Bert Weiss and Kristin Klingshirn to Launch Podcasts
The former radio hosts are debuting new digital shows in late October and early November.
Updated on Oct. 27, 2026 in Remote Work

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Atlanta radio personalities Bert Weiss and Kristin Klingshirn are shifting their content to digital platforms with the launch of two new podcasts. The shows will debut on October 29 and November 2, 2026, on platforms including Apple Podcasts, Spotify, and YouTube.
Why it matters
The transition marks a strategic pivot for the veteran hosts as they move away from traditional broadcast radio to offer on-demand content that better accommodates listener schedules.
The production includes two new podcasts released through the digital media company Pionaire. The creators are moving into the digital space following decades of experience in traditional radio.
The players
Bert Weiss
He is the founder of The Bert Show and the current CEO and president of the digital media company Pionaire.
Kristin Klingshirn
She is a veteran radio host who previously worked on The Bert Show before transitioning to digital media production.
Pionaire
This is a digital media company that produces podcast content for various creators.
Cumulus Media
This is a major American radio broadcasting company that operates hundreds of stations nationwide.
The details
Produced by the digital media company Pionaire, the podcasts aim to provide flexible access to the hosts' commentary and content. The move follows Weiss retiring from The Bert Show in 2025 and Klingshirn being let go from Cumulus Media in 2026.
Timeline
Bert Weiss founded The Bert Show in 2001.
Kristin Klingshirn joined The Bert Show in 2011.
Bert Weiss retired from The Bert Show in October 2025.
Kristin Klingshirn was let go from Cumulus Media in August 2026.
Trip Happens with Bert Weiss and Amanda Weiss launches on October 29, 2026.
Market Landscape
This move follows the documented industry-wide transition of broadcast talent to podcasting as traditional radio audiences decline. The shift reflects a broader strategy among media veterans to reclaim control over their own content delivery systems.
Listeners can now access content from Bert Weiss and Kristin Klingshirn on-demand via streaming platforms rather than adhering to set broadcast times. The shows will be available across major digital apps, including Apple Podcasts and Spotify, at no additional cost.
The takeaway
Audience members benefit from the flexibility of on-demand listening, which allows them to catch up on their favorite shows on their own schedules. This shift underscores the growing importance of digital-first content strategies for established media personalities.
Further reading
Learn more about the evolving nature of digital media careers in our Remote Work section.
Source note: This article includes information reported by Rough Draft Atlanta.
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