The $0-$10K/Day Case Study: Day 174

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I’ve fallen behind on writing these posts, which is the exact opposite of what I want to do. I preach consistency as a general rule in business and life, but I haven’t been consistent here.

The large reason here is the little baby. We love him so much, lack of sleep and all. Until he gets into a bit of rhythm regarding sleep, it will be a bit difficult to make a consistent approach towards writing this case study happen.

I  feel bad about that because I want to make sure there is a daily article published here. That being said, I don’t plan to stop writing this case study any time soon.  I will continue to keep publishing and writing here until I’ve reached success. That’s going to be thousands of posts. I’d love to get to the daily case study post #5,000 or ~20 years of daily posting.

Holy shit!

The balance between life and goals

Today, what’s on my mind is the balance between life and goals.

For example, we have that big 49 unit acquisition deal going through this December. That being said, that is just the tip of the iceberg. We’d love to get up to 500 units at 30.

The best way to do that would be to spend as little money as possible so it can all be invested into real estate investment property. That way, we can acquire quality units sooner rather than later.

Spending as little money as possible though means we need to make lifestyle trade offs ourselves though. For example, spending money on our own place.

We live in a verey cheap apartment to save money. The downside of it being cheap is that it’s shitty. There are bugs everywhere. Even worse, the people who live above us are chain smokers who cannot stop smoking (and then lying to us about being smokers).

That’s annoying for us, but it’s a medical problem for our two month old babies. Little babies cannot breathe cigarette’s because their bodies cannot take it. Our baby cries as soon as they start smoking and we bring the baby outside, then he immediately stops crying.

This is a health and safety issue. We shouldn’t be living here for the sake of our baby.

However, I’ve realized that about half the palces I’ve rented from have had cigarette smoke issues. To solve this issue, we need to be able to absolutely control who can and cannot smoke in the building.

That means we need to own the building.

And that’s the trade off.

It makes the most fiscal sense to live in a shitty apartment and save on rent. It makes the most life sense to buy a place.

Life always wins out so now I’m building in a plan to buy a place next summer. That is difficult from a financial perspective though, so I need to balance between the two. It also means I need to keep consulting as long as possible so we can afford to pay for these places.

It’s a long slog to the top. I don’t know what else to do than to keep going.

Yesterday there were 1,527 days until I turn 30 and need to make $10K a day passively. Here’s how I spent it in pursuit of that goal

The current phase of the plan

I’m in Phase #3:  The Business Phase.  You can read more about the phases and my plan to get to $10K/a day at 30 here.

I still consult, and I still have a job. I’m looking forward to removing both of those ASAP.

Wake up & sleep:

Whoop was being dumb so I don’t have anything the past couple of days.


I did a Peloton workout twice over the past  three days, both of which were quite good. The trade off meant that I was really tired at night and literally slept through the baby crying. Not good.

I’m going to do easier workouts from now on to make sure this isn’t a repeated occurance.

Stress levels

The past three days have been relatively stress free. I’d love to keep it that way over the next three as well.


Still a bunch of vegan stuff. Trying to be healthy here to make sure things are all good.

My Day Job

Nothing, especially because it was the weekend.

Investment real estate

This was a lot more fun!

We got a distribution check from our Wisconsin property for $1,481 over the weekend. Our new PM in Illinois is doing fantastically as well. He got one unit rented up, which is fantastic, meaning the property should now be pretty nicely profitable and good to go for us!

Most importantly, however, we heard that our 49 unit deal got approved via financing. We’re getting closer to this one being able to happen.

CCIO: My business

This is going to be big during Q4 and next year.

Side Consulting

So many meetings.

Data/strategy work

This project is now done. I just need to collect the check (arguably the most important part!).

Huge data project

This has been busy thus far. I have a fair amount of updates I need to get done here.

I’m operating a bit in a silo here as a “data dude”, which I don’t love to do. However, it does mean my job is very clear and I just need to crunch Excel and I’ll be good to go!

Sourcing new work

Nothing here.

$10K/day website

Daily post


Time with the baby and fiancee.



Rescue Time Daily Screenshot

No screenshot since it’s been a few

What I made today

Current Income  Streams

  • Job:  $170
  • Real Estate Cashflow (13 multi-family units): $65

Total:  $235

Planned income streams

  • My Business (CCIO)
  • WordPress Maintenance Site
  • Content sites
  • Micro-SAAS’s
  • Acquired businesses

Today’s pro-rated amount of monthly & yearly expenses


Life Expenses: $89.73

  • Rent, utilities, Internet: $63.33
  • Phone Bill: $1.57
  • Heath Insurance: $8.90
  • Ladder Life Insurance: $0.83
  • TrueBill for Budget tracking: $0.10
  • Car: $15

My Startup’s Expenses: $0.16

  • Bluehost Domain name: $0.16

Health Expenses: $4.20

  • Peloton: $3.20
  • Whoop fitness tracker: $1.00

Productivity Expenses: $2.25

  • SuperHuman to save time on email: $1.00
  • Rescue Time to keep me honest on my productivity: $0.20
  • Fantastical as my main calendar: $0.20
  • Evernote to track everything: $0.27
  • Grammarly to keep my emails looking okay: $0.38
  • BackBlaze to keep my files backed up: $0.20

Consulting Business Expenses: $4.80

  • Quickbooks to track expenses: $0.40
  • Google Business Email Account: $0.40
  • Fiverr for virtual support: $0
  • Hiscox business insurance: $4

$10K a day: $1.59

  • Kinsta for hosting: $1.00
  • Bluehost for domain names: $0.03
  • WP Rocket for speed: $0.14
  • Link Whisper for SEO: $0.14
  • Elementor for site design: $0.14
  • Astra for theme: $0.14

Real Estate Investing: $0.52

  • Legal Zoom Registered Agent (all LLC’s): $0.52

Today’s Income (pre-tax)

Topline of $235 spent $103, which means….

Made $132 (pre-tax)

My plan for tomorrow

Tomorrow is Monday, and I have to:

  • Call with a few clients
  • Two day job calls
  • Excel modeling
  • build a powerpoint
  • bill my last client

1,526 days until I turn $30. I’m making $10K a day passively by then

Dean Woods

Dean Woods

Dean’s goal is to create $10,000/day in passive income through entrepreneurship. Too many people write “success porn” that skates over the struggles many face in entrepreneurship. His goal is to create something real that highlights the lack of sleep, disappointment from family, and setbacks you really face in entrepreneurship. The hope is that $10K a day swill inspire someone else out there to make their entrepreneurship dreams happen. Dean Woods is side hustling and working a full time job to kickstart his entrepreneurial path. Prior to this life, Dean was a management consultant. Dean graduated with honors from The Wharton School.

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