The New Canaan Parking Commission received an operational update on the town’s paid‑parking rollout at its December meeting. Parking manager Stacy said Elm Street and South Avenue are now designated paid parking and staff have been issuing morning warnings through the holiday period while educating drivers.

Stacy described intermittent technical failures in the new kiosks: "It was freezing... it could be 4 or 5 minutes," she said, explaining that the machines would freeze during payment steps and sometimes reset only after a multi‑minute interruption. Staff and the vendor traced the problem through troubleshooting steps (SIM cards, reader connectivity) and reported incremental fixes; two payment apps (PayByPhone and Passport) are already active and the manager said PROP mobile should be available within weeks.

Commissioners pressed the manager on enforcement capacity and data. The manager said enforcement staff were cut by roughly half since the COVID era and recommended adding at least one attendant in the next budget cycle. Commissioners asked for routine ticketing reports and year‑over‑year comparisons to evaluate whether the initiative is reducing or redistributing violations; Stacy agreed to prepare an end‑of‑year 2025 report with month‑by‑month breakdowns and the ability to filter by violation code and by officer.

Staff also confirmed that they would continue issuing warnings through the end of the holiday period to give drivers time to adapt to the new rules. The commission agreed the rollout merits continued monitoring and reporting during the next quarter.

Separately, the commission approved its 2026 meeting calendar during the session.