Need help with install for weil mclain oil boiler

You're adding more points of failure, and when the small tank runs out, you will see a temperature drop until the tank fills with hot water from the reserve. You also have to worry about eventually reselling the home. Given that, my preference is to keep it simple with a single tank.

One option to give you the same effect is a single electric tank with the lower element turned down. You are then only keeping half of the tank hot but can easily adjust it to have full capacity.

Other than looking for hidden bleeders (i.e. I have one where the baseboard cover needs to be removed to reveal the bleeder) and bleeding any bleeders that you can find, you may need to swear at whoever put in the new radiators and retrofit bleeders where they are missing.

There is often an automatic bleeder/vent on or just after (in which case it's often on a big cast iron "air separator" that may have an expansion tank hung off its bottom) the boiler, since in theory any dissolved air will be most prone to come out of solution where it's hottest - if that becomes clogged or otherwise inoperable (they don't last overly long) air may migrate elsewhere more than it would if that was working. Sometimes people see a dribble from these and close down the cap on the "tire fill valve" rather than replacing them - which renders them inoperable. I think it's bad practice to depend on that for bleeding the whole system.

Given how anemic circulator pumps are when faced with air bubbles, the only other way of getting that loop clear would be to open the boiler fill and open a drain on that loop, so that the fill water can push the bubble through to the drain - but then you have new water in the system, and some air will come out of that.