Index: head/usr.sbin/cron/cron/database.c
===================================================================
--- head/usr.sbin/cron/cron/database.c
+++ head/usr.sbin/cron/cron/database.c
@@ -259,6 +259,8 @@
 	struct passwd	*pw = NULL;
 	int		crontab_fd = OK - 1;
 	user		*u;
+	entry		*e;
+	time_t		now;
 
 	if (strcmp(fname, SYS_NAME) && !(pw = getpwnam(uname))) {
 		/* file doesn't have a user in passwd file.
@@ -307,6 +309,21 @@
 	u = load_user(crontab_fd, pw, fname);
 	if (u != NULL) {
 		u->mtime = statbuf->st_mtime;
+		/*
+		 * TargetTime == 0 when we're initially populating the database,
+		 * and TargetTime > 0 any time after that (i.e. we're reloading
+		 * cron.d/ files because they've been created/modified).  In the
+		 * latter case, we should check for any interval jobs and run
+		 * them 'n' seconds from the time the job was loaded/reloaded.
+		 * Otherwise, they will not be run until cron is restarted.
+		 */
+		if (TargetTime != 0) {
+			now = time(NULL);
+			for (e = u->crontab; e != NULL; e = e->next) {
+				if ((e->flags & INTERVAL) != 0)
+					e->lastexit = now;
+			}
+		}
 		link_user(new_db, u);
 	}
 
Index: head/usr.sbin/cron/crontab/crontab.5
===================================================================
--- head/usr.sbin/cron/crontab/crontab.5
+++ head/usr.sbin/cron/crontab/crontab.5
@@ -17,7 +17,7 @@
 .\"
 .\" $FreeBSD$
 .\"
-.Dd April 15, 2019
+.Dd April 19, 2019
 .Dt CRONTAB 5
 .Os
 .Sh NAME
@@ -245,12 +245,14 @@
 The
 .Sq @
 symbol followed by a numeric value has a special notion of running
-a job that much seconds after completion of previous invocation of
+a job that many seconds after completion of the previous invocation of
 the job.
 Unlike regular syntax, it guarantees not to overlap two or more
-invocations of the same job.
-The first run is scheduled specified amount of seconds after cron
-has started.
+invocations of the same job during normal cron execution.
+Note, however, that overlap may occur if the job is running when the file
+containing the job is modified and subsequently reloaded.
+The first run is scheduled for the specified number of seconds after cron
+is started or the crontab entry is reloaded.
 .Sh EXAMPLE CRON FILE
 .Bd -literal