October has been a big month for owner-breeder Stephen Sinatra, who sold the $300,000 topper at the Fasig-Tipton Midlantic fall yearling sale. On Saturday at Laurel Park, Sinatra will try to set a Maryland Million record when Admirals War Chest shoots for his third consecutive win in the Classic. The only other horse to own three victories in the $150,000 Classic, which will be run for the 32nd time Saturday, is Eighttofasttocatch, who won the race in 2011, 2013, and 2014. He finished fifth in 2012. Admirals War Chest is trained by Corby Caiazzo, who doubles as Sinatra's manager at Berkely Farm, a 160-acre spread in Darlington, Md. The 60 to 70 horses who call Berkley home include racehorses, broodmares, weanlings, and yearlings. Berkley has a five-furlong training track and an indoor jogging path. Admirals War Chest trains at the farm, where Caiazzo lives with his wife, Allison, and their two children. "I like the training but I also like to watch the babies grow up, to see how they develop and which ones turn out to be the better ones," Caiazzo said. "I like the whole aspect of what we do here." World Affairs, the highest seller at the Timonium yearling sale, was bred in Kentucky but raised at Berkley Farm. He is by leading first-crop yearling sire Cairo Prince, whose offspring are drawing amazing prices. "We were all happy with that," Caiazzo said. "I knew he was going to bring some money, but not that much. I thought he might go for $100,000 or $150,000. The sire is just so hot right now." Caiazzo, 45, cut his teeth assisting former standout rider Vincent Bracciale Jr. with his horses and then working for trainer Charles Hadry, who developed more than 40 stakes winners, including Wood Memorial winner Private Terms. Caiazzo also did a stint at Ocala Stud. "When Vince was still riding, he had a couple of mares and some yearlings, then later on he had a few at the track," Caiazzo said. "I worked for Charlie at Laurel. He had Finder's Choice, Warning Glance, a lot of nice horses." Caiazzo admits he is apprehensive about Admiral War Chest's race Saturday. A 6-year-old gelding, he has only started once since last November, finishing fifth in an optional-claiming race Oct. 8 at Laurel. Admirals War Chest was being prepared for the Jennings Stakes at Laurel last December but developed a quarter crack, according to Caiazzo. Admirals War Chest was close to making his comeback when he had another minor setback. "It was not the plan to run him two weeks before the Million," Caiazzo said. "I had three other races for him, and none of them went. He's been ready to run since September. I wanted to start him three weeks earlier than we did." Admirals war Chest is a free-running horse, who has won the last two editions of the 1 1/8-mile Classic by opening sizable leads. In 2015, he held on to win by a diminishing neck. Last year, he cruised by 3 1/2 lengths. "Last year was easier," Caiazzo said. "He was really good going into the race. This year's different. It's a little more stressful. The two weeks scares me a little bit." * First post at Laurel switches from 1:10 p.m. to 12:30 p.m. beginning Friday.