Hawaiʻi has tremendous grit, intelligence, talent, and goodwill; it also has an extreme allergy to friction. (Two things can be true.)
It is a consensus-driven culture: highly diplomatic, deeply relationship aware. The reward is stability over outcomes, inputs over outputs. This tradeoff is masked and preserved often by an appearance of progress, real or not. What results is a reluctance to disrupt existing models and power structures. By design, the system filters out the conditions for reform, like political will and agency. This makes things, in large part, uniquely and carefully insulated. Or, so we think.
Over time, Hawaiʻi has built an impenetrable (and impressive) armor for quick and structural change across all sectors. Decisions that require speed, accountability, or discomfort are deferred. Committees replace courage and delay masquerades as diligence. Therapists would call this conflict-avoidant. That approach can work when an economy is more forgiving. That era is over. When an economy loses slack, systems snap.
This is exactly why I’m optimistic.
The predictions for 2026 are about what gets exposed and what will become impossible to ignore across industries. Legacy systems built on deference, opacity, and inertia will be stress-tested by forces they don’t control. Foundational cracks will surface. This coming year will reveal which institutions are willing to reform. Ready or not.
This will not be the year everything is figured out or long-standing issues are suddenly “fixed”. Turnarounds do not work that way. Change rarely comes from within legacy power structures or the behaviors that sustained them. Reform happens when maintaining the status quo, once exposed, becomes more expensive than fixing it.
In 2026, look for courage to emerge from the constraints of external pressures. Then, watch for who is willing to absorb the cost of change and then remedy miscalibrations of the past.
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Prediction No. 1: Hawaiʻi’s Systems Get Exposed from the Outside In
Prediction No. 2: More Restaurants Close; Better Ones Open
Prediction No. 3: Entrepreneurship Still Belongs to the Exceptions
Prediction No. 4: Philanthropy Faces More Watchdog Pressure
Prediction No. 5: Kamehameha Schools Has an Old Is New Again Moment
Prediction No. 6: Non-Local Short Term Rental Owners Begin to Blink
Prediction No. 7: DPP Is Hawaiʻi’s Economic Chokepoint
