I have been a very casual points earner for several years, but I am ready to start stepping it up with a better strategy. My goals are pretty strait forward. I have a young family, so easy domestic travel is the most appealing. We take a road trip twice a year to grandparents and stay at an Embassy Suites. Also, my wife and I like to splurge on one night in a 5 star hotel for our anniversary each year. She loves the Mandarin Oriental, but I know others may fit better into a points strategy. Goals: 1) 4 nights at at Hilton property each year 2) One night at a 5 Star each year 3) Domestic family vacations as we can earn the points We do not spend a ton of cash on travel or eating out. Our main expenses are grocery, gas and bills. I currently have a Hilton AMEX and AMEX Every Day Preferred. The sign up bonuses for these were earned several years ago and my points accounts are pretty depleted. I would like to take advantage of some sign up bonuses to re stock points, and consider gaining points it other programs. For a while, I considered going with cash back cards, but now I am thinking about grabbing the Chase Sapphire Reserve for the bonus and $300 credits which I am spending every year anyway. There you have it! Any thoughts on matching the best programs to my goals?