
1946 – February 15, 2026
It is with great sadness that we wanted to let you know that our beloved colleague, mentor, and friend Dennis Jennings passed away on the morning of February 15th 2026.
There isn’t a bad thing anyone in this world could say about Dennis. He was simply the best. Loving, nurturing, kind, thoughtful, funny, and just filled with so much care and dedication for the people and spaces around him. Dennis will be so dearlymissed by so many. His presence in our community and lives will never be quite filled – but may we be able to take the wisdom and care he imparted on us into all the rooms we step into — and make each space a little better for it. May we be able to embody his humility, soft-but-grounded presence, and quick wit and levity. Dennis had a great quiet knowing: he knew what was needed to make any situation better, and had a way of manifesting what was needed.
I know many of our hearts are broken by this huge loss – and we will find a time to grieve and celebrate this cherished and wonderful life in community soon. For now, here are some words from his partner in crime, and the one who knew him best,
~~ Judy Weddle
I don’t have words for the depth of loss that I feel. No one knew him better than Judy Weddle, his training partner and close friend. His kindness was as deep as the ocean. The world is not the same without him. His quiet power will be deeply missed. May he Rest in Power, Love to all,
~~ Cheryl Kartes
Two memories of Dennis (maybe happened, maybe invented)
Dennis embodied a quiet leadership, truly demonstrating that leadership does not need to come from knowing the answers but from observing, holding space, asking questions, and showing up. I was lucky to start my facilitation journey in Chicago, where I was mentored by and shared community with Dennis.
He led by example in everyday expressions of care – he shepherded the GreenRise community in recycling and keeping the kitchen clean; showed up as a participant and friend to meetings, shows, performances, etc.; and generously shared his wisdom and time with the next generation of facilitators and celebrated us as we advanced in our journeys. I am grateful for his being
~~ Samantha Sainsbury
While Dennis was a quiet and careful person, he exhibited many strengths. He soared when recalling data gleaned from research. He was thorough and trustworthy in reporting data. There was many a time in meetings when the group would become silent when he would speak up – knowing that his contribution was valuable and that he was going to make was succinct comment that was thought-through and nearly always a helpful perspective – either with new ideas keenly analyzed or accurate reflection of contributions from chaotic conversations. He was an especially organized person and could “pull up” and find facts that would be long past for many of us.
Dennis had a gift for planning paying careful attention to details. This made him a powerful facilitator. He loved the Technology of Participation and was totally grounded in these methods. He enjoyed leading groups and helping people find meaning from the work they do. He also enjoyed ToP Training and teaching the methods to others. We have lost an example of fine facilitation and training support. Dennis was proud to have been a part of the Institute of Cultural Affairs for many years. He was a part of the staff for many years.
Dennis was also a very kind and gentle person. His spiritual foundations made his personal values strong. He knew how to live in community. He was not weak. He was tenacious and rooted like a tree. While he did not relish conflict he did not run from it. He would throw himself into the fray, even knowing how stressful it was for him, whenever he felt the need to stand his ground. He cared deeply for others and he had a self-deprecating sense of humor that many people admired. My sweet friend. I will miss him.
~~ Seva Gandhi
I only met Dennis a few times, but his gentleness and smile have remained with me. I also remember that Dennis and Joyce Reese worked as a team in and around Chicago.
~~ Nancy Lanphear
The only thing that I would add was Dennis’ connection to Uptown. He was one of the first residents of uptown that joined in wholeheartedly with the work of the ICA. I was on the uptown team and he and I would walk the streets of uptown together, delivering flyers trying to get people to come to meetings, etc. He was definitely someone who loved the grass roots and knew the importance of their input into any plan.
When I heard the news about Dennis, a flood of memories came rushing back….work groups in the ICA GreenRise in Chicago, trainer gatherings in Phoenix in the early years of the ToP program, my CTF assessment (he was one of my assessors)…the list is long. He was kind, smart, gentle, wise, and funny. He was not always the first to speak, but many times the last, because often what he said just made so much sense. When I think of the embodiment of the values of ToP, I will always think of Dennis Jennings. This void hurts, even as we celebrate his completed life. Well done, good and faithful servant.
~~ Deb Burnight
I didn’t know Dennis very well, except by reputation. Linda knew him better I think because of her being more active in ToP training. But it just occurred to me to comment on the blessings we all have as we are making our own preparations to follow the way Dennis and so many of us are going. As those who knew Dennis well are expressing their feelings of grieving and appreciation, it is worth mentioning what a privilege it has been and is to be a part of this “beloved community” with the common memory that is embedded in us. With gratitude for Dennis and you all.
~~ Milan Hamilton