Podcast #43 – Fundamentals – Why you should not quit your day W2 job

Because of my podcast, I have a space to book appointments. (BTW use that Calanderly app allows people to book times on your calander only when you are free so you don’t have to use 3 emails back and forth to schedule a meeting)

About every other day I talk with a new person who is on the verge or able to leave the rat race. We talk about how much passive income is required some it’s 3000 to travel around Asia and some with families it’s 8000.

I want to highlight that the natural inclination is to leave your job. As for us, all high achievers know what is easy and the beaten path should be questioned. You should stay at your job and keep doing this as a side gig… People always want to jump into entrepreneurship And it’s really not a good idea or even needed.

When we mean entrepreneurship… I mean not dip your toes in but going all in. Like Gary V sleep 4 hours, Grant Cardone x10 stop being a bitch, Burn the boats all in. A lot of motivational gurus will tell you to dream big, commit and go all it – buy that fancy car now so you set that bar high and force yourself to achieve it. They don’t know your situation and often times these gurus are outliers and often they themselves did not follow the same advice.

Don’t buy into survivorship bias. For every entrepreneur who goes all-in and even does it as a side gig only the minority succeeds. To focus only on those successes is a logical fallacy. Despite a superior product and optimal skill set so many things can still go wrong.

You are not going to give your business what it NEEDS when you are worried about putting food on the table and paying rent. This frenzied survival causes two things: First, you are less creative in this survival mode. Outsource yourself as much as possible first. Hire the help first or you will be drowning in manuchia. You will not be leveraging your time or your skills. This will require you to create lean and efficient systems which is what building a business is all about at its core.

As Robert Kiyosaki differentiates in his book “Cashflow Quadrant” an entrepreneur builds a system that they can be removed and scaled where as an entrepreneur who does not build a system is just a glorified self-employee. The second when you are in this survival mode you are taking unneeded risks and making mistakes such as forcing the wrong deal or giving up excessive equity for taking on VC capital.

As a side note a big part of a business is negotiation and in negotiation, the biggest component is the ability to walk away.

Things that make me question putting life energy (time) into learning at my day job: understanding what side railroad turnout is needed on a 2 degree curve, the process of repainting street markings, the working internal relationship in a workplace with people who just don’t want to get fired or want that bonus, learning the in’s of human resources to hire someone due to some bureaucracy. All these a complete waste of time in terms of bettering myself or adding value to the world.

Not having a job and supplemental income source or cash buffer torpedoes your pillar to negotiate. You are effectively the Emperor with no clothes and everyone you deal with and your customers know it. Just as ask any women… they can smell desperation in a potential suitor. You should only quit your job once you can scale. And YOU should be the last part of the business that can’t scale because you have a job and business needs more of you to scale. You have to be the bottleneck. Don’t dilute yourself into thinking you are the bottleneck because you just want to quit your job because it is a badge of honor when it comes to running a business or quitting your job. A lot of entrepreneurs just want to quit their job because they just want to tell all their friends and family they the told the Man to F off, they don’t want a boss, and they have escaped the 9-5 rat race.

It’s cool to be like I’m all-in, I don’t have a JOB. That is an ego thing and we need to be conscious when our ego is leading and not logic.

I spent a decade working my way up through junior level jobs, being a first level supervisor, and managing professional and learned a lot of how a mature business works and interpersonal. I wish I would have had this mindset earlier but I realized recently that working for someone else is a privilege to try things out (FSU) on someone else’s dime. You don’t want to be trying some new marketing scheme or leadership technique the first time when you get your one shot to swing the bat. It is not the time to be “finding your management style” when you step up to the batter’s box with your own capital at risk.

Here a joke… when at your day job rub off the labels of the letters on the keyboard to use work as a time to master no look typing. Or just try something different because it might work for you in large ventures… you own ventures. In conclusion, ask yourself why am I wanting to leave? Is it because of ego or necessary? And have I acquired both the skills, proof of concept, and starting capital to create this “runway” for my business to thrive.

Here are some tips to just get by when your heart isin’t in it but you have to put food on the table.

Fun Factoid:

  • 65% had 3 or more streams of income.
  • 45% had 4 or more streams of income.
  • 29% had 5 or more streams of income.
  • A W2 income is one stream of income.

Update 19.03.19

In the past few months when I was interviewed on other podcasts and asked me am I still at my day job I would say that I did not mind the (boring) work and liked the people. I joked that if I stayed at home that I would eat junk food all day and never change out of my sleeping clothes (although everyone wears boardshorts and walks around the house without a shirt in Hawaii anyway).

During the 2019 Tony Robbins Unleash the Power Within seminar an idea of quitting my job finally started to grow. Even on day 1 this idea was not there. Then on day two as that Mclendon guy was talking through the process of taking action I started to think to myself about this goal.

It made me uncomfortable… and that’s how you know you are onto something. Some people in life pee in their pants and retract when they get out of there comfort zone and some people move forward knowing they are “3-feet from gold.” Just like how some people sign the back of the checks and some people sign the front of them.

Why to leave my job?

Despite a $100k a year salary (Easy Money) with minimal effort here are the reasons that I jotted down why I need to leave:
1) My marriage will not work working 6am to 11pm. No vacations after going to 3-4 deal/conference trips.
2) I’m not able to start other ancillary business such as residential real estate or basic financial education program. Don’t have time to start these new businesses.
3) I’m going to start a multimillion-dollar 506c fund – for god’s sake… I can’t do this in the cube. I need to get out there.
4) 20-30 depend on me in my Mastermind to find best people and deals (spend time finding providers and professional). It’s irresponsible for me to do this as a side gig. Increase pricing and value.
5) Get to go vacations (5/year) whenever on top of deal trips (4/year)
6) Start family office consulting
7) Start /noob program

“Fears are good. Dance with it. It means it matters to you.” – Tony Robbins

I Used Tim Ferriss’ Fear-Setting Exercise – https://tim.blog/2017/05/15/fear-setting/ 



If you are nervous about making the jump or simply putting it off out of fear of the unknown, here is your antidote. Write down your answers, and keep in mind that thinking a lot will not prove as fruitfulor as prolific as simply brain vomiting on the page. Write and do not edit—aim for volume. Spend a few minutes on each answer.

  1. Define your nightmare, the absolute worst that could happen if you did what you are considering. What doubt, fears, and “what-ifs” pop up as you consider the big changes you can—or need—to make? Envision them in painstaking detail. Would it be the end of your life? What would be the permanent impact, if any, on a scale of 1–10? Are these things really permanent? How likely do you think it is that they would actually happen?
  2. What steps could you take to repair the damage or get things back on the upswing, even if temporarily? Chances are, it’s easier than you imagine. How could you get things back under control?
  3. What are the outcomes or benefits, both temporary and permanent, of more probable scenarios? Now that you’ve defined the nightmare, what are the more probable or definite positive outcomes, whether internal (confidence, self-esteem, etc.) or external? What would the impact of these more likely outcomes be on a scale of 1–10? How likely is it that you could produce at least a moderately good outcome? Have less intelligent people done this before and pulled it off?
  4. If you were fired from your job today, what would you do to get things under financial control? Imagine this scenario and run through questions 1–3 above. If you quit your job to test other options, how could you later get back on the same career track if you absolutely had to?
  5. What are you putting off out of fear? Usually, what we most fear doing is what we most need to do. That phone call, that conversation, whatever the action might be—it is fear of unknown outcomes that prevents us from doing what we need to do. Define the worst case, accept it, and do it. I’ll repeat something you might consider tattooing on your forehead: What we fear doing most is usually what we most need to do. As I have heard said, a person’s success in life can usually be measured by the number of uncomfortable conversations he or she is willing to have. Resolve to do one thing every day that you fear. I got into this habit by attempting to contact celebrities and famous business people for advice.
  6. What is it costing you—financially, emotionally, and physically—to postpone action? Don’t only evaluate the potential downside of action. It is equally important to measure the atrocious cost of inaction. If you don’t pursue those things that excite you, where will you be in one year, five years, and ten years? How will you feel having allowed circumstance to impose itself upon you and having allowed ten more years of your finite life to pass doing what you know will not fulfill you? If you telescope out 10 years and know with 100% certainty that it is a path of disappointment and regret, and if we define risk as “the likelihood of an irreversible negative outcome,” inaction is the greatest risk of all.
  7. What are you waiting for? If you cannot answer this without resorting to the previously rejected concept of good timing, the answer is simple: You’re afraid, just like the rest of the world. Measure the cost of inaction, realize the unlikelihood and repairability of most missteps, and develop the most important habit of those who excel and enjoy doing so: action.

Barriers & Plans

Strategic action items before:


Strategic action items after:

Daily plan:



In preparation for the big leap I have compiled a list of tips from others who have made their MOVE and never looked back:

  1. Create a Schedule For Yourself – Unlike a W2 job no one is going to harass you from doing things you need to. Write down your to-do lists everyday and if you need to create an hour-by-hour schedule.
  2. Creating a schedule for yourself should also means creating a routine. It’s easy to stay in your sleepy clothes, forget to brush your teeth, or forget to flush to toilet because its only you there and you are likely to go back. Creating this routine will help prepare you for the day and keep you on task longer. It will also help you feel like you have your sh*t together.
  3. Know What Setting is Best For You
    • Work best on your couch? Cool. If not create your space you will feel comfortable and motivated in. That may be a home office, a stand-up desk, or just the kitchen table.
    • Learn to change up your settings. Work from home then go to a coffee shop to work, then grab lunch, and then hit up another coffee shop before heading home to finish up a little more work. Breaking up the day!
  4. Minimize Distractions
    • If you know you are easily distracted by TV – you should not quit your job cause in my observations its not a mark of a high performing non W2 worker.
    • If your kids need to be watch or dog is needy send them to daycare.
    • Be aware of what distracts you and how to remove those interruptions and be proactive on removing them.
  5. Add in Breaks
    • Add in a break for lunch, a workout, walking the dog, appointments, etc.
    • Feel like I’m part of a community and stay away from getting cabin fever. This may apply to even introverts like me.
  6. Know When To Stop
    • Decide what time your day will end and try to finish up everything before that time. This could be the time when your kids get home from work or spouse comes back from the gym.
    • Setting a cut off time could be what keeps your marriage together!



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