Caeli, the benefits-card eligibility checker

Why it surfaced

This is a sharply focused attempt to turn benefits eligibility into a shopping assistant: it flags coverage, explains Letters of Medical Necessity, and promises to choose the right benefit card at checkout. Its public playbook also tackles the wonderfully specific idea of “benefit-maxxing” with guides to mattresses, biohacking gear, vitamins, sleep trackers, and wellness stipends.

Caeli checks whether products qualify for HSA, FSA, Dependent Care FSA, or LSA spending, including through a browser extension that works across major retailers.