How I Quit My Job to Pursue Online Entrepreneurship Full Time so I can Ski, Bike and Hike With My Family

This post took ~8 years to write!

It is with great satisfaction I announce that the goal I set for my family has now been achieved and I have left my 9-5 7am-6pm day job to pursue online entrepreneurship full time!

First let me say thank you to everyone who has been following me on this journey you the readers of authoritywebsiteincome, customers of LightningRank, friends, family and my wife.

This is the start…big stuff to come!

This post covers…

Why Did I Want to Quit my Day Job?

For everyone their reasons are a little different. Some people want to become digital nomads mine came down to wanting to…

  • See What I Can Do on My Own – Online entrepreneurship has a lot of opportunities I am excited to explore. I may or may not regret this decision but I am 100% certain if I never took a shot at building something on my own I would always regret it!
  • Ski/Bike/Hike With My Kids (my wife can come to 😉 ) – My youngest child will be 36years old when I retire at 65 (4 years older than I am now) and the number of hours I work per day between now and then were not going to go down based on the path I was on. But the main reason is I simply want to ski, bike and hike with my family in my hometown!

This Table Scared Me!

Green = Years Worked at Day Job

Yellow = Years Left to Work!

My Age at Retirement = 65 & My Oldest Kids Age = 36

One of My Main Reasons Explained with Pictures...

(my reason why explained with pictures!)

How Did I Get Here – My Online Business Building Timeline

  • Pre University – Side Hustles
    • Lawn Cutting 
    • Selling Skis on Ebay
  • 2004 Went to University (Mechanical Engineering with a Business Minor)
  • 2005 – Bought International Edition Textbooks from India at 90% Off and Sold for 75% off to friends
  • 2005 Started listening to AudioBooks and a few had significant impacts on how I thought about business/life options.
    • E-Myth Revisited 
    • Rich Dad Poor Dad 
    • The 4 Hr Work Week
  • 2006 – Started a Bike Parts Company – Never Manufactured a Part
  • 2007 – Started a TextBook Selling Website – Sold One
  • 2008 – Got Engaged
  • 2008 – Worked for a technology startup company and was responsible for getting their site built (cheaply)
    • Learned about ODesk (now upwork) (blew my mind)
  • 2008 – Started a Small Membership Site That Organized Old Time Radio Shows – Cost $2,000 Made $150
  • 2008 – Built a Sales Page to Sell Excel Templates – Started making a few sales – $100/month
    • Learned about article marketing
  • 2009 – Built some “Feeder” WordPress Sites to Drive Traffic to Sales Page – $200/month
    • Learned about SEO 
    • Learned about wordpress
  • 2009 – Graduated with a Mechanical Engineering and Business Degree
  • 2009 – Started Working in Project Management for an Oil and Gas Company
  • 2009 – Started replicating the “feeder” sites and made them into money sites – $750/month
    • Outsourced everything article marketing, web creation etc. 
    • The dream of a self growing fully outsourced system was strong!
  • 2009 – Got Married
  • 2010 – Attempted to build a Facebook Team Gift app after coming up with the idea at my Bachelor party with friends– FAILED – $1,000 gone
  • 2010 – Built a team on ODesk to promote each website using Yahoo Answers and Blog Commenting – $1,250/month
    • Built the team up to 15ppl
  • 2011 – Stopped Being Profitable & Cut Back On Team To Become Profitable – $500/month
  • 2011 – Started Building Private Blog Network and Testing Other Strategies to Improve Ranking and Drive Traffic
    • Feb 2011 – Panda hit – No Impact on My Business
  • 2011-2012 – Started focusing on lower quality exact match domains that required less work and my team was building 2/week – $1,500/month income
    • Never used “automated” link building methods! 
    • Never used spun content on my sites (but yes I was one of them that used it on article sites)
  • Apr 2012 – Penguin hit – Small Impact
    • Doing some research and trying to think about SEO like Wayne Gretzky played hockey “go where the puck is going to be not where it is” translated into “give the search engines what they want not game the current loopholes”
  • Summer 2012 – Decided to shift focus to build up my larger more useful sites – $3k/month
    • Sites like grew to 800 visitors/day
  • Aug 2012 – Decided to create a public case study through showing how I was going to build (My Case Study Website URL is Now Hidden)
  • Sep 2012 – EMD Update Hit – 15%-25% of my sites got killed(all smaller sites) – 5% of my earnings affected – $3k/month
    • EMD update reconfirms I believe I am on the right path with larger more authoritative sites.
  • 2013 Feb – (My Case Study Website URL is Now Hidden) averages over $1000/month for month 6, 7 and now can make up to $8k/month income (sold website for six figures)
  • 2013 Aug – Began using PBNs to rank my websites and grew my passive income portfolio – $6k/month income
  • 2013 Nov – Based on my on my monster post Ultimate Expired Domain Guide I launched my PBN creation service – $10k/month income
  • 2014 – Continued to build my passive income portfolio and my services business – $11k/month average
  • 2015 – Focused on systematically growing my passive income portfolio which grew to $14k/month for its best month (reliably now making over $10k/month)
  • 2015 Sep – Added FBA Business model to my strategy for Q4 2015 – $24k/month average
  • 2016 Jan – Listed FBA business for sale
  • 2016 Feb – Launched as a partnership
  • 2016 Feb – Let my day job know I will be leaving!
  • 2016 Mar – Started with Private Equity group to rinse/repeat affiliate site to FBA business conversion
  • 2016 May – Launched LE as the first/best Amazon Listing Hijack Monitoring service
  • 2016 June 10th – Last Day of Work!

Top 3 Inflection Points in My Journey

  1. Finding Out I Will Become a Father – Narrowing in on my “why” in 2013 gave me the drive to stop messing around with simple low value add crap and really do the hard work, add value and consistently grind. When we became crystal clear on our goal of $15k reliable income and moving to our hometown to spend time with family the business started to move in the right direction quickly!
  2. Creating an EPIC Guide (Adding Obscene Amounts of Information/Value for Free) and then listening to the audience and providing services around that topic was another large inflection point for the business.
  3. Unit Shutdowns at Work & 80+hr Weeks – This was actually a deflection point but was equally insightful. There were multiple times over the last few years where I worked 80+ hr weeks for a couple months back to back and it became clear the business suffered after that time when I wasn’t able to work more than an hr a night. Based on this it was clear that my time, despite all the systems I had put in place, still significantly influenced the direction of the business. Despite the promise of systems replacing me completely it was clear that for my business more time = more success.

Highlighted Yellow Represents 80+hr Weeks at Day Job

Why Didn’t I Quit Sooner?

  • I had very specific metrics to hit for both income and runway before pulling the trigger…
    • Income – I had a very public goal of hitting $15k/month in reliable income by the age of 35. This had been achieved for several months but it took awhile until the second criteria of runway/mortgage was achieved. 
    • Runway/Mortgage – In addition to the public income goal I also had a runway/mortgage goal to ensure I wouldn’t need to play defensively in my online business.
  • I was learning a lot – My belief was that this game is a LONG game (just look at the graph to 65 above)! I don’t see me ever not doing something associated with building a business and as a result I believed that the most important thing right now is to improve my abilities and one of the most profitable/systematized corporations in the world certainly had many great learning/development opportunities. My online business is better for the experience I had at my day job and vice versa, I was a better employee because of what I was learning in my online business. The learning curve had started to slow over the last year and that contributed to the decision around timing.
  • Enjoyed a lot of my day job – My day job as a plant shutdown manager / maintenance team leader had a lot of great aspects. I worked with very capable people and we were thrown at some very challenging problems with a lot of pressure (such as being on point and responsible for 100+ contractors fixing equipment that was loosing the company $1M/day being down).
  • I wasn’t sure if online business would be fulfilling – Online business can be played at different levels and where I was originally playing it was not fully satisfying. Systematically building authority websites is kinda fun from a systems standpoint but it wasn’t really challenging me on multiple levels. However, lately with the addition of some new businesses and partnerships it has become clear that I can be as challenged as I choose to be with my online business and that is exciting!
  • Increasing my chances of successfully exiting and not returning was more important than getting out early – My wife and I had many discussions on the right timing to pull the trigger. In the end we both believed that the prize on the table (moving back to our hometown) and staying there was substantial enough that ensuring when we did pull the trigger the chance of success was as high as possible!
  • Diversifiable Income – No single point of failure could exist in my business that would ruin it. I wanted to be certain that I had multiple channels of income that would support my family. My business needed to be a multi-legged stool with each leg of income being somewhat separate from the other. If any one leg got chopped out the stool won’t fall!
  • Golden Handcuffs – The pile of money between pension, career trajectory and vesting bonuses that has been burned by me leaving is not inconsequential. Although I left on very good terms with the door being open for me to return the amount of money being "burned" certainly had the desired effect of being slow to make the move.

So… How did it feel to Quit?

I enjoyed working with most of the people I worked with and my direct reports and manager were all exceptional so I did feel a little guilty about leaving them. In addition I had made some great friendships over the last 7 years and as part of this change I will be leaving my current city.

However in the end it felt awesome! This was a goal which became an obsession for the last few years and achieving it was incredibly satisfying for everyone involved!

My manager was incredibly understanding and treated me much better than I had expected.

One interesting note was that all the coworkers that I considered as really strong performers were positive/encouraging while many of the “B team” employees were scared for me and couldn’t understand giving up the security!

5 Most Important Lessons I Learned

  1. Do the Hard Work - For the first few years online I was in search of the easiest way to make money online. WRONG! When I buckled down and did the “hard” work usually the type that made me uncomfortable results followed! Many nights I wanted to lie down and watch TV exhausted from 12hrs of work, playing with kids for 1-2hrs but if I had I wouldn’t be writing this post.
  2. Have a CLEAR Driving Goal & Reason Why – It wasn’t until I was crystal clear on my reason why that the business moved in the right direction quickly.
  3. Add Value and Don’t Look for Shortcuts – Shortcuts online don’t exist, stop looking for them! The only way to make money online is to add value. The more value you add the more success you have. No, this rule doesn’t hold 100% of the time but believing it 100% of the time is a recipe for success.
  4. Take Massive CONSISTENT Action – Every night/day that you do work, if you are adding value, you are pushing on the flywheel of your business. When you take time off from the work the wheel starts to slow…consistent massive action on an activity that adds value to people is bound to result in success.
  5. Don’t Do It Alone! – From my first popular guest posts on other peoples sites (like Spencer Haws) to my most recent partnerships with industry leaders (like Scott Voelker) and previously little-known experts (like Andrew from it has been clear that building an online business is more fun and successful when working with others. In addition to these relationships my team has been a huge factor in the businesses growth. Some of my team members have been with me since the start including some whose income has gone from $1/hr to $7/hr and another who named me as a god parent…

3 New Concerns I Now Need to Manage

With changes come new challenges, to be honest these I am afraid of and I won’t know if I overcome them or not for a couple years. I hope AuthorityWebsiteIncome and my monthly reports will help me have the discipline to ensure these fears don’t become a reality.

  1. Getting Mentally Soft – For the last few years my schedule has been a little bit insane. Approx schedule… wake 6am, leave for work 6:30am, work 7am-5:30/6:00, Home at 6:00/6:30, family time until 7:30/8:00, work from 8pm-11pm(sometimes much later). Following this schedule was TOUGH and it, like training for anything, resulted in me being able to be disciplined about working. Will I now go soft since I won’t be working the same number of hours?
  2. No Single Inspiring/Driving Goal – Achieving my goal of leaving the day job had become an obsession and now my current goals are less tangible… will my business not have a stimulating goal and as a result be directionless?
  3. Playing Not to Lose – For those that play/watch sports we all have experienced/seen a team take the lead and then play not loose vs playing to win. Will I now play not to loose vs take bigger swings?

What Will I Do Now?

  1. Improve My Website Portfolio Management and scale select websites
  2. Be More Active With
  3. Expand Services to Include More “Higher Touch” offerings
  4. Grow LE
  5. Go to conferences and engage with the community more
  6. Now that I have my "cash flow" businesses moving I will look to take bigger swings with disruptor businesses (such as LE
  7. Spend more time on other neglected areas of my life…
    • Family (although not sacrificed much for my online business I now have more time to spend with them)
    • Health/Fitness/Outdoors – Definitely neglected over the last few years and looking forward to doing a lot more!
    • Ongoing Education – I have been on a very light information diet and am excited to tackle learning and applying new skills. There are many great courses I know I can learn a lot from!

The majority of my goals for the year will stay the same

If You Could Learn Only One Thing

From working with people I have found there are plenty of things people are a lot better at than I am but if there was one thing that I continually seem to be able to bring to a business it is this repeatable system…

My Process for Getting A Lot of Work Done Systematically:

1. Identify need/problem (me, project manager or one of my team leads)

2. Create a quick procedure for it (me, project manager or one of my team leads)

3. Assign it to a team member or hire 3-5 people on (project manager or team lead)

  • Give the 3-5 people a similar test assignment with no interview and minimal training (project manager or team lead)
  • Review quality of work done and communication and then fire all but the best (or fire all and repeat hiring a few more)

4. Assign the (potentially new) team member to execute the created procedure and work together to improve it (project manager or team lead)

5. Manage the change to the new procedure (project manager or team lead)

  • Input the new procedure into the procedure database (list in a google doc)
  • Communicate the new procedure and the basics of the change to the affected team members

6. Begin executing the procedure (new team member)

7. Improve & Track Desired Results of the New Procedure

  • a. New team member to send out weekly update with basic update to entire team including myself focusing on the metrics of both what has been done and how it has impacted the key end result the new procedure was put in place to improve (new team member)
  • Key metric(quantitative or qualitative) for the new procedure added to the team lead or project managers weekly business scorecard which gets reviewed at the weekly 1 on 1 meeting I have (most important 1hr I do all week)! (project manager and myself)

Executing this boring series of steps repeatedly over the last 8 years has built up a team with team leaders responsible for results and managing their team as they see fit (hiring/firing), weekly reports and a pool of great A players who I can leverage for any new project. Plus most of the processes in my business following a decent procedure.

If you are struggling to get your business setup with a team and systems I highly recommend you give the above 7 steps a try!

Thank You!

To everyone who has visited this website, emailed me, supported the business (even when you thought I was crazy – wife) been a customer of one of my services or responded to a question thank you!!!

If there is ever anything I can do to help you (visitor) achieve your goals with your online business please do let me know!

Finally Good Luck!

For those of you looking to make this same jump happen I hope that this post provides some insight into my mindset as I journeyed through my online business up to this point. If you can take anything away from this that increase the chances of you achieving what you are after or shortens the 8 year journey I took I would be very happy.

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