David Stiles Wylie

David Stiles Wylie obituary, Fairfax, VT

David Stiles Wylie

David Wylie Obituary

Obituary published on Legacy.com by A.W. Rich Funeral Home - Fairfax on May 12, 2025.

Publish in a newspaper

David Stiles Wylie
1947 - 2025
Dave once won plane ticket money in a back-alley poker game in Puerto Rico. He once read Siddhartha and then gave away all his belongings except a rice mat and wood bowl (and got most of them back). His first spud launcher had excellent range but taught him key nuances of PVC piping, hairspray, and grill igniters, leading to a more reliable second launcher and valuable advice for envious friends. He spent years carrying the title "Executive in Residence" at Babson Business School, and was pleased how it gave him liberty to go about his business, while everyone seemed to be slightly mystified but think him some type of professor. In his 70s, he developed competition-grade croquet mallets from fine woods, to use in games and even tournaments on his own self-made court ("The Glade"), to give as gifts, and as a niche online enterprise.
Irreverent mischief was Dave's standard way of existing (and the theme of his every story, which were many). "Accepted practice" was never accepted at face value, most especially any rules of proper behavior, nor anyone who was self-important. Laughter and a twinkle in his eye were either present or readily available. He was always an open and chatty fellow, warmly curious and never rushed. Dave's senses of adventure, positivity, possibility, and curiosity fueled his focused creativity and relationships through thick and thin. Over his years, Dave became a masterful writer, adventuresome boater, carpenter, chef, fine art photographer, clammer, solid musician (on the harmonica, mandolin, mouth-harp, and, proudly, the jug), advanced amateur croquet player and strategist, semi-pro soccer player, alarmingly resourceful handyman, and suspect electrician, among many other skills that his explorations couldn't help but accumulate, who quietly reveled in each chance to use the pocket knife he always carried. Dave loved walking in nature and being on the water, which began in childhood summers on the shores of Lake Michigan. He and his family lived in Concord, Massachusetts, but were introduced to Vinalhaven, Maine 40-odd years ago. He immediately fell into it headlong, spending as much time on-island as possible until he realized his dream of retiring there.
Dave lived his life in and around academia. His father taught at Haverford, where Dave was born, then took the family along on years of fieldwork in France, and then on to Harvard. Dave graduated from Browne & Nichols, followed by Harvard for undergraduate and business degrees. He saw a career in business as a way to provide for his family, but uncompromisingly bushwhacked his own path as an inquisitive sleuth and storyteller, researching and crafting business school cases, including a bestseller. He published numerous cases with Harvard and Babson, and, later in his career, helped numerous institutions to adopt the case method of teaching.
Most of all, Dave loved freely and deeply, unreservedly tearing up at weddings, school plays, touching dinner toasts, and poignant commercials. A series of loyal dogs accompanied him through life, starting with a stray beagle he adopted and named Samwise, who would take the bus on his own to Harvard Square to meet Dave in class. Dave cared about treating people well, and so, so much about his family. His wife of 51 years, Sally, did not accept when he proposed on their first date, but did six months later. He is also survived by his children, Bonnie Pratt and Seth Wylie, and their families, including granddaughters Scarlet Reese and Ariella Pratt, who always made his eyes shine.
Dave passed away on May 4th, surrounded by family after a blessedly brief ending to several years living with cancer, treated by the most exceptional team at University of Vermont. There will be a small gathering at a later date to celebrate his life. We welcome you to leave a note or reminisce about Dave on his "Memory Wall" at awrfh.com, where you can also share photos. In lieu of flowers, we're collecting contributions to place a memorial bench along one of the wonderful woodland trails of the Vinalhaven Land Trust, to provide some respite for people who have difficulty walking. To take part, simply make a donation in Dave's name at http://vinalhavenlandtrust.org/

To plant trees in memory, please visit the Sympathy Store.

Sign David Wylie's Guest Book

Not sure what to say?

1 Entry

Merideth Dolan

September 10, 2025

Hello, I was at business school with David and just wanted to tell you how sad I am that he is no longer on the planet. He was so smart so thoughtful and so fun and I can´t imagine how much you will all miss him. They broke the mold after they made David and I am glad I got to be around him for a few years. His humor was stealth, and his grasp of the English language was astounding. Again, I´m so glad I got to get to know him

Merideth Dolan

Showing 1 - 1 of 1 results

A.W. Rich Funeral Home - Fairfax

1176 Main Street, Fairfax, VT 05454

Make a Donation
in David Wylie's name

How to support David's loved ones
Attending a Funeral: What to Know

You have funeral questions, we have answers.

Read more
Should I Send Sympathy Flowers?

What kind of arrangement is appropriate, where should you send it, and when should you send an alternative?

Read more
What Should I Write in a Sympathy Card?

We'll help you find the right words to comfort your family member or loved one during this difficult time.

Read more
Poems of Mourning and Comfort

The best poems for funerals, memorial services., and cards.

Read more
Resources to help you cope with loss
How to Cope With Grief

Information and advice to help you cope with the death of someone important to you.

Read more
Estate Settlement Guide

If you’re in charge of handling the affairs for a recently deceased loved one, this guide offers a helpful checklist.

Read more
How to Write an Obituary

Need help writing an obituary? Here's a step-by-step guide...

Read more
Obituaries, grief & privacy: Legacy’s news editor on NPR podcast

Legacy's Linnea Crowther discusses how families talk about causes of death in the obituaries they write.

Read more
Ways to honor David Wylie's life and legacy
Obituary Examples

You may find these well-written obituary examples helpful as you write about your own family.

Read more
How to Write an Obituary

Need help writing an obituary? Here's a step-by-step guide...

Read more
Obituary Templates – Customizable Examples and Samples

These free blank templates make writing an obituary faster and easier.

Read more
How Do I Write a Eulogy?

Some basic help and starters when you have to write a tribute to someone you love.

Read more

Sign David Wylie's Guest Book

Not sure what to say?