Kara Wooldrik, Executive Director

Kara is thrilled to be part of an organization so committed to transforming Portland into one of the most livable communities in the country. She has been the Executive Director of Portland Trails since 2012, and has used the trail network as a runner, cyclist, commuter, dog-owner, skier, and self proclaimed “nature nerd” since 2000.

For 10 years, Kara was the Education Director at Maine Audubon, overseeing all education initiatives of the state’s largest Conservation and Education organization. She has also been an adjunct faculty member at Bowdoin College for 8 years in the Environmental Studies Program, helping students learn how to engage children and adults in activities that build healthy and sustainable communities. Kara is the Co-Chair of the Trails and Cities Task Team of the World Trails Network. She also serves on numerous international and regional boards and committees focused on creating healthier communities for people and nature. Kara sees trails as tools to realize the community's vision of a more resilient, healthy and equitable world.

Lindsay Conrad, Donor Engagement Lead

Lindsay is honored to be part of the Portland Trails team, where she gets to combine her love for the outdoors and passion for nonprofit advocacy every day. Originally from Ohio, Lindsay moved to Boston to attend graduate school and stayed for over a decade. In 2019, Lindsay and her husband moved to Portland after falling in love with the city on multiple visits. One of the first things she did was Portland Trails' Trail to Ale 10K, and she's been avidly exploring the trail system ever since.

Lindsay started her career in arts administration as the Production Assistant for Boston Lyric Opera and Managing Director of Boston Opera Collaborative. She then took on the role of Assistant Director, and subsequently Director, of Admissions at Longy School of Music at Bard College in Cambridge, MA. Most recently, Lindsay was the Annual Fund & Leadership Gifts Officer at The Portland Symphony Orchestra.

With a master's degree in music, Lindsay also had a regional career as a classical singer. She currently sings with a number of local organizations, including Dirigo Ensemble and Opera on Tap Maine. Outside of music, Lindsay loves trail running, yoga, and making daily trips to the ocean with her dog, Mo.

Jaime Parker, Trails & Transportation Manager

Jaime has been exploring the wild lands of Portland since moving from the western foothills of Maine to Munjoy Hill in 2000. With a degree in Natural Resource Management, a graduate certificate in Community Planning and Development, and practical experience in landscaping and contracting, it was only a matter of time before Jaime found Portland Trails. In his years with Portland Trails, he has worked with thousands of people in the community to build and maintain some of Portland’s favorite spaces. Jaime has spearheaded placemaking and walkability projects throughout the city, and is an active voice in making Portland a more vibrant, walkable, and livable place.

Daniel Bishop, Trail Stewardship & Volunteer Coordinator

Having grown up in the foothills of the White Mountains, Daniel has spent majority of his life in the woods and was often on a trail, in a canoe, or on his bike as a kid. He graduated from the University of Maine with a degree in Environmental Management and Policy, minoring in Adventure Recreation Management, and worked at a number Land Trusts and other stewardship non-profits while in school. After college he moved to the mid-west to work for the National Park Services, advising and educating park staff on trail maintenance and stewardship. He moved back to Maine to work on a Masters Degree with the Muskie School at USM focusing on Urban and Environmental Planning.

Daniel currently resides in Portland with his wife and sons. He’s an avid hiker, skier, and home brewer. (He’s also the resident beer expert in the PT office and gives great advice on what beers to try next.) Daniel is, without a doubt, the guy with the shovel you saw on the trail that one time. Next time you see him, say hello and give him a high five!

Alison Violette, Office Administrator

A native Mainer, Alison has extensive experience working with non-profits. She has held positions in HR and Training departments, as Volunteer Coordinator and Supervisor of seasonal staff, as well as various program and administrative positions at organizations such as Goodwill Industries of Northern New England, the Appalachian Mountain Club and Friends of Baxter State Park. She joined The Portland Trails team in 2019.

With a BA in Communications and a Graduate Certificate in Geographic Information Systems, Alison began her lifelong love for volunteering and environmental conservation straight out of college through an AmeriCorps program with the Northwest Service Academy in Portland, OR, called EnviroCorps. More recently she did another AmeriCorps stint with the Maine Conservation Corps as an Environmental Educator on Mackworth Island. She’s also volunteered with the Maine chapter of Leave No Trace’s Steering Committee and participates as a citizen scientist in a Mountain Birdwatch with the Vermont Center for Ecostudies, collecting information about Bicknell’s Thrush. In her free time she hikes local and regional trails, kayaks nearby waters, enjoys cross-country skiing, sings with Renaissance Voices, knits, and helps her husband plan their next big climbing adventure abroad. Alison and her husband live in Portland with their cat, Nilla.

Bailey O'Brien, Communications & Outreach Coordinator

After graduating from the University of Maine in 2014 with a degree in English, Bailey has spent the worked on communications projects for a variety of businesses and nonprofits, including The Telling Room and WinterKids. She considers herself a writer above all else and is deeply interested in the power of interview-based storytelling. In fall 2018, she graduated from the Salt Institute for Documentary Studies with a certificate in radio and podcast production. When she’s not in the office, you can find her hiking, kayaking, walking around with her microphone, or enjoying nature out on the trails!

In addition to helping plan and manage Portland Trails’ events, Bailey is the person behind the organization’s social media posts, newsletters, and all other external communications.

Board of Trustees

Kate O'Brien, President

Paul Botticello, Vice President

Yvonne Mummé, Treasurer

Rhonda Forrester, Secretary

Andy Abrams

Laura Barger

Matt Forsyth

Alex Jaegerman

David Marsden

Laura McHugh

Hannah Ruhl

Jenny Scheu

Advisory Trustees

Rachael Alfond

Matt Bahl

Colin Baker

Roger Berle

Ellen Belknap

Michael Brennan

Heather Chandler

Jim Cohen

Nate Dyer

Elizabeth Ehrenfeld

Bruce Hyman

Tom Jewell, Co-Founder

Susy Kist

Bree LaCasse

Rob Levin

David Littell

Burnham Martin

J. Peter Monro

John Osborn

Phil Poirier

Eliza Cope Nolan

Aurelia Scott

Wendy Suehrstedt

Nathan Smith, Co-Founder

Richard Spencer, Co-Founder

Lois Winter