Office Hours w/ Ashley Sia Ailes (Ticketing Strategy @ LA28)
The Long Game
A conversation on sustaining a high-performing career alongside parenthood and competing priorities.
The leaders who last in sports, media, and entertainment aren't just talented. They've figured out how to keep building through the moments that would slow most people down — career transitions, growing families, shifting priorities.
That's not something that gets talked about in most professional settings. The trade-offs. The way your relationship with your network has to evolve. What ambition actually looks like when life is demanding everything else from you too.
This session is that conversation.
Ashley Sia Ailes is a mom of two and running ticketing strategy for the LA28 Olympic & Paralympic Games — one of the most operationally complex live events in the world. We'll talk about her work and what execution at that scale actually looks like. We'll also spend time on the bigger picture: how she's continued to grow her career, what investing in her network looks like with two kids at home, and what she'd tell other senior leaders navigating the same tension.
In conversation with Arena Member:
Ashley Sia Ailes — Sr. Manager of Ticketing Strategy and Implementation at LA28 Olympic & Paralympic Games, and a decade-deep operator at the intersection of data, ticketing, and live events.
This session is most relevant for:
Senior leaders in sports, media, and entertainment balancing career growth with life outside work
Working mothers balancing high-performing careers with their home life
Leaders committed to staying visible, connected, and building — regardless of what season they're in
Why Arena hosts these conversations
The most honest conversations about career and life happen in small rooms, with people who get it.
Arena Office Hours is that room — led by Arena Members, kept intentionally intimate, so you can engage and not just observe.
→ Register to attend — limited capacity.
About Arena
Arena is a curated member network for leaders across sports, media, and entertainment. Through weekly curated introductions and intimate industry gatherings, Arena helps members build the relationships that lead to new partnerships, investments, and career opportunities. Led by industry insiders from the NFL, NBA, and LinkedIn, Arena is the network where the industry meets. Apply to join at arenatalent.com.