Dear point man:
I thought you would be the perfect person to ask this question. In your view, what is the best way (website or otherwise) to keep tabs on all your miles and points?
Sincerely,
Faraz Q
Honestly, Faraz, there is no real benefit to keep tabs because points are not the same as cash. They cannot be economically used for anything else besides flights, free stays, or free rentals. Therefore, I would just check the balance when planning trips. In the case of Southwest, where coupons can expire, just sell them on Craigslist or give them as gifts before their expiration date. I would also add that points actually decrease in value these days with all the restrictions and additional "processing fees" so it would be in your best interest to use them as soon as possible and avoid having a balance at all!
Keep those questions coming.