Andrew Yang is Back! AI, Power, Money — and Who the Hell Is Actually in Charge?

Recurring guest, Andrew Yang is back — and he’s not pulling punches. 

In this wide-ranging, deeply honest conversation, Jenn sits down with Yang to talk about the forces reshaping our lives right now: AI, money, power, politics, and what happens when technology moves faster than our institutions can handle.

This isn’t a campaign speech or a tech hype session, it’s a real, sometimes funny, sometimes unsettling conversation about why Americans feel squeezed, why trust in institutions is collapsing, and why AI is about to upend work, wealth, and opportunity whether we’re ready or not. 

Yang opens up about running for president (again), the broken two-party system, why Silicon Valley lost its moral compass, and what it actually takes to build businesses that help people instead of extracting from them.

Along the way, Jenn pushes Yang on a few topics like billionaires burning money on ego projects, why universal basic income is no longer a fringe idea, and how companies like Yang’s Noble Mobile are trying (quietly) to put cash back into people’s pockets. It’s candid, emotional, occasionally profane, and one of the most unfiltered conversations we’ve had on the show.

If you’ve ever wondered who’s really running the country — politicians, tech giants, or venture capital — this episode is for you.

What You’ll Learn

• Why Andrew Yang says the odds of him running for president again are “very high”
• How AI is already hollowing out jobs — and why worse disruption is coming fast
• Why Silicon Valley abandoned the idea of helping society and chased power instead
• How the two-party system is breaking down — and what could replace it
• Why universal basic income is becoming unavoidable, not radical
• How Noble Mobile works — and how your phone plan might actually save you money
• Why Americans feel poorer even when the economy says they’re “doing fine”
• Who Yang believes is still doing business the right way — and why that matters

Connect with Jenn 

• Listen on WGN, Apple Podcasts, or Spotify
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• YouTube: @TechishbyJenniferJolly
• TikTok: @JenniferJollyTechish
• Instagram: @JennJolly
• Twitter/X: @JenniferJolly
• LinkedIn: Jennifer Jolly

Episode Resources

• Andrew Yang (website)
• Andrew Yang (newsletter)
• The War on Normal People
• Noble Mobile
• Forward Party

Tell Us What You Think

Do you think AI will actually make life better — or just make a few people richer? Would you ever trust a company that claims it wants to make you less broke? Drop your thoughts, push back, or tell us where you agree (or disagree) — this is one we expect people to argue about.

Support the Show

If you like what you hear, please rate and review Techishly Jenn — it helps more people find the show. Questions or comments? Email scott@techish.com.