“A lot of hotel chains have a ‘best rate guarantee’ policy; if you’ve booked a room and find a cheaper rate for it on a hotel aggregation site like Hotels.com, Expedia.com, or Priceline.com, the hotel might credit you the difference, give you cash, give you points, or offer you a discount on your stay. Every hotel is different, so familiarize yourself with the policy. Typically, you only have 24 hours to find and present them with the better rate.” —Mona Molayem
Let me be right up front.  Ticket reselling is not for everyone.  There is a risk of losing money and the potential for wasted time and frustration.  Also, you will find that some people (maybe even you!) simply view ticket reselling as some sort of horrible or inexcusable activity (“how dare you sell a ticket for more than face value you scalper!?!”).
I love all of these suggestions. I thoroughly enjoy reading your blog posts. I appreciate you sharing your expertise and travel insider information. I cannot wait to try the VPN and the sites you mentioned in this article. Your information is very helpful to the lay consumer. I travel domestically mostly but still find airline tickets outrageously overpriced. Safe travels wherever you might be!
Any more time and you might want to consider a more unplanned trip that utilises budget airlines and cheap off-season one way tickets. It’s not unreasonable to be able to do an around the world trip using the buy-as-you-go method for half the price of a true RTW ticket.  And the freedom you get from having an unplanned itinerary is fun and liberating.
Nobody likes junk mail, but getting on email lists for your local teams and venues (or in other markets with which you have good familiarity) is the best way to find out about hot new concert presale events and discounts.  Another benefit of being in the points/miles hobby is that often times Citi and American Express cardholders get special presale access (and sometimes discounted prices) to events.