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Money Masters: Cashville Skyline

  September 12, 2014  |    #Eliminate Debt

Our Money Master this week is Addison Cash of Cashville Skyline. Addison is our second personal finance blogger using their side hustle to supplement their primary career in the entertainment industry. This is interesting to us, not because two of our Money Masters are seeking careers in entertainment. It’s interesting because it highlights the possibility of anyone supplementing their income with a side hustle. A side hustle can be anything.

Addison’s goal is to create multiple streams of passive income. This is smart. Enough streams of passive income can reduce or eliminate the need to work for someone else. This reminds us of Timber Hawkeye, who wrote Buddhist Boot Camp. He created a life in which he only needs to work four hours a day.

Like us, Addison is a newcomer to the personal blogging world. Despite this, Addison writes great posts that are often very personal. This makes it easier to identify with what she says. She?! Yes, she. Addison prefers, for now, to stay incognito because she’s very open about her personal finances. This openness, however, also makes it easy to identify with what she writes.

Being health conscious ourselves, one of our favorite posts of Addison’s is “How Much is Physical Fitness Worth to You?” In it, she discusses recent struggles with her weight and the financial debate about paying for a boot camp and a gym membership and whether or not they’re worth it. These are a struggle and a debate many people have.

1. What’s your story?

I’m a thirty-something personal finance geek, living and working in Nashville, trying to reconcile my love of saving money with a career in the entertainment industry.

Growing up in small tourist town on the coast of Massachusetts, I started working in restaurants at an early age, carefully squirreling away the majority of my earnings. I moved home every summer during college, worked back-to-back double shifts serving seafood, and miraculously managed to avoid going into debt. The summer after I graduated I used scholarship money, a part-time waitressing job, and selling beer at local sporting events to help fund an unpaid internship in Nashville. I’ve been working in showbiz ever since.

2. What’s your point of view, as a personal finance blogger?

While I’ll always have a profound appreciation for the hustle, I’m now learning to work smarter rather than harder and slowly generating streams of passive income by making my assets work for me.

To me, financial freedom means pursing the work you love, when you want, from where you want, without ever feeling the pressure to sacrifice quality of life for compensation. I’m here to prove that it can be achieved on a modest salary.

3. In one sentence, what’s one piece of sage advice from your personal finance background that you’d like to share with our readers?

Save until it hurts.

Check out Addison’s blog at You’ll enjoy what you read and, maybe, you’ll learn her real name someday. Also, sign up for her newsletter or subscribe to her RSS feed so you don’t miss a post.

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