First of all, nice as your retired plumber is, you need to ensure he supplies and fits it as otherwise you have much reduced come back. Frankly, perhaps you are better going with a currently working gas engineer that supplies and fits.
Boiler wise, suggest either Worcester or Valiant. We have been using Valiant for the last few years in some rental properties and not one has broken down, but they have a ten year warranty as long as an approved installer (which our lovely local gas man is). They should also advise you on the correct size required. I suggest you go one size up just in case, ie you extend.
However, loosing pressure may not be the boiler. It might be a small leak that you have not noticed if pipes are covered? Also, if replacing the boiler, you may need a power flush through the system. We didn't has hubby ensures they are full of chemicals and also flushes every radiator out when decorating. You may also need a system filter fitting.
Lots to think about so don't cut corners as it may bite you.
FYI, on our own house, when he changed our boiler, the gas usage reduced by 35%". Was staggering