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Here are some places I used to go to
County Housing Authorities Apartment Buildings
Senior Centers
Churches
Food Banks/Food Pantries (My best resource)
Dollar Stores
Senior Health Fairs
Team up with Dentists
I recently moved that is reason for the past tense but will be jumping back into it and I just made conversation with people at Dollar Stores. If they were mom and pop joints I would see if they minded if I prospected. Just make sure you are compliant with your state.
I thought you used past tense because you were referring to the time when approaching seniors in many of these places was not yet a violation of Medicare Marketing Guidelines. A state may allow you to approach a senior at a Dollar Store. Medicare does not.