There are those that hype smaller contracts. IMO it's almost always not worth it but with exceptions. Smaller contracts tend to be significantly more expensive than larger ones, $10 per point and above is frequently what you'll find. Occasionally you might find a single owner sell multiples and get a reduced closing and a better pp price. IMO it's a poor choice to pay more just to have them able to split up later or as a legacy issue. The multiple home resorts is more variable but often not a good choice to go so small. Having multiple home resorts can be good for some but not for others. I certainly wouldn't start out that way, too many variables and too much cost. Not to mention finding the second and third contract that matches up in your example is very difficult. You could only use each 50 (and bank/borrow) at 11 months out at a given resort, you can't use all 150 for a single home resort if they are titled to different home resorts. You could do every 2-3 years or you could do split stays with this plan rotating resorts. But since you're dealing with mostly banked/borrowed points, any hiccup in having to change or cancel dates could easily cost you another roughly $10-15 a point. As a rule I would educate yourself enough to make sure
DVC is a good fit and you figure out the best SINGLE home resort and UY. I'd figure out how many points you might then need and look at a cushion of usually 10-20% because of variables to given trips, reallocation risk and to give flexibility. When targeting studios, lower seasons and specialty views, I'd go for the 20% cushion, sometimes even more. For example using BLT, BWV, or VGF standard (or AKV value) and looking at studios in choice/adventure, I'd want at least 20%, likely more. One needs a certain amount of DVC, Timeshare and on property experience to make a good choice. Often this means at least one private rental before proceeding. I'd also suggest considering a 25 point add on retail to have qualified options later and do that planning up front to incorporate that into the overall plan.
Let's say for sake of discussion you judged DVC to be a good fit, could pay cash, felt the 150 points in your example a good number and narrowed it down to 2 home resorts. Let's further assume those 2 resorts were BLT & AKV. In that case I'd buy BLT first, maybe at least 100 points and give the system a try since it'll likely be easier to add AKV later than BLT later. Realistically many often find they wish they'd have bought more points so I'd probably go for 120-150 BLT points and add 50 AKV later plus maybe 25 AKV retail or I'd just do BLT and add BLT retail and plan to get into AKV routinely otherwise at 7 months out. There are lots of variables depending on specific situations and plans but this should help you to do some critical thinking on the options.
Bill
