How to keep going when business isn’t fun anymore


Two quick things:

1) I'm hosting a free CEO Bootcamp on April 16th. RSVP here. If you sign up, I'll send you the recording.

2) I recorded a podcast episode where I answered the following questions:

  • My 10 year goals
  • The perfect startup for an inexperienced entrepreneur
  • Best place to build an audience and how
  • Raising kids, my storage portfolio setup and more.

Click here to listen on Spotify or Apple Podcasts.

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How to keep going when business isn’t fun anymore:

About 10 years ago I read The Dip by Seth Godin.

It's a very short book (about 100 pages) that took me just a few hours to read.

I took some notes and did some thinking and writing at the time.

This is what I learned:

The truth is, everything in life has a dip.

At first it’s fun and exciting. You make a lot of progress really quickly. The learning and early achievements keep you engaged.

Then the dip happens. The learning slows down. The excitement wears off.

There is a dip with everything in life – especially the things worth doing.

Think about a new relationship and the excitement and bliss that comes along with that. Then once the newness wears off relationships take work and dedication like anything else.

Think about weight loss. Losing that first 10 pounds is easy and exciting. Sometimes you can do this in your first month of trying to get fit.

But losing that last 10 pounds and then keeping that weight off for the next 5 years is a grind and a sacrifice. It's hard. The same goes for picking up any hobby. Doing any job. Learning any new skill.

As I've talked about before, there is no perfect opportunity.

There is no home run. There is no open uncontested market where we have a red carpet laid out in front of us to succeed.

It takes hard work for a very long time to grow something special and build the life we want.

Navigating the dip in business:

The dip is incredibly real in entrepreneurship.

Once the fun and excitement wears off it becomes tedious work.

SEO takes a long time to kick in. Word of mouth marketing takes momentum and a solid customer base before it starts to work.

Paid ads take time. Building out a sales team and getting them excited to make cold calls not just in months 1, 2, and 3, but months 25, 26, and 27 is hard work.

Building out systems and processes and then sticking to them month after month and year after year is a grind.

It's boring. It's repetitive. It's time consuming. It's hard. It's work.

It’s a long term game and it isn’t always fun.

Winners know when to buckle down and push through the dip and when to fold the cards and move on.

Winners know when to turn down opportunities.

Winners have the guts to stick with the right stuff and give up on the wrong stuff and the logic to make good decisions on which is which.

Its all about consistent delivery over time.

Joe Pulizzi, the author of epic content marketing talked about the content marketing timeframe.

The amount of time between when you start delivering consistent valuable content to when you can monetize it.

The shortest time frame is 9 months. The average time frame is 15-17 months. You have to add value first and build that base before you can profit.

Business is no different. You are going to have to work hard for 9 months before the traction starts to pick up.

Before the SEO kicks in. Another year before the word of mouth marketing takes off.

Another year after that before you can build out systems and step away from solving most problems and building a team.

After 3 years you can start spending your time doing what you want. Its a long game.

My business partner Dan and I didn’t pull any money at all out of Storage Squad for the first three seasons.

We put every dollar back in.

We did a food budget for $5 per day when we were living in his uncle’s house in Chicago working for a year.

We slept in warehouses or on friend’s couches because we couldn’t afford hotels while we were on the road.

Things move very very slowly for a long time and then they all happen at once. Its crazy how this works.

You might be working on several different business deals at once and they all move very slowly. Some fizzle. Some continue to develop.

Working hard on processes or just simply putting your nose down and working for a little while to push through when all of the sudden a lot of big things happen at the same time.

I think this is common among entrepreneurs and most people feel like they have big wins suddenly and in rapid succession when you least expect it.

How do you know when you should push through?

Before you start you need to do a thorough market analysis to verify that the customers are plentiful and the competition is weak. I’ll quickly go over the basics:

Make sure competitors are out there doing exactly what you are thinking of doing. This means there is a market for it.

This means customers exist. If there are no competitors you have a new idea. New ideas are risky and I don’t like spending a bunch of time and money on something that is risky.

You are stuck trying to convince customers that they need what you are offering. You are creating a market. That takes money and risk and I don’t like it.

Make sure the competitors have more customers than they can handle. The best way to do this is call them on the phone and find out their lead time.

You can get a feel very quickly for their volume. Luckily – most in person services are growing because folks don't want to do this hard, manual work. This is a good sign. Check this box.

Find some flaws in the competitors where you can gain a competitive advantage.

My favorite here is an online presence, content marketing and customer service. You need to be able to be more accessible, have more eager professionalism and a lower lead time.

People are willing to pay more for service tomorrow vs next week. Make sure there is an opportunity there.

If you haven’t done this market analysis stop now and go do it. You can’t make an accurate decision without it.

Is the light at the end of the tunnel worth working towards? What are the odds of success?

This is why I hate new ideas. The gains can be massive but the odds are against you. Working hard for years and investing money on a 5% chance of success is not a game I’m interested in playing.

That light at the end of the tunnel is not worth working towards – I’m quitting and moving on.

Do you understand that value isn’t the same as money?

The hard and important work is understanding value.

It’s easy to ignore value because we can’t see it, touch it or count it. It isn’t liquid this very moment.

In order to trade it for money we need to nurture it and invest in it and make it legible to others. The successful entrepreneurs know this all too well. They know how to recognize it. They know how to measure it. They know how to grow it. They know how to invest in it and build it.

What is your definition of success?

How much money do you need to live the life you want? What is your number? Get this number and work backwards. Can this business achieve this for me? If I want to make 20 or 30K/month can I do it? If the answer is no I’m quitting and moving on.

How good do you need to be to get there?

This is why I don’t like new idea businesses. You can definitely win and people do win big but its hyper competitive and you have to be in the top 1% to win. I don’t like those odds.

An important part of this is that you have to realize not all value is measurable in money and this business doesn’t have to be your end life goal.

Too many people don’t start or finish a business because they have big dreams to change the world.

Understand that your business is simply a stepping stone to what is next. You are doing the long hard work without instant gratification so you have more OPPORTUNITY later and you LEARN A LOT.

Your network will grow. You will learn more about management. You will buck your 9-5.

You will do something bigger and more specialized next time. You will make more money down the road. You don’t need it all right now.

Not every dip is worth pushing through because time is your most valuable asset and it’s very limited.

So when should you give up?

The people who win in life are really good at making the decisions to give up.

How do you frame the decisions and what should you keep in mind?

When the going gets tough how do you make the decision?

First, set measurable goals with time stamps.

Don’t just fly by the seat of your pants and treat every day as a new day.

Think a few years ahead and work backwards with measurable goals that you can quantify. Customer numbers. Revenue figures.

Don’t be afraid to cast a wide net and specialize as opportunities develop.

Be careful not to spread yourself too thin and have the courage to say NO when your energy is best used in the most promising endeavor.

Keep your emotions out of it.

It is so easy to pursue something because its your passion and not because it makes logical sense and there is market need. Be a stoic and look at things with a clear mind.

This is absolutely critical. Fear, anger, greed, passion can all cloud your decision making.

Avoid the sunk cost fallacy. Don’t waste another precious second if you realize the outlook is bleak and its time to move on.

Trust the process. Trust your instinct. Power through it if the light at the end of the tunnel is bright and the odds of reaching it are worth pursuing.

Embrace the struggle and realize that if it were easy everyone would do it.

If you can survive the dip while many others quit, you can win in a major way.

Most people I know quit in years 2-3-4 when the excitement wears off. Don't be this person. I've learned that around 5 years in is when things really start to rock and you build some serious momentum and after 7-10 years you'll be in the place you always dreamed of.

So my advice is this:

Don't be scared of the dip. Know that it's coming. Acknowledge it, prepare for it, and if it makes sense, keep pushing through.

That is where all of the upside is gained if you can make it to the other side.

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A few tweets from this week:

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Nick Huber
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@sweatystartup
5:21 PM • Mar 27, 2025
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P.S. I wrote my first book. It's coming 4/29/25.

I recorded the audiobook myself.

You can pre-order it here.

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Nick Huber
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@sweatystartup
3:18 PM • Feb 21, 2025
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Onward and upward,

Nick Huber

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I have financial interest in many companies mentioned in this newsletter.

Nick Huber

I own a real estate firm with over 1.9 million square feet of self storage and 45 employees. I also own 6 other companies with over 400 employees. I send deal breakdowns with P&Ls. Newsletter topic: Real Estate, Management, Entrepreneurship

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