Because your past-customer list is the cheapest revenue you own, and most contractors never touch it. A monthly email keeps you top of mind for the maintenance, referral, and replacement work that otherwise goes to whoever advertised most recently.
Keep it short: one seasonal tip, one recent job, one offer, and a link to leave a review. Send in the first week of the month, segment by service so AC customers do not get roofing offers, and expect reactivated work to cover the cost within a couple of quarters.
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