In today’s episode, we sit down with former state representative and community organizer Kaniela Ing to break down the real forces shaping affordability in Hawaiʻi — from cultural shifts and generational trauma to global capitalism, oligarch influence, and the myth of “just work harder.”

Kaniela gets real about his upbringing on Maui, losing his father early, growing up in plantation life, and how those experiences shaped his understanding of government, policy, and what a “fair” economy even means. We dive into the tension many locals feel: personal responsibility vs. systemic barriers. Where’s the line? How much is on us as individuals — and how much is baked into the structure we’re all trying to climb?

We also explore the uncomfortable truth about Hawaiʻi’s real estate market: sellers want top dollar, buyers need opportunity, and realtors are stuck in the middle of a system they didn’t build — but must operate within. From Singapore-style housing models to Vienna’s public housing playbook, we reflect on what solutions might fit Hawaiʻi’s unique culture, people, and land.

If you’ve ever wondered why things feel “off” in Hawaiʻi… or if you’ve struggled with the balance between hustling for your ʻohana and fighting for your lāhui, this conversation will hit deep.

Hosted by: Derek Okahashi
Follow our Instagram: @PODCASTHAWAII

In this special episode, we sit down with Augie T, a beloved comedian, radio personality, and city councilman from Hawaii. Augie shares stories from his life, from growing up in the public housing of Kalihi Valley to his transition from stand-up comedy to public service. He offers insights into the unique "mixing bowl" culture of Hawaii and the true meaning of the "Aloha" spirit. We also discuss his "Win Back Waipahu" initiative aimed at addressing homelessness and his reflections on a three-decade-long comedy career. Tune in for a candid conversation about community, authenticity, and the heart of Hawaii.

Hosted by: Derek Okahashi
Follow our Instagram: @PODCASTHAWAII

Join us for a candid conversation that tackles a real and often uncomfortable question: What does it mean to be white in Hawaii?

This isn't a history lecture or a callout session. It's an honest, reflective discussion between friends—one born and raised in the islands, and two who moved here at different points in their lives. We talk about what it means to show up with awareness, how whiteness interacts with local culture, and why true belonging requires much more than just a zip code.

Hosted by: Derek Okahashi
Follow our Instagram: @PODCASTHAWAII