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A simple way to solicit comparable offers is to send every provider the same short table: eligible association, proof required, year-one price, renewal price, seats included, added-seat price, trial restrictions, support level, cancellation notice and export formats. Leave any verbal promise out...

Do not overlook insurance. Tell the insurer that you may be living away and that a manager could handle the property, then ask whether anything about notification, access or claims handling needs to change. I would also ask the manager exactly what they do after water damage or another urgent...