Leadership Lens: Peggy Williams-Smith on selling Milwaukee and leading as an optimist

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VISIT Milwaukee president and CEO Peggy Williams-Smith joined Marquette University president Michael Lovell and BizTimes managing editor Arthur Thomas on Leadership Lens, a monthly podcast that dives into the leadership styles of Milwaukee-area business leaders.

Peggy Williams-Smith
Peggy Williams-Smith

The conversation, recorded in mid-April, touches on how Williams-Smith navigated the COVID-19 pandemic, which hit just after she started in her role, landing the Republican National Convention, selling Milwaukee and addressing its challenges, leading as an optimist who doesnโ€™t want to say โ€˜noโ€™ to things, and much more.

See excerpts from the conversation below and listen to the full episode in the podcast player above:

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On her background in the hospitality industry:

โ€œI started as a bartender and a waitress and I think anyone who starts out in those capacities has the heart of hospitality, if you love doing it. Thatโ€™s why I ended up in this career, I love making people happy. It is an amazing thing to be able to see someone smile,โ€ Williams-Smith said.

โ€œIt is something that has shaped who I am as a leader,โ€ she added. โ€œI donโ€™t say โ€˜no.โ€™ Sometimes you have to find a way to get to โ€˜yes,โ€™ but it is what we base our organization, how do we make sure that we are connecting people in the community.โ€

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Selling Milwaukee while addressing its challenges

Williams-Smith pointed out that VISIT Milwaukeeโ€™s work of bringing visitors to the city means talking with people from the suburbs, around the state or around the world.

โ€œWhen Iโ€™m talking to a meeting planner from all over the world, the subject of crime comes up very rarely and I have to keep that perspective when Iโ€™m talking,โ€ she said.

While someone from a trade association in Washington D.C. may not be familiar with day-to-day issues in Milwaukee, a potential visitor from elsewhere in the state may be acutely aware because of coverage on television. Williams-Smith said the reality is every major city has its challenges and itโ€™s important for her to communicate with honesty and authenticity.

โ€œWe tend to focus on the negative and as I said, being a glass half-full person โ€ฆ there are things I have seen the leadership in our city do, both public and private come together in ways they never have before to figure out how to solve some of these things,โ€ Williams-Smith said.

When the city began having issues with large gatherings and some violence, Williams-Smith said it wasnโ€™t an issue she would talk a lot about publicly, but she made a point to be involved in discussions with other city leaders to find solutions.

โ€œItโ€™s behind the scenes work that allows me to go out and talk about the positive things, because I know that work is being done to help make those changes,โ€ she said.

Making decisions

Williams-Smith also discussed the kinds of decisions that make it to her desk and the ones that donโ€™t.

โ€œI have an incredibly inventive group of people who want to try new things, so when it comes to expensive things, they have to cross my desk,โ€ she said.

At the same time, VISIT Milwaukee has a robust and active presence across social media. Williams-Smith said she was asked recently how she goes about approving all the various posts.

โ€œI donโ€™t,โ€ she said. โ€œI trust my team to speak in the voice of Milwaukee on behalf of Milwaukee and they do a really good job. If I was looking at every single one, it would not be the same social media presence. I am not who we are trying to attract. I do try to empower the team to be able to make the decisions they need to make.โ€

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