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Greg is the owner, founder, and primary author of the Frequent Miler. He earns millions of points and miles each year, mostly without flying, and dedicates this blog to teaching others how to do the same.
In general I don't recommend purchasing airline miles, even at a discount, but if you have an immediate need for miles for a high value award, it can make sense. If you have a Citi Premier or Citi Prestige card and a few ThankYou points in your account, you can buy miles indirectly through the ThankYou Rewards program at a cost of only 2.5 cents per mile (or less when transfer bonuses are in effect). The best airline programs for these indirect mileage purchases, in my opinion, are: Air France, Cathay Pacific, Singapore, and Virgin Atlantic.