I'm looking for elevation gain hikes in San Diego County (for days I can't commute to higher elevations in SBNF).
A San Diego day-hike combo I've done is start in Mission Trails Regional Park with Cowles Mtn ( 1K') then add Pyles Peak extension (1K' gain). Jump back in the car and drive through Santee and north on Hwy 67 to catch Poway's Iron Mtn (1K') then drive further north on Hwy 67 to summit Mt Woodson from the Ramona side (1K'). Total gain 4,000 feet, and it fits easily into a Saturday when I sleep in late and sunset arrives early.
I suppose that if I woke up earlier and if the sun set later, I could try variations such as diverting off Hwy 67 and adding Lakeside's El Capitan (2.5K' total gain, 11 miles roundtrip), then later after Iron Mtn pay to park at Lake Poway and attack Mt Woodson from the Poway side for a bonus 1K' gain. If I did all that, I'd get 7.5K' gain in a day and enjoy a hot fast-food lunch as I drove through Santee.
Other ideas?