The $0-$10K/Day Case Study: Day 164

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I like to think that I haven’t changed much over the years. My goals, for example, haven’t really changed at all.
Case in point: I recently found a homework assignment I completed in the first grade.
For this assignment, I had to cut out pictures from magazines and put them on a yellow silhouette of a person. I had to pick images that were representative of me.
Here’s what I picked:
  • I wrote down the name of my favorite college. My fiancee ended up being from that college
  • I wrote down that I love dogs. I still love dogs
  • I wrote down that I love football. I still love football
  • I put a picture of a boat and said I wanted a boat. I still want a boat
  • I put a picture of a plane and said I wanted a plane. I still want a plane.

I’ve always thought the idea of a private jet would be incredible. I’ve flown on hundreds of flights in my life. The amount of time I’ve wasted sitting in airports and on tarmacs is nuts. I’d easily have 6+ months of my life back if I had been flying private those times.

Right now though, I feel like I have a “need” for a plane that perhaps didn’t exist before.

As I’ve written about before, we are under contract on 49 units. These units are pretty significant for us and one of them is a building I’ve had my eye on for years. We have the inspection for it next week. We need to be there for the inspection because buying this would involve us putting down pretty much every penny we have.

Here’s the problem: our little baby that is less than two months old.

We are worried about being away for him for that long. He doesn’t do well with our parents because he prefers us to hold him. If we’re away from him, he’ll cry a lot.

Secondly, he doesn’t like bottle feeding. He needs to feed every two hours, so if we aren’t around, then it would struggle to feed.

So, we have two possible scenarios.

Scenario #1 is we leave early in the morning and drive ~5 hours to the properties, are there for a few hours, and then drive back.

m extremely diligent and that I spend most of my money on #2. We have a fairly aggressive financial mode we use in our family and it assumes putting most of our money into these asset creation devices that would enable more income and earlier retirement.

Yesterday there were 1,544 days until I turn 30 and need to make $10K a day passively. Here’s how I spent yesterday 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’m going to be updating the plan slightly…stay tuned.

Wake up & sleep:

Not sure here…no Whoop!


No recovery with no whoop, but I did get a 30min  recovery ride  in

Stress levels

Stress is okay. Probably 3/5 with 1 being the highest.


Can’t remember!

My Day Job

I had a few things to do here, but nothing crazy. Probably sub 1 hour.

Investment real estate


CCIO: My business

Nothing today. Still launching next year

Side Consulting

Up and running here with my first project.

Strategy development via data

I had a ton of work here taking the data I’ve crunched and turning this back into actionable insights via PowerPoint. It’s a lot, to say the least.
Deck work
I had a client hire me to look into their pitch deck. Few hours of work here for $150/hour
Old Weed client
I had an older client of mine for which I did some cannabis work reach out to help them vet some potential deals. Super interesting. I may be able to spend a few hours this week helping them
Sourcing new work
 This is where the stress of the day came in from. I had a huge project, my biggest one yet, reach out. It would be for a two month gig and they wanted to hop on the phone with about an hours warning.
This project is huge. If I bring this project home, then it should bring us really close to being able to afford the 49 units.
so, when I heard about the call, I dropped everything and did some research on the company.
I wasn’t actually nervous and stressed about the actual pitch, and the ramifications of getting it right so I could then buy the buildings. I was stressed about the fact I had to push other work for the day down the line.
Long story short, I think I nailed the pitch and I’m going to win this project.

$10K/day website

Nothing now.


Lots of family time with the three of us!



Rescue Time Daily Screenshot

Not a bad Friday if you ask me!

What I made today

Current Income  Streams

  • Job:  $170
  • Rental Income (13 rental units): $43
  • Consulting Project: $625

Total:  $838

Planned income streams

  • My business, which I’m calling CCIO
  • Content Websites (NOT $10K)
  • Micro-SAAS
  • Business Acquisitions
  • Franchises
  • Hotels
  • Dividend Income

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

CCIO Expenses: $0.16

  • Bluehost Domain name: $0.16

Health Expenses: $12.00

  • Peloton: $3.20
  • Gainful Protein Powder: $1.80
  • Care/of Vitamin pack: $3.00
  • 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: $2.30

  • Gusto to pay myself: $1.50
  • Quickbooks to track expenses: $0.40
  • Google Business Email Account: $0.40
  • Fiverr for virtual support: $0

$10K a day: $1.57

  • 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 $838, spent $160, which means….

Made $678 (pre-tax).

My plan for tomorrow

Tomorrow is Thursday and I plan to:

  • Couple meetings with my new consulting client
  • More data analysis
  • Help with PM hand over

1,543 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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