Morgan) Dennis of Plainwell, MI; Ryan (Ashley) Dennis, of Otsego, MI; and a stepson Anthony Weaver of Otsego, MI. Six grandchildren Cody and Brandon Dennis, Brandon and Bronson Graves, Josie Dennis, and Charlie Dennis; his mother Helen Barr; his siblings Janet (Michael) Enfield, and Randy (Kelly) Dennis. Numerous nieces and nephews also survive Allen.

He was preceded in death by his father, Lee Roy Dennis; his stepfather Austin Barr; and Grandfather Richard “Turner” Dennis.

Family and friends may visit with Allen’s family on Thursday, Jan. 13, 2022, from 5-8 p.m. at the Winkel Funeral Home, 207 E. Allegan St., Otsego, MI. A funeral service will take place on Friday, Jan. 14, 2022, at 1 p.m., with Pastor Bryan Tema officiating.

Interment will follow at Mountain Home Cemetery in Otsego.

Contributions in memory of Allen may be made to Pheasants Forever at

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Condolence Messages


January 11, 2022 at 10:58 am

Rest In Peace Allen. My heartfelt condolences to his family.


Vicki Bayard

January 11, 2022 at 10:59 am

Rest In Peace Allen. My heartfelt condolences to his family.


Tim Redman

January 11, 2022 at 12:15 pm

So sorry to hear of Allen’s passing.

I worked with Allen for many years in a Regional Management position at Landstar.

Time will heal.


Andy Good

January 13, 2022 at 2:46 pm

May he rest in God’s grace and mercy and his family enjoy the comfort in knowing he now is with Him!


Kimberly Shaffer

January 11, 2022 at 12:20 pm

Very sad to have to write this so soon about my boss Allen Dennis, I never thought I would see this day because it seemed he made it through every trial and tribulation and health scare, he will be missed.

He was just getting ready to officially retire, which him retiring changed daily because his business was everything to him, he had a hard time staying away from the office, so finally he had just bought a house out on a large piece of land with a lake to fish, this was where he wanted to retire and relax with his two dogs, I only wish he would have been able to see it all complete.

I will miss his PASSIONATE loud voice LOL, that is what he always told me when I would say “why are you yelling”, he said, he’s just passionate about his business, I did not ever think I would miss hearing KIMBERLY across the offices but now I do.

This man had more stories than anyone I know besides my own dad. He had good words of advice to me over the years and many talks about God and family. Allen Dennis was an open book for anyone that wanted to listen from his childhood to growing his business, we have shed many tears and laughs during his talks, I am thankful I had that chance.

He was also an amazing cook, when he was at the office, he would bring food to fill everyone, and throw the best Christmas parties for his customers and staff.

Allen had MANY friends and he will be missed dearly.

Kimberly Shaffer @ Rebel Trans


Miranda Garlock

January 11, 2022 at 12:30 pm

Matthew and I extend our deepest sympathy to both Jason and Jessica during this time of loss. We love you both.


Heather Cronkright-Oliver

January 11, 2022 at 2:33 pm

I will miss your smiling face, Allen. You were a such a gem and I am grateful for our new found friendship. I’m sad we didn’t end up having dinner together with my husband as we had planned. Thank you for your thoughtfulness and generosity. Rest peacefully in heaven, My dear friend. You will be missed greatly.


Roxanne & Chuck Deschaine

January 11, 2022 at 2:42 pm

You were taken too soon our friend. We will miss the many parties and gatherings with the best of food, drink, friends, and fellowship. We will miss your stories and laughter but know that you will be resting and relaxing in the beautiful heavens with dogs by your side. Cheers until we meet again!



January 11, 2022 at 3:48 pm

So very sorry for this loss,may he rest in peace.Thinking about the sons Kevin Ryan and Tony. My thoughts and prayers are with you..



January 11, 2022 at 5:27 pm

Ryan and Ashley,

We are so sorry for your loss. No words can make this loss easy fir you. Big hugs and prayers that God will comfort you and give you peace at this time. Love, “Aunt” Linda and Steve


John F Tomcala

January 12, 2022 at 8:10 am

To the Allen family, my deepest condolences on your loss. I have known Allen for 20 years, and over this time I have witnessed Allen’s gifts from God in work first hand. He loved and cared so much, and was such a selfless man, the likes I have never witnessed in my lifetime. He had that infectious laugh that would pull you in, and no matter how bad your day was he would bring you back to center and make you feel better every time. The one thing that will forever stand out to me about Allen was the incredible friend he was to so many. Once you got to know Allen there was no other man that extended the Love to a friend more than him. He was just a loyal loving friend, and I am just so thankful I got to have Allen as one of my best friends in my life, and so sad of his passing, but thankful to Allen for leaving me with all of the wonderful lasting memories. Allen, thank you for making the world a better place, and for touching so many people so deeply. You will be sorely missed by your friends and family. Rest in peace Allen, Pops, and Friend!


Suzanne Cheek

January 12, 2022 at 8:41 am

May you each find comfort and peace. Although we can’t change the past, we can keep the good memories alive in our hearts. My thoughts and prayers to you all.



January 12, 2022 at 12:59 pm

We have only grown to know Allen through his stories that he has told our son and our son’s stories about Allen, since he was working out on Allen’s property. Our son was so happy to go out there to work, talk and gain advice from Allen. We tell our son people come into our lives for a reason. We wish he would have had more time with Allen, but also thankful for his time he did have. Thinking of all his family, friends, co-workers and those he touched throughout his life during this difficult time.


Paul & Becky Flood

January 12, 2022 at 5:50 pm

We are so sorry to hear of Allen’s passing. Allen was a great neighbor and friend, I will miss our conversations.

Our thoughts and prayers to Allen’s family.


Paul R Flood

January 13, 2022 at 8:33 am

To the Dennis family,

Paul and I are so very sorry for your loss. We were neighbors of Al and loved his talks in our driveway. He never got out of his fancy car or truck, but we would talk for awhile about all sorts of topics. He had great insight on business, life, and family.

Always a friendly wave and smile. We were sad when you moved. More sad now that you are gone. Happy hunting in the heavenly skies.

Rest in Peace- Our thoughts and prayers to Al’s family.

Paul and Becky Flood


Diane Braun

January 13, 2022 at 11:11 pm

My deepest sympathies to the Dennis family in the passing of Allen. Allen was a gem! A generous, kind, caring, funny man with always a story to tell. Allen was also a great cook. He was loved by many and will be greatly missed. May his family and friends find comfort and peace in these difficult days ahead. My thoughts and prayers are with you.


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