In this episode of Digital Social Hour, Sean Kelly sits down with Kaitlin Bennett at AmFest for an in-depth conversation on culture, free speech, parenting, and the realities of building an online platform in today’s media environment. Kaitlin reflects on her early rise to national attention, public controversies, and how becoming a mother reshaped her priorities and long-term vision.

She also shares her perspective on online safety for children, personal boundaries with technology, navigating public backlash, and lessons learned from being publicly criticized, sidelined, and later reconciled with former allies. The episode closes with a look at what she plans to build next and how her approach to content and dialogue continues to evolve.

What You’ll Learn 👇

🧠 How KAITLIN BENNETT explains her worldview and why it went viral

👶 Practical parenting boundaries for internet/device access

🕵️ What online communities can expose kids to (and how parents can respond)

🎙️ Behind-the-scenes context on her biggest platform moments

⚖️ How she frames free speech vs trespass/conflict situations

🤝 The Turning Point fallout, reconciliation, and what she regrets

📺 What she plans to build next (format + platform direction)

Chapters

0:00 – Culture debate opens

0:35 – KAITLIN BENNETT joins at AmFest (Day 2)

0:55 – Logan Paul podcast aftermath + “hit piece” story

1:35 – Why she’d go back on (and what changed)

3:10 – Kids online: Discord, grooming concerns, boundaries

4:40 – Parenting rules: devices, internet access, supervision

6:00 – Florida free speech + farmers market trespass stories

7:05 – Open carry vs permitless carry debate

9:00 – Safety, self-defense, and cultural concerns

24:10 – Turning Point fallout, regret, and reconciliation

30:35 – What’s next: new show plans + staying in her lane

🎙️ APPLY OR CONNECT

👉 Interested in being a guest? Apply here:

https://www.digitalsocialhour.com/application

💼 SPONSORS

QUINCE: https://quince.com/dsh

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Use code “Sean” at checkout for a discount!

📩 Business Inquiries & Sponsorships

👤 GUEST

Kaitlin Bennett: https://www.instagram.com/kait.meow/

🎧 LISTEN TO THE PODCAST

🍏 Apple Podcasts:

https://podcasts.apple.com/us/podcast/digital-social-hour/id1676846015

🎵 Spotify:

https://open.spotify.com/show/5Jn7LXarRlI8Hc0GtTn759

📸 Follow the Host

Sean Kelly on Instagram: @seanmikekelly

⚠️ DISCLAIMER

The views and opinions expressed by guests on Digital Social Hour are their own and do not necessarily reflect those of the host, Sean Kelly, or the Digital Social Hour team.

The host and producers are not responsible for statements, claims, or opinions shared by guests during the show. This content is intended for informational and entertainment purposes only and should not be considered legal, medical, financial, or professional advice.

Listeners are encouraged to do their own research and consult qualified professionals when appropriate. While we aim to share accurate and reliable information, no guarantees are made regarding completeness or accuracy.

🔥 Stay tuned for more conversations with creators, founders, and innovators shaping the digital world.

Keywords

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