![[B]OLD AGE With Debbie Weil - Kathleen Billings on Steering a Small Town in Maine Through COVID and a Tense Election Year](https://storage.googleapis.com/goodpods-images-bucket/episode_images/f0b84b8bfef80be89419844e5a4ae308941392be1cabcc71ff77f629c2786915.avif)
Kathleen Billings on Steering a Small Town in Maine Through COVID and a Tense Election Year
10/30/20 • 29 min
In this episode, Debbie talks to Kathleen Billings, town manager of Stonington, Maine, the small coastal village on Deer Isle that she and her husband now call home.
Debbie wanted to talk to a local leader about the challenges of this election and pandemic year and Kathleen was the perfect person. She is matter of fact, deeply knowledgeable, and forthright.
Kathleen, 56, has been Stonington’s Town Manager for almost 20 years. She tells us how the town’s twin industries of fishing and tourism have fared and how she began to prepare for COVID back in February. She and Debbie talk about the friction between People From Away (PFA) and locals and how it was exacerbated by COVID.
They also talk about the political tensions that Kathleen has had to face this year and how she‘s handled them. On a side note Kathleen talks about the very real issue of rising sea levels and how the town is addressing that.
They end by reflecting on the year 2020 and how Kathleen has focused on maintaining a positive atmosphere so that everyone can get through this time without being "ground under," as she puts it. She expresses gratitude for the many nonprofits on the island that address community needs.
PHOTO CREDIT: Debbie Weil
Mentioned in this episode or useful:
- Town of Stonington, ME
- Town of Deer Isle, ME
- Hancock County, ME
- Manager embraces town's waterfront way of life (Ellsworth American, July 17, 2019)
- Maine's attitude towards outsiders ignites fears during pandemic (Bangor Daily News, April 13, 2020 )
- Stonington's little houses removed after one is vandalized (Island AdVantages, July 30, 2020)
- Maine's Coastal Vulnerability to Sea-level Rise (University of Maine)
- Obit for Kathleen's legendary uncle, Neville Hardy
- Island Women Speak and the podcast episode
- Frank Weil's blog on liberal politics
Some of the local groups on Deer Isle that work together:
- Healthy Island Project (HIP)
- Salt Air Seniors run by Barrett Gray
- Opera House Arts
- Stonington Library
- Island Ad-Vantages (the local newspaper)
- Deer Isle-Stonington High School
WE ARE LOOKING FOR A SPONSOR
If you are interested in reaching a smart and thoughtful audience of midlife (GenX and Boomer) listeners, contact Debbie Weil. Our audience is active, open to adventure and change, and willing to think differently about lifestyle, finances, and retirement.
Media Partners
Support this podcast:
- Leave a review on iTunes: it will help us find a sponsor! If you are interested, contact Debbie Weil
- Subscribe via Apple Podcasts, Google Podcasts, Stitcher or Spotify
Credits:
- Host: Debbie Weil
- Producer:
In this episode, Debbie talks to Kathleen Billings, town manager of Stonington, Maine, the small coastal village on Deer Isle that she and her husband now call home.
Debbie wanted to talk to a local leader about the challenges of this election and pandemic year and Kathleen was the perfect person. She is matter of fact, deeply knowledgeable, and forthright.
Kathleen, 56, has been Stonington’s Town Manager for almost 20 years. She tells us how the town’s twin industries of fishing and tourism have fared and how she began to prepare for COVID back in February. She and Debbie talk about the friction between People From Away (PFA) and locals and how it was exacerbated by COVID.
They also talk about the political tensions that Kathleen has had to face this year and how she‘s handled them. On a side note Kathleen talks about the very real issue of rising sea levels and how the town is addressing that.
They end by reflecting on the year 2020 and how Kathleen has focused on maintaining a positive atmosphere so that everyone can get through this time without being "ground under," as she puts it. She expresses gratitude for the many nonprofits on the island that address community needs.
PHOTO CREDIT: Debbie Weil
Mentioned in this episode or useful:
- Town of Stonington, ME
- Town of Deer Isle, ME
- Hancock County, ME
- Manager embraces town's waterfront way of life (Ellsworth American, July 17, 2019)
- Maine's attitude towards outsiders ignites fears during pandemic (Bangor Daily News, April 13, 2020 )
- Stonington's little houses removed after one is vandalized (Island AdVantages, July 30, 2020)
- Maine's Coastal Vulnerability to Sea-level Rise (University of Maine)
- Obit for Kathleen's legendary uncle, Neville Hardy
- Island Women Speak and the podcast episode
- Frank Weil's blog on liberal politics
Some of the local groups on Deer Isle that work together:
- Healthy Island Project (HIP)
- Salt Air Seniors run by Barrett Gray
- Opera House Arts
- Stonington Library
- Island Ad-Vantages (the local newspaper)
- Deer Isle-Stonington High School
WE ARE LOOKING FOR A SPONSOR
If you are interested in reaching a smart and thoughtful audience of midlife (GenX and Boomer) listeners, contact Debbie Weil. Our audience is active, open to adventure and change, and willing to think differently about lifestyle, finances, and retirement.
Media Partners
Support this podcast:
- Leave a review on iTunes: it will help us find a sponsor! If you are interested, contact Debbie Weil
- Subscribe via Apple Podcasts, Google Podcasts, Stitcher or Spotify
Credits:
- Host: Debbie Weil
- Producer:
Previous Episode

Kerry Hannon on Pajama Jobs, the New Age of Remote Work, and Why Older Workers May Benefit
Today, Debbie talks to Kerry Hannon, author of the new and well-timed Great Pajama Jobs: Your Complete Guide to Working from Home. Kerry is the author of 14 books and an expert on career transitions, entrepreneurship, personal finance, and retirement. She writes regularly for The New York Times, MediaWatch, Forbes and other media outlets, including NextAvenue.org.
Kerry answers the question: will we ever return to the office or is remote working here to stay? Debbie wishes WFH (working from home) had been an accepted phenomenon decades ago when she had small children.
Kerry shares some key skills that can make working from home more effective (good communication, discipline, technical literacy) as well as tips for older and more experienced workers, including the semi-retired. She makes the point that work is not just about the money.
They also talk about ageism, still a pervasive issue in the workplace, and how remote work might alleviate it by focusing attention on performance and productivity.
Finally, they talk about one of Kerry's favorite topics: cultivating resilience by learning new skills. Expand your brain, she says. Adopt a beginner’s mind, stay open, and take risks. Consider living and working in a foreign country that is welcoming to location-independent workers.
Perhaps not compatible with our pandemic world right now, but travel and living somewhere else are often part of a gap year dream.
Mentioned in this episode or useful:
- kerryhannon.com
- Great Pajama Jobs, Your Complete Guide to Working From Home (Wiley, 2020)
- To Build Emotional Strength, Expand Your Brain by Kerry Hannon (NYTimes, Sept. 2,2020)
- Can Working Remotely Beat Ageism? (Retirement Wisdom podcast, Sept. 26, 2020)
- Dorie Clark
- Simon Sinek
- Chip Conley
- LinkedIn Learning
A few job boards recommended by Kerry:
- FlexJobs
- WAHVE (Work at Home Vintage Experts)
- Working Nomads
Places Kerry recommends to work remotely (once the pandemic is over):
We are looking for a sponsor. If you are interested in reaching a smart and thoughtful audience of midlife, and older, listeners, contact Debbie Weil.
Media Partners
Support this podcast:
- Leave a review on iTunes: it will help us find a sponsor! If you are interested, contact Debbie Weil
- Subscribe via Apple Podcasts, Google Podcasts, Stitcher or Spotify
Credits:
- Host: Debbie Weil
- Producer: Far Out Media
- Podcast website
- Music: Lakeside Path by Duck Lake
Connect with us:
- Email: [email protected]
- Twitter: @debbieweil
- Insta: @debbieweil
- Debbie Weil and Sam Harrington's blog: Gap Year After Sixty
Next Episode

Debbie’s 90-year-old Dad Talks About the Most Extraordinary Election of His Lifetime
Debbie Weil brings Frank Weil, her almost 90-year-old father, back on the podcast to give us his perspective on the 2020 presidential election, even as votes are still being counted. Her Dad is a prolific blogger at FAWideas.com, where he regularly offers his thoughts on Democratic politics, including cogent tirades about you-know-who, whom he regards as incompetent, amoral, and dangerous.
So who else to make better sense of this nail-biting week than her Dad?
He lives in Washington DC with her mother, Denie Weil; they’ve been married almost 70 years. In the late 1970s, Frank was an Assistant Secretary in the Dept. of Commerce under Jimmy Carter. In the decades since, as well as before, he has been deeply involved in Democratic politics. He’s been an informal advisor to Presidential candidates, including Barack Obama. And he always has an opinion. Plenty of them.
They recorded the conversation you’re about to hear in the early afternoon of November 4th. The frustration of the previous night was starting to give way to patience as key swing states and counties continued to count votes. At the time they recorded, there was general agreement that Joe Biden would prevail, narrowly, and become the 46th President of the U.S.
Frank says this is the most extraordinary election of his lifetime, both in terms of nail-biting outcome but also in view of the massive turnout and unusual process of early voting and mail-in ballots.
He tells us that his frustration of the past weeks and months has turned into “inspiration” as he ponders the fact that a divided government might be a good thing, because it will force Washington to compromise and therefore better represent the people. He and Debbie take a brief walk down memory lane for some of the most memorable elections of his lifetime, the first being FDR’s unprecedented third election in 1940 with Henry Wallace as his running mate, when Frank was nine years old. When Debbie was nine, she remembers waking up with excitement the morning after Kennedy was elected in 1960.
There are a few things Debbie and Frank didn’t get around to specifically discussing, including the record turnout, the highest in a century. And they didn’t have enough time to go deeply into examining the divide in this country, between rural and urban, educated and less educated, and the belief in astonishingly opposing narratives.
You can’t help but sense this man's optimism, despite this difficult year and despite the real difficulties that lie ahead as we try to unite a deeply divided nation. He lets us go with a word of wisdom on the importance of collaboration even with those you don’t agree with.
Mentioned in this episode or useful:
- Frank’s blog: https://fawideas.com
- Frank Weil's bio
- Let Me Be Frank: From a Silver Spoon to the Knives and Forks in the Road of My Life (FAW’s autobiography)
- The Result Will Not Be Too Different From Expectations (his blog post on Nov. 4, 2020)
- Frank's appearance on Episode 1 of the podcast
- Why counting the votes takes so long: Here's what happens after polls close in a US presidential election (Pew Research Center, October 22, 2020)
- Memorable Elections (History.com, August 10, 2020)
- Truman vs Dewey: The 1948 United States presidential election
- The most famous election headline in U.S. history: Dewey Defeats Truman
- Nixon vs. Kennedy: The 1960 United States presidential election
- Henry A. Wallace, the 33rd Vice President of the USA
WE ARE LOOKING FOR A SPONSOR. If you are interested in reaching a smart and thoughtful audience of midlife (GenX and Boomer) listeners, who are active, open to change and new possibilities, and...
If you like this episode you’ll love
Episode Comments
Generate a badge
Get a badge for your website that links back to this episode
<a href="https://goodpods.com/podcasts/bold-age-with-debbie-weil-61575/kathleen-billings-on-steering-a-small-town-in-maine-through-covid-and-9410758"> <img src="https://storage.googleapis.com/goodpods-images-bucket/badges/generic-badge-1.svg" alt="listen to kathleen billings on steering a small town in maine through covid and a tense election year on goodpods" style="width: 225px" /> </a>
Copy