The $0-$10K/Day Case Study: Day 139

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We are rapidly approaching another milestone. The count down to 30 is about to hit another “100” milestone when it becomes 1,600 days left in just over a week’s time.

It’s been nearly 7 years since I’ve started writing down my goals each morning. I’ve learned a lot in that process, but one thing is perhaps the most striking: writing your goals daily truly gives you an understanding of how quickly time flies by.

It feels like it was yesterday where I woke up and wrote down 2,000 days left until I turn 30. I remember talking about it with my fiancee and making a big deal about it.

I could have sworn that was yesterday. It feels like it was.

Instead, here I sit, nearly 400 days later, as I watch time fly by. So let’s recap these 400 days that have flown by:

The positives of the last 400 days

  • After years of trying different shit (looking at you dropshipping and KDP) I’ve figured out how to repeatably make money online
  • I’ve made more than $200K consulting online in less than a year, and can count some of the biggest names in financial and the Fortune 500 as personal clients
  • I entered and exited these 400 days with the love of my life. I love her more and more each day, she’s my everything

The negatives of the last 400 days

  • I’m tired from balancing a day job and consulting
  • My head hurts, a lot, as I try to think through what I need to do next
  • I feel a declining sense of motivation to work on things and get things done

The operative question is if the positives outweigh the negatives. In a lot of ways, they quite obviously do.

In others, the fact I’m so tired helps play a big role as to my problem.

In short, I’m trading time for money and it’s about time for me to stop doing so.

I bought a domain name today. It’s time to start my company.


Yesterday there were 1,6110 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:

I woke up at 6:26 am after going to bed at 11:09, for a total amount of sleep of 6 hours and 53 minutes. Recovery was 70%.

I actually don’t know why recovery was so high because I feel like absolute dogshit. I really don’t know who I feel like crap but I really, really do.

I need to take better care of myself.


No exercise. I can’t run outside because of the protests, but I should do something inside.

Stress levels

I was at a 2/5, with 1 being the highest. Not sure what the driver was here, but there was definitely something going on mentally that made it stressful. I think because it was a long day.


Diet was coffee, and Wingstop wings and fries for dinner.

4/5 with 1 being the best. Also probably making me feel like shit.

My Day Job

It was a Monday. I had some work, but less than an hour’s worth.

Investment real estate

There is a great new property that fits our investment criteria and is in the territory that we like to invest in. My agent and I were exchanging texts about it and we would be really excited to potentially put an offer in. It requires more cash, but it could be super nifty.

I don’t know if we can get the 8 unit and the 24 I’ve been talking about, and we obviously prefer the 24. It’s going to be a trade-off to figure out after we figure out what our financial situation looks like after taxes are due.

My Actual Business

Today was an exciting day!

Things are starting to move and happen, which is exactly what I want it to be doing.

I’m halfway through warming up my Gmail account so I can start scraping emails and send cold emails through Woodpecker to hop on the phone with people to interview them.

More excitingly, I bought my domain name. It’s a two-word domain that conveys a great experience and also is quite direct on what the business will do.

I own the domain that ends with .com, but  I will actually set it up with the domain that ends in .io

The reason why is .io is used frequently by tech startups. It just seems a bit more “techy” and that’s the goal anyways. I want the business to be a tech-enabled version of a shitty product that already exists out there in the marketplace.

Side Consulting

Still busy with lots of projects.

Business plan

Exchanged a few emails with the client.

Financial modeling

Made some tweaks after getting it back from my model guy


I had a call with a team to discuss the framework.

Summary presentations

Quick phone call with this team. I’m going to need to fire them as clients. They take up an outsized percentage of my headache, but are paying me the least. It’s unfortunate but firing customers sometimes needs to happen.

Market Research & Customer  Interviews

I had a few calls with internal stakeholders here to get to understand more about their business model and where things are going. These calls were helpful and I think a clear picture is beginning to form regarding the direction things are going.

More importantly, I think my main client stakeholder is happy with the direction things are going thus far.

Sourcing new work


$10K/day website

The daily post.


I love my fiancee with all of my heart



Rescue Time Daily Screenshot

Long day. It felt like it was longer than it actually was.

What I made today

Current Income  Streams

  • Job:  $170
  • Rental Income (13 rental units): $43
  • Business Plan: $145
  • Framework: $250
  • Customer Interviews: $430

Total:  $1,038

Planned income streams

  • My Actual Busines
  • Local Serviced Based Business
  • Affiliate
  • WordPress Maintenance Site
  • Dividend Income
  • Micro-SAAS’s
  • Hotels

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


Life Expenses: $109.73

  • 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
  • Wingstop for dinner: $20

My business 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: $33.30

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

$10K a day: $12.42

  • 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
  • Rhino Rank for SEO: $10.83

Real Estate Investing: $0.52

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

Today’s Income (pre-tax)

Topline of $1,038, spent $236, which means….

Made $802 (pre-tax)

My plan for tomorrow

Tomorrow I need to:

  • Continue to work through the work I have left on my plate
  • Have a couple calls with my existing clients
  • Sign up an outbound agency that I use to help me solicit interviews for project

Let’s get after it!

1,609 days until I turn $30. I’m making $10K a day passively by then

Dean Woods

Dean Woods

Dean has started multiple businesses, with two successes to date. Outside of starting businesses, Dean & his wife buy multifamily real estate and will soon start buying businesses. This case study is meant to cover the daily struggles it actually takes to be an entrepreneur & serve as a giant middle finger to the 'gurus' in rented Lamborghinis. Dean is an Alum of Boston Consulting Group and The Wharton School. He and his wife live in Chicago with their children

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