For everyone
The New Reality
Media Platform
A podcast and media platform for people who feel like something is off but can't name it. We explore the assumptions that no longer hold — about work, housing, money, community, and what a good future actually looks like. Not telling you what to think. Helping you think.
Latest Episode
Where Did the Grownups Go?
People expect solutions to come from a Government that is polarized, bureaucratic, and slow to change. What happens when no one is coming to save us?
The Podcast
Three segments. One question.
Every episode brings three lenses to the same core question: what assumptions are we still carrying that no longer serve us?
10–15 minutes
Assumption Testing
Exploring false binaries, challenging inherited beliefs, and examining where old models no longer fit reality. Each segment takes one assumption we inherited and asks: is this still true?
Format
Solo commentary with research and real-world examples
Examples
- “Is Practicality overrated? Practical according to whom?”
- “The American Dream isn't 'normal' — the post-WWII period was a historical outlier”
10–15 minutes
Dear Lisa
Dear Abby gives answers. Dear Lisa asks better questions. Audience-submitted life questions about career, family, money, and relationships — looking beneath behavior to motivations and assumptions.
Format
Audience-submitted letters with deep-dive responses
Examples
- “We bought our dream house in 2021. Between insurance, taxes, and maintenance it's becoming difficult. Are we failing if we downsize?”
- “Real question beneath the surface: Status, Success, Attachment, Keeping up Appearances”
10–15 minutes
Talking to Boomers
Every generation inherits assumptions about how the world works. Boomers inherited assumptions that were rational for their world — but are they still true? Each episode asks a Boomer what they think about the old recommendations.
Format
Intergenerational conversations
Examples
- “Work hard and you'll get ahead”
- “Buy a house as soon as possible”
Episodes
Every conversation
Conversations about assumptions, agency, and adaptation. 30-45 minute episodes exploring what happens when the world changes faster than our assumptions.
Where Did the Grownups Go?
People expect solutions to come from a Government that is polarized, bureaucratic, and slow to change. What happens when no one is coming to save us?
Dear Lisa: We Bought Our Dream House in 2021
Between insurance, taxes, and maintenance it's becoming difficult. We can still afford it, but it feels like the house owns us. Are we failing if we downsize?
Talking to Boomers: 'Work Hard and You'll Get Ahead'
A conversation with a Boomer about one of the most durable assumptions: that hard work alone leads to success. Does it still hold up?
Is Practicality Overrated?
Practical according to whom? In which reality is the practical choice the best one? The opposite of practical may not be reckless, but adaptable.
Welcome to The New Reality
Why we built this platform, what questions we're exploring, and why the gap between your money and your life matters more than you think.
Events & Webinars
Live conversations
Workshops, webinars, and live events exploring what happens when the world changes faster than our assumptions.
Upcoming events
The New Reality Live: Chicago
A live conversation exploring what happens when the world changes faster than our assumptions. Featuring local business owners, investors, and community leaders discussing regional capital formation in the Midwest.
August 15, 2026 · 6:00 PM – 8:30 PM
Chicago, IL
Understanding BDCs: The Tool Hidden in Plain Sight
A detailed walkthrough of Business Development Companies — what they are, how they work, and why this 46-year-old structure may be exactly what regional investing needs.
July 22, 2026 · 12:00 PM – 1:00 PM ET
Virtual
False Binaries Workshop
An interactive session that helps you identify the false binaries shaping your decisions — from career choices to investment strategies. Walk away with a framework for seeing beyond trade-offs.
July 10, 2026 · 2:00 PM – 4:00 PM ET
Virtual
Upcoming webinars
Understanding BDCs: The Tool Hidden in Plain Sight
A detailed walkthrough of Business Development Companies — what they are, how they work, and why this 46-year-old structure may be exactly what regional investing needs.
Explore deeper
The ideas behind the podcast
Long read
The History
How we got here: three decades of rational decisions that made sense at the time — and left us where we are now.
Read →Framework
False Binaries
Many of today's biggest challenges persist because we accept false choices where better systems could create both.
Read →Reference
Transcripts
Full transcripts of every episode. Searchable, shareable, and available for anyone who prefers reading to listening.
Browse →Never miss an episode
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The newsletter
No noise. Just the ideas worth your time — episode releases, essays, and event invitations.