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The $0-$1K/Day Case Study: Day 12 – Dean Woods

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Today was a pretty productive day at the day-job. My day job is something I haven’t talked about much but I’m a C-suite officer at a VC backed startup. Today was a good day there because we made a lot of progress on a new initiative that will help take us into the right direction. It’s exciting!

In my personal, side work, it was also a productive day. I finished up on a bunch of work and have a bunch more to do. But, I’m feeling good about progress and am excited to continue moving in the right direction.

I wrote a piece for Medium today about how negativity can be a good thing. It’s a unique take, but I hope the perspective is helpful for someone.

The final piece is I spent some time thinking about starting a business. I have a lot of stuff going on, but it’s all “trading my time for money.” At some point, probably within the next few months, I need to start a business and get that going in the right direction.

The underlying problem is how tired I am. A loved one actually sat me down last night and said I’m working too hard. What’s worse is she’s right. I’m exhausted, and I need more sleep or something not good will happen to my health.

Job: $128

UpWork: $494

KDP: $0

Catalant: $700

Interview Coaching: $0

Medium: <$0.05

Total: $1,322

Expenses: $212

Made: $1,110

Tomorrow will involve building a power point presentation for my Catalant client, as well as doing some more writing for Medium. I love writing about different thoughts, even though no one reads it! I find writing to be therapeutic, almost a journal, so I’m excited to write more tomorrow.

Until then, I really need some sleep. It’s barely 8pm and I’m struggling to stay awake.

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Day 12

Dean’s goal is to create $1,000/day in passive income through entrepreneurship. Too many people write “success porn” that skates over the struggles many face in entrepreneurship

The reason he writes brief posts here every day on Medium is to share his progress and his struggles. You get the unvarnished truth: what worked, what didn’t, and how much farther is there to go.

The hope is that this series of posts will inspire someone else out there to make their entrepreneurship dreams happen.

Dean Woods is currently a VC-backed startup executive by day and a bootstrapped micro-startup CEO by night. Prior to working in startups, Dean was at Boston Consulting Group. Dean graduated with honors from The Wharton School.

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