Guest Contributor

Will Bailey

Will Bailey is a veteran who was born on Kauaʻi, served two tours in Iraq, and now lives on Hawaiʻi island. He attended University of Hawaiʻi Mānoa, UH Hilo and Hawaiʻi Community College. You can reach him by email at columnists@civilbeat.org. Opinions are the author’s own and do not necessarily reflect Civil Beat’s views.
Will Bailey: Orbiting Reality In An Era Of Online Uncertainty Getty Images/iStockphoto

Will Bailey: Orbiting Reality In An Era Of Online Uncertainty

How the constant thrum of media is shaping our world and why that matters in Hawaiʻi.

Will Bailey: Hawaiʻi Could Feel The Consequences Of The Iran War Soon AP Photo/Vahid Salemi/2026

Will Bailey: Hawaiʻi Could Feel The Consequences Of The Iran War Soon

Loose talk about bombing Iran’s civilian infrastructure skips over the real cost of escalation — and Hawaiʻi is about to feel those consequences.

Will Bailey: Riders On The Storm Will Bailey/Civil Beat/2026

Will Bailey: Riders On The Storm

A look at how a Kona low shows up in real life on the east side of the state — small failures, stretched systems, and the point where things stop holding.

Will Bailey: How We Lost Our New Home To Trump’s Illegal Tariffs Screenshot/2026

Will Bailey: How We Lost Our New Home To Trump’s Illegal Tariffs

A lost prefab home, a Supreme Court ruling and the reality of who actually absorbs the cost of trade policy.

Will Bailey: Our Fragile State Is Too Dependent On The Kindness Of Billionaires Allan Parachini/Civil Beat

Will Bailey: Our Fragile State Is Too Dependent On The Kindness Of Billionaires

If large-scale ownership is now part of Hawaiʻi’s future, then large-scale stewardship must be as well.

Will Bailey: What A Homelessness Count Can — And Can’t — See In East Hawaiʻi Will Bailey/Civil Beat/2026

Will Bailey: What A Homelessness Count Can — And Can’t — See In East Hawaiʻi

Homelessness is a shifting set of responses to distance, scarcity, and history — shaped as much by geography as by policy.

Will Bailey: After Removal, What Comes Next For Venezuela AP Photo/Tatan Syuflana

Will Bailey: After Removal, What Comes Next For Venezuela

Power, restraint and the cost of governing without consent.

Will Bailey: Federal Changes Hit Hawaiʻi Hard In 2025. There’s More To Come Flickr: Sheree Zielke

Will Bailey: Federal Changes Hit Hawaiʻi Hard In 2025. There’s More To Come

The fast-fading year showed us how quickly weight shifts — and how it lands on communities already stretched by cost, distance and recovery.