Jennifer Tooker at Westport Town Hall, where she will be sworn in as first selectman Monday. / Photo by Thane Grauel

By Thane Grauel

WESTPORT — After more than a decade devoted to public service, Jennifer Tooker ascends to the pinnacle of town government when she is sworn in Monday as the town’s first selectwoman.

Before getting involved in Westport government, Tooker had a successful career in insurance, here and abroad. Westport has been home since 2008 to Tooker’s family, including husband Mo and their three children.

Tooker’s public service has included stints on the Board of Finance, Board of Education and Conservation Commission. And, for the last four years, she has been second selectwoman, elected to that post as the running mate of First Selectman Jim Marpe, the fellow Republican who she is succeeding.

Historic hallmarks

When Tooker is inaugurated Monday — the swearing-in ceremony is set for 7:30 p.m. in Town Hall — she becomes the first Republican woman to be the town’s chief executive officer. And with running mate Andrea Moore, they will be the first two women from the same political party to comprise the Board of Selectmen’s majority.

Their Republican team appeared to have an initial disadvantage in the Nov. 2 election, at least according the voter enrollment data. Westport Democrats outnumber Republicans more than two to one, plus there are nearly as many unaffiliated voters as Democrats.

Narrow victory triggers “overwhelming emotion”

Jennifer Tooker is embraced by her former running mate, outgoing First Selectman Jim Marpe, after she secured victory to succeed him. Looking on is Andrea Moore, Tooker’s running mate, who also was elected to the Board of Selectmen. / Photo by Dawn Shmaruk

In a post-election interview with the Westport Journal, Tooker did not take her victory in stride.

“These voters are very savvy,” she said of Westporters. “To have won the respect and the support of over 50 percent of the people was a big deal. I’m really honored.”

The margin of victory Nov. 2 — 69 votes — over Democrat Jonathan Steinberg was slim, but exciting.

“There is nothing like the adrenaline associated with an election,” Tooker said. “It really is an overwhelming emotion. It is.”

“You stand there and you think, all these people who have really sacrificed a lot over the last couple months, supporting you, talking about you, endorsing you, really believing in you,” she said.

“The enormity of that is pretty overwhelming,” she said. “So, you really want to do right for your supporters, for everybody.”

Jennifer Tooker addresses crowd of supporters after her Nov. 2 election victory. / Photo by Dawn Shmaruk

Getting to work, setting priorities

Tuesday morning, Tooker begins work. That’ll mean turning campaign talking points into action.

Among her goals is forming a local commission to address the growing traffic problems on local roads. The group would consist of people from affected neighborhoods and town experts. Many of the problem areas involve state roads and river crossings, which means that getting cooperation from the state will be crucial.

A master plan for Longshore Park is another priority, Tooker said, as is continuing the rebound of downtown Westport, and supporting the businesses in Saugatuck and elsewhere in town.

Tooker will be working with town departments, elected bodies and volunteer entities. Some communities have trouble filling volunteer positions, but Westport has no shortage of talented people willing to share their expertise.

Why?

“I think because they care,” Tooker said. “They genuinely care about making their community a little bit better tomorrow than it was yesterday.”

Asked about the town’s boards and commissions having a tradition of acting in a non-partisan manner, Tooker noted that agency chairmen from one political party have generally appointed vice chairs from another party.

“I can’t remember a vote, on a board or commission, at least not in my recent memory, that goes on party lines,” Tooker said. “We don’t seem to govern that way in Westport.”

At the last meeting Board of Selectmen meeting where First Selectman Jim Marpe presided Nov. 8, Selectwoman Jennifer Tooker, at left — who succeeds Marpe — presents Marpe with a plant, while outgoing Selectwoman Melissa Kane, right, received flowers. “Is this cannabis?” Marpe said to chuckles from the small audience. / Photo by Thane Grauel

Family supportive of new role

Is her family up for this?

“Too late now,” she said with a laugh, but added yes.

“We absolutely had a series of family discussions prior to me wanting to get the endorsement of my party, prior to me putting my name in the hat,” she said. “To really make sure everybody really felt good about this, not only the campaign process, but once you’re in office, the attention it can attract, and the long nights, the long days.”

“I’ve always been a working mom, so that piece isn’t a surprise … but then again, there is something a little bit different with your mom being the top elected official in town,” she said. 

“The family has been 150 percent supportive of me.”

And there’s one other goal:

“I’d like to get a good night’s sleep before starting on the 16th.”