Question is, how far can you go with these tactics? If you keep losing your best players it will pull you back, inevitably. I like the way your club has been managed in the past couple of years, all our banter and arguing aside you've made quite a progress and are much more stable at the minute than 2 or 3 years ago.
You have a big squad capable of competing on two or three fronts at the same time, you have some quality players who wouldn't look out of place at top 4 sides or even top European clubs (Lloris, Vertonghen, Bale, possibly Sandro). You've messed up the transfer business last year by not signing a striker and holding out too long on Moutinho deal which never materialised as I reckon that with Moutinho and for example Damiao in the team you'd finish ahead of Arsenal and Chelsea.
There's no doubt that you are some way ahead of Everton and Liverpool, now you only need to build on that - re-investing £85m you could get for Bale in the market would give better results IMO than having him around. He's good but 2-3 very good player you could buy for that amount will take you further - a left back, creative midfielder and 1-2 wide players from the top shelf added to Paulinho and Soldado already secured and you'd be looking like a proper top 4 side.