Shania Twain – $27.5 Million

Another iconic performer on the list is the renowned singer-songwriter, Shania Twain. Also known as the “Queen of Country Pop,” Twain has long been considered one of the industry’s highest-paid singers. Because of her hugely successful hits such as “Man! I Feel Like a Woman” and “You’re Still the One,” Twain sold over 100 million records worldwide.

She reportedly earns around $27.5 million annually, primarily from album sales, TV show guesting, and various concert tours worldwide. It comes as no surprise, then, that she can afford lavish investment properties in many parts of the world, such as in New York, Florida, the Bahamas, and New Zealand, the latter of which includes a luxury resort that spans many acres and costs around $15,000 per night. She may be keeping a more subtly profile lately, but we don’t doubt for a second that she has a lot more in store for her fans in the future.