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Welcome to Milestone Moments, the show where we explore the journeys that lead to success.

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I'm Sheila Slick, your host and founder of Five Milestones. In every episode, we will bring you

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insights from the minds of entrepreneurs, leaders, and experts who will share not just their expertise

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but the milestone moments that have reshaped their journeys and led to significant achievements.

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So if you're looking for motivation, you're in the right place. Subscribe now and discover the

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milestones that mark the path to success.

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Welcome to another episode of Milestone Moments in Business and Leadership. I'm Sheila Slick,

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your host, and today my special guest is Dan Nicholson, a serial entrepreneur, founder of

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Nth Degree CPA, an accounting and financial consulting firm. Dan is also author of Rigging

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the Game, How to Achieve Financial Certainty, Navigate Risk, and Make Money on Your Own Terms,

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deemed a best seller by USA Today and the Wall Street Journal. Dan has been named a top 40 under

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40 accounting globally four times and has created and run multiple small businesses, including

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CertainTU and CertainTNews, a platform that's syndicated to over 1 billion monthly users.

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Dan also hosts the Rigging Game podcast and is a consulting producer for PBS Opportunity Knox.

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Welcome to the podcast, Dan.

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Super excited to be here. Thanks for having me on.

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I'd love to start by asking you, was there a milestone moment, a catalyst that led you down

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this career path?

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Absolutely. Absolutely. Thank you for that question. So growing up, I was always iconic,

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cliche kid, scheming on business ideas, mostly bad business ideas. But if you can imagine that

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kind of entrepreneurial kid with idea after idea. And so I went off to college at the time I was

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planning on being a marketing major, hard for people to believe when they hear I'm a CPA and

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done all this finance stuff. It's like marketing and accounting folks are often like the polar

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opposites. So down this marketing path and first person in my family to go to college, I'm living

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at home, I'm commuting and borrowing a bunch of money to pay for tuition. And I get this email

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from business school, sort of mentee that was assigned to me and they sent it out to everyone

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that UPS, United Parcel Service, the shipping company had these scholarship opportunities and

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they were having this career fair on a Saturday, listed out all these business positions that were

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open. One of them was marketing. So I see the scholarship money that they're proposing. It's

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like, I could really use this. I'm working a 20, 25 hour a week job in addition to being a student

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and I could really use the scholarship money and I want to get my foot in the door in a marketing

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position. So I print everything off. I have my resume. I've got a suit on. I go to this hub

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where they handle all the parcels and everything in the city nearby, show up. I'm the only person in

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a suit. It's a group of other folks in jeans and t-shirts and all that. So a room of 30

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age folks around my age. I'm 19 at the time. And they proceed to show this video about the benefits

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of working in the hub and being a loader and unloader and how you can get a night shift and

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all this sort of stuff. And so I watch it and at the end, I kind of sheepishly raised my hand. I'm

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like, Hey, this sounds really interesting, but these all sound like positions here in the hub,

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kind of manual labor type stuff, which is not at all below me, believe me. But I've got this print

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off here that talks about these marketing internships and stuff. Maybe I'm in the wrong

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place. Okay. Well, there's a booth outside with a couple of guys from finance, but otherwise,

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I don't know anything about what you're talking about. This is a career expo to recruit people to

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work inside the hub. Okay, cool. I go out, I talk to the finance guys. I show them the same thing,

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same sheet of paper. Hey, look at these marketing internship. We don't know anything about that.

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We don't really even have a marketing department based here in the Seattle area where I was. I

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proceed to talk to them for the next hour and show them the resume, all of that. And they go,

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you know, we actually have this open position for a part-time finance supervisor

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and we think you might be a good fit. We're going to pass your resume off to our regional controller.

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And fast forward a month, somehow in 19, I get this job as a finance supervisor, managing 20 to

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25 people as part of the finance department, still inside the hub, part of this department called

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revenue recovery, where we were auditing shippers for basically billing compliance. And it was that

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moment getting this job and getting all this work started, and I was like, I'm going to go

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to this job and getting all this responsibility that one, I proved to myself that I was capable

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of really doing anything that I set my mind to. But it also set me on this path to changing my

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major to ultimately be accounting. And everything has sort of fall from there. I ended up getting

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this fellowship at the board that writes all the accounting standards here in the US, sort of the

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most prolific fellowship you can get in my industry. And I think I got it not because I

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went to one of the top accounting programs. The other five fellows went to the top five accounting

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programs in the US. I think I got it because I already had a ton of work experience in finance

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that didn't seem ordinary for someone who was in their early 20s. So completely changed the

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whole trajectory of my career and life. And then from there, you founded your own CPA firm.

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That's right. Yep. Yep. After years of sort of struggling with and going back and forth of,

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okay, now I have all this accounting experience. I've got this fellowship,

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worked in these kind of prestigious jobs, at least on a resume. Really what I wanted to be

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was an entrepreneur. And so I was struggling with how do I reconcile all of this? And again,

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first person in my family to go to college, my parents, we were poor to early stage of a lower

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level of middle class. And I've got this great resume and making more than my parents ever had

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with their 70 hour a week jobs. And I'm going like, I'm not happy. I want to be an entrepreneur.

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What do I do? So finally, I kind of realized that I could have the best of both worlds and

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start my own firm while also kind of leveraging the skills that I developed over a decade plus

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at that point. Interesting. Well, so your book and your podcast are both great resources for

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entrepreneurs. Can you share some of your top strategies to win a business and life on our own

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terms? Yeah. So the book is really my, what I call operating system, my series of principles

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around how to win a business on your terms with less effort and less risk. It is kind of the

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culmination of all the things I had to unlearn. So I just told you about all this great fortune

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500 experience at UPS and some other fellowship. Obviously went to business school, did pretty well

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with that. And then I'm in my own business now realizing I have to unlearn everything that I

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thought I knew about business. See what you learn at business school prepares you to work at a

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fortune 500. Working at a fortune 500 job is much different stating the obvious than running a small

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business. And what I realized after a number of years, and this is one of the kind of core

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lessons in my book is that a fortune 500 company is focused on maximizing. You have to maximize

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shareholder value. That is the fiduciary responsibility of the executive team. Maximize.

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Maximize is about having the most, most amount of clients, employees, market share. Now, as fast as

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possible, maximize. As a small business owner though, we don't have the resources to maximize.

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We have to optimize. Optimize is not about having the most of everything. It's about what is the

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most important priority to you right now and putting all your resources towards that.

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Once I realized that, I started pulling at the string of all these different

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rules and principles I learned business realizing a lot of these just don't apply

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to small business owners because we're playing a different game. We're optimizing.

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What are we optimizing for? What we want. Our ideal life. If there's one thing I hope that people

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take away from listening to this episode with me today is that the biggest risk in life other than

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death is not living the life that you want. Your business, your investments, all of that exists to

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serve you and living the life that you want. They're just tools. They're just assets,

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facilitating living the life that you want. So many of us aren't following that path.

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We've created a job really out of our entrepreneurial path and now we have all these

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obligations because we've overextended ourselves. We've taken on too much risk and now everything

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has to work in our business because if it doesn't, we're in dire straits. And so now we work for

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the business rather than it working for us. And that's the wrong paradigm. That's not likely the

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reason why you got into business to begin with. So how do you help the entrepreneur solve that issue

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or like you said, optimize? Yeah. So step one is get clear on what I call your solvable problem.

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Your solvable problem is your unique definition of wealth. Take that vision board that maybe

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you've worked on of all those things that you want, the six pack abs, the great parent, the house,

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the cars, and put dollar values. How much will each of those items cost and dates? When do you want

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to fund those goals by? Once you have that, now you actually have a solvable problem. We can use

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math to calculate how much more you need to make to fund all of those goals. I built a tool that

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you can do this for for free at certaintyapp.com. You can calculate the resources you need. Once

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you know that, now you have a Google sort of Google maps for yourself to measure your progress.

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Most of us are driving to a destination, but we haven't set a time limit. And so we think we're

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getting closer, but oftentimes we're just driving in a circle or we're driving in reverse. We're

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getting further away from our goals. The objective is to get closer. We think more is always the

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answer, but the objective is to get closer, closer to our solvable problem, our unique definition of

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wealth. So we need to get really clear on what we want. And now we can figure out the most efficient

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path with the least amount of risk rather than guessing and doing a bunch of different stuff

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that's unknown. So that's the first step in the process.

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And then you help them map that out. Do you offer consulting? Do you have a group program? I know

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you've got the book and you've got the podcast. Yeah, absolutely. So what I would tell folks is

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that there's several different, what I would call wealth types. Some of us are hustlers. Some of us

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are gamblers. Some of us are optimizers by nature, savers. So we have these different tendencies.

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And based off your tendency, I would say that dictates the risks that you face in terms of the

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path, the ways in which we're going to blow ourselves up or the ways that there's a risk

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that there are assets and liabilities at the same time based off our tendencies.

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And what I would say is that we need to shift our mentality, at least in terms of wealth and our

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business, to having a net worth based focus, net worth. All the decisions that we're making

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should grow our net worth. Now I can tell you, looking at the data over the last three years,

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most of us have gone backwards. Our net worth has decreased because we've taken on a bunch

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of debt. Things like the EIDL, the economic injury disaster loan. We've taken on a bunch of debt,

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spent it. Our net worth has decreased. We didn't grow our business enough,

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but we spent all the cash. We need a net worth focus. We have a net worth focus.

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Then what that says is step one, how do we recover a bunch of resources? Where are we

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spending in areas that aren't giving us a rate of return necessary? One of the biggest factors

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is tax, way overspending on taxes. Oftentimes what I can show people is they can fund their goals

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on the timeline that they want if they recover things that they're already spending money on and

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reallocate it towards their goals. So reengineering your expenses, recovering, which you're

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unnecessarily paying in taxes, repositioning your financials. The most important financial statement

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is not the profit and loss, it's the balance sheet. That's what shows you your net worth.

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80% of small business owners if not higher are either currently illiquid, they don't have enough

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cashflow to pay their short-term debts, their expenses over the next 12 months, or they're

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insolvent. They don't have the means to pay their debts that are more than a year out.

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So you got to reposition your balance sheet so that you can actually scale and grow your net worth.

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So just to summarize, recovery expenses that aren't giving you a sufficient rate of return

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don't unnecessarily pay in taxes and then reposition your financials so that you're not

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illiquid or insolvent. That's what's going to put you in a position to actually scale your net worth

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and fund that solvable problem faster. Well, those are great recommendations. And from the CPA

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standpoint, of course, it all comes down to the numbers. So what is your next milestone?

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Yeah. So I love that question. And what I tell folks is that I am more theme-focused than goal-focused.

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So I usually will pick a theme for the year. Last year was joy. How can I do more things that give

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me joy? And then I kind of try to build my life around the things that I'm doing that are giving

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me more joy. This year, my focus is on, this is a term that I learned from this guy, Dr. Michael

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Gervais. He has a podcast called Finding Mastery. And in his recent book, he talks about the first

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rule of mastery. And he talks about how you can never achieve a level of mastery if you have

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FOPO, fear of other people's opinion. And he says the biggest pathway to FOPO is when you have a

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performance-based identity as opposed to a purpose-based identity. When you're performance-based,

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you're always focused on comparing yourself against others, which puts you right in that fear of

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other people's opinions stage. So this theme for me for this year, my next milestone is becoming

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much more purpose-focused. I would say that that's been an emphasis. But if I'm being truly honest

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with myself, the last 20 plus years has been all about performance. And I've spent too much time

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comparing myself against not just others, but this mythical level where I'm supposed to be,

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which I've invented in my own head, where I'm supposed to be at this stage in my life.

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And then of course, it's always further away than where you are now. So where you're supposed to be,

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you keep moving the goalposts out. So even though you've exceeded your wildest dreams,

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you're still not to where you were supposed to be. And so my next milestone is really

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this theme for this year, which is to be much more in alignment with being purpose-focused.

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So where can my listeners learn more about you and your services and your book and your podcast?

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Yeah, so probably the best place to go would be to go to riggingthegame.com.

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Now that's going to have a reference to my book. It's going to have a reference to the different

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businesses that I'm involved in. You can sign up for a newsletter that I have called Unconventional

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Wealth and a bunch of other cool resources. Before we wrap this up, and you've given

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so many different tips and perspectives, can you offer one tip to our listeners that they

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can implement right away to create asymmetric opportunities and take action?

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Yeah. So creating asymmetric opportunities, just as some quick context, asymmetric,

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when I use that term, asymmetric risk, it means we have significantly more upside

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than downside. The great, if you study the great entrepreneurs, people who are

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wealthy in many different ways, whether it's financially or just spiritually, they've followed

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endeavors that have way more upside than downside. For whatever reason, they're naturally attuned to

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identifying these opportunities. Most of us as small business owners, we are oftentimes making

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bets, making decisions that have way more downside, way more risk than upside. We'll bet $1,000

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on Facebook ads to make $1,500. But if we aren't able to make that money back, that $1,000 might

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put us in a really deep, tough financial position or $10,000 to get $15,000 back. It's not a

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significant enough return to be considered asymmetric and resources are finite. So every

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time you tie up your money in one investment, you remove the ability for you to invest in something

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that would have a much higher rate of return. But when I say investment, I'm talking time,

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influence, energy, money, reputation. There's more than one currency. So we have to think

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about all the different currencies when we're making a bet and weighing, does it really have

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significant enough rate of return? The greatest traders in the world understand this. They

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eliminate all the downsides, so they're only left with upside. So go through all your expenses by

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vendor. Just run a report. You can do this from QuickBooks. You can run it by vendor for the last

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12 months. Identify all those expenses is either, is it a core expense? Yes or no. Core means your

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business can't exist without it. We have to have it. Anything that you say, no, it's not core,

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is an investment. It's a bet you're making something that's going to give you more time,

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influence, money, energy, reputation. And it better be giving you a significant return on that

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investment, at least the return you need to fund your solvable problem. If it is not meeting that

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return, then you have to ask yourself, should I cancel it? Or what would it take for me to make

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this investment something that is meeting my desired rate of return? And am I willing to put

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in that effort? That's where we're going to recover a ton of resources, time, influence,

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money, energy, reputation. We're going to recover all those bets that we made that aren't giving us

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a significant enough return. We're going to reallocate it towards the big returns. And

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that's how we're going to create the home run opportunities and live the life that we want with

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less effort, less risk, and more options. Well, thank you so much for that. Thank you for joining

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me today and being part of this episode. My pleasure. Thank you so much. And thank you all

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to our listeners for tuning into another episode of Milestone Moments in Business and Leadership.

