Wow, how often are you traveling? We have 19 legs on our 6 week trip but we're on summer break.
We did Israel in January, MIA in February for a weekend, Thailand/Hong Kong in March/April, drove to Canada for second days of Pesach, Went to LA in May over Memorial Day and then to MIA for a wedding May/June and then just did VCE +7 day cruise and then FCO for the weekend. I try to schedule my trips around legal/Jewish holidays to maximize my time off. Additionally, i can work remotely, so i still actually have some PTO days remaining

August-January i rarely can get away, so we pack it in every other month.