We're not a fan of the Startlite hose because the rubber is very thin and there is no reinforcement. This makes the hose weak and prone to kinking and collapse in vacuum applications, which is why we discontinued selling it. With the stress that is being put on the hose and fittings with your setup I can see how you might get leaks, but the fitting threads still shouldn't have cut through the hose. If you weren't using Aeroquip fittings I would have said the fittings were not appropriate for the hose.
I highly recommend using a stainless reinforced Nylon hose. Our favorite hose is the RaceFlux 4-ply hose that has a Nylon exterior, an Epichlorohydrin (ECO) synthetic rubber middle layer embedded with a stainless steel braid for support, and a Viton (FKM) inner bore. This hose is strong, lightweight, won't kink, and can handle just about any automotive fluid (oil, fuel, coolant, alcohol, ethanol, water). We currently sell this hose as a "fuel-specific" hose here:
http://www.improvedracing.com/an-hose/raceflux-lightweight-fuel-specific-racing-hose-10an-p-467.htmlWe are actually consolidating our line of hoses to just two hoses: Aeroquip stainless and the RaceFlux hose mentioned above. We are keeping the stainless braided hose because some people prefer it and because it can handle higher pressures. This will allow us to buy larger bulk quantities of the RaceFlux hose and bring the price down so it's comparable to the regular Nylon braided hose that isn't safe for use with fuel.
As far as the sesnsors, you could use our EGM-112 thermostatic adapter and plumb an ENV-150 on the hose for the additional sensor:
http://www.improvedracing.com/oil-sensor-turbo-feed-adapter/dual-inline-oil-sensor-manifold-block-p-389.htmlMight make for a cleaner setup. Don't forget we make a remote thermostat as well that has received nothing but great reviews:
http://www.improvedracing.com/oil-thermostats/high-flow-engine-oil-cooler-thermostat-185f-p-212.html