How do you lead a city that is constantly changing without losing the qualities that made people fall in love with it in the first place?

In this episode of Austin Eras, Adam Flagg sits down with Steve Adler, Austin’s 58th mayor, for a wide-ranging conversation about nearly five decades in Austin, eight years in the mayor’s office, and what he sees differently now that he’s outside the political hot seat.

Adler arrived in Austin in 1978 for law school and never left. He built a career as an attorney, became deeply involved in Austin’s civic and nonprofit community, and eventually made an unexpected leap into politics, serving as mayor from 2015 through 2023 during one of the most consequential periods in the city’s modern history.

Adam and Steve explore what Austin felt like in the late 1970s, why the city has always rewarded risk and creativity, and how explosive growth changed both its opportunities and its pressures. They also dig into the realities of being mayor in a city where the person held accountable does not necessarily control every lever of government.

The conversation gets more personal as Adler reflects on the 2018 serial bombings, COVID, homelessness, policing, affordability, public trust, and the decisions he now views differently with the benefit of hindsight. He discusses where he believes the city got things right, where it underestimated consequences, and why listening may be one of the most important lessons he took away from office.

The episode also looks forward. Adler explains why he worries about Austin becoming a “museum of itself,” why affordability and diversity are essential to preserving the city’s creative energy, and why something as simple as music and breakfast tacos gets surprisingly close to explaining Austin’s economic and cultural advantage.

Key takeaways:

• Austin has always changed, but its culture of creativity and risk-taking has endured.
• Being mayor means carrying enormous accountability without controlling every lever.
• Adler reflects candidly on homelessness, trust, and decisions he would approach differently today.
• Austin’s future depends on affordability, diversity, and protecting the people who create its culture.
• Preserving Austin’s magic means continuing to build what comes next, not freezing the city in the past.

At its core, this episode is about the responsibility that comes with loving a city. Austin has changed dramatically since Adler arrived in 1978, and it will keep changing. His argument is that the goal should not be to freeze Austin in time, but to preserve the conditions that allow its next generation of people to make the city their own.

Get in touch with Austin Eras

Email: info@austineras.com

Website: https://www.austineras.com/

Call: 512-387-2333

Watch the show on YouTube: https://www.youtube.com/channel/UC-bTMj5WY-4LduZI50w8bvQ/?sub_confirmation=1

What does it actually take to build community in a city as big and fast-changing as Austin?

In this episode of Austin Eras, Adam Flagg sits down with Chloe Chiang at Château Chloé, the East Austin home she designed not just as a place to live, but as a place to bring people together.

Chloe came to Austin for UT, built a successful real estate career through relentless relationship-building, and eventually expanded that work into something much bigger. Through Château Chloé and No Bad Company, she has created a world centered on hospitality, intentional gatherings, community, and the belief that life is better in good company.

Adam and Chloe talk about building a circle of champions, creating spaces where people feel comfortable enough to be themselves, and why she describes her role as “curating serendipity.” They also explore her journey from Division I gymnastics to real estate, why she still believes deeply in Austin, and how repeated interactions can turn strangers into real friends.

Key takeaways:

• Build a circle of people who genuinely champion you.
• Real community grows through consistency, not one-time interactions.
• Great hospitality starts with making people feel seen and comfortable.
• Strong communities are intentional, not accidental.
• Austin still stands out for its culture of generosity and connection.
• Human connection becomes more valuable as more of life gets automated.
• Austin’s magic depends on people continuing to create places to belong.

At its core, this episode is about how we intentionally build the life and community we want around us, and why Austin’s magic may depend on people continuing to create those spaces for one another.

Get in touch with Austin Eras

Email: info@austineras.com

Website: https://www.austineras.com/

Call: 512-387-2333

Watch the show on YouTube: https://www.youtube.com/channel/UC-bTMj5WY-4LduZI50w8bvQ/?sub_confirmation=1

What if some of the biggest business opportunities in Austin aren’t in startups, venture capital, or the next big app — but in the companies quietly keeping the city running?

In this episode of Austin Eras, Adam Flagg sits down with Kade Thomas, founder and CEO of Emory Oak Partners and Cerv Property Solutions, to explore the overlooked service economy underneath Austin’s explosive growth. Kade started his first landscaping company at just 13 years old, sold it while attending the University of Texas, and has spent the years since building, buying, scaling, and selling service businesses across the Southeast.

His philosophy is simple: “Sophisticate the unsophisticated.”

But this conversation isn’t really just about landscaping, janitorial services, pest control, or private equity.

It’s about where opportunity still exists in a city where many people feel like they already missed the boat.

Kade explains why the businesses maintaining Austin’s buildings, pools, landscaping, and infrastructure may offer some of the most durable entrepreneurial opportunities in the region — and why building a great company often has less to do with inventing something revolutionary than with assembling the right people, processes, culture, and technology.

Together, they explore:

• Why service businesses remain one of Austin’s most overlooked economic engines
• Why people and process matter more than having a groundbreaking idea
• How AI is transforming traditional service businesses
• Why Austin’s growth continues to create opportunities beyond tech
• How rising housing costs, wages, and traffic could reshape the city’s workforce
• What Austin needs to protect as it becomes wealthier, larger, and more technology-driven

The conversation also explores Kade’s relationship with the University of Texas, his work mentoring students and student-athletes, Austin’s hospitality scene, comparisons between Austin and other fast-growing Southern cities, and why entrepreneurship doesn’t require creating the next unicorn.

For anyone who has wondered whether Austin’s biggest opportunities are already gone, Kade offers a different perspective: the city is still being built, and many of the best opportunities may be hiding in plain sight.

Get in touch with Austin Eras

Email: info@austineras.com

Website: https://www.austineras.com/

Call: 512-387-2333

Watch the show on YouTube: https://www.youtube.com/channel/UC-bTMj5WY-4LduZI50w8bvQ/?sub_confirmation=1