How to delegate anything!


I have over 400 employees across my portfolio.

I've been able to scale because of the people I've hired and delegated both tasks and decisions to.

The beautiful thing about owning a business and hiring people is that I can work 40-50 hours per week (or zero if I want to!) but my team still works 16,000+ hours every week for me.

They each add 40 hours of their own effort while I steer the ship and make key decisions that will move us all forward. This is why people, and the art of hiring and delegation is the ultimate form of leverage.

But the truth is, most people do it wrong. When new entrepreneurs first consider delegation, they think:

"This all sounds great and easy. I’ll just hire somebody and tell them what to do. Then I’ll send them on their way. Right?"

Wrong!

A huge mistake people make is they actually delegate too fast and too aggressively.

They tell somebody what to do one time and turn them loose. This often happens with higher level managers who are used to managing teams and running projects. Problems come up, and they dish them off with a Slack message, a phone call, a text or an email. “Hey, go do this. Thanks.”

I once had a manager who did this all the time. The process went something like this: I’d spot a problem at the company and would get to the bottom of it with a few questions.

For example, I’d be listening to customer service calls at my storage company. Our sales reps script would be off, and I’d want to change the order in which they said something.

Let’s talk about our discount first and then let’s work into the unit pricing and try to figure out what location they are calling about.

“Hey Maria,” I’d say. “Let’s change this. Can we switch the order?”

“Done." She’d say.

A few weeks later, I’d listen to the calls again, and the order still wasn’t right. The reps weren’t mentioning the discount first. What happened?

What happened is that my manager didn’t follow through, follow up, and give guidance. She simply passed on the message and considered the change implemented.

But in reality, when you delegate, you have to tell an employee what to do, coach an employee on how to do it, and then follow up with that employee to make sure they change something about how they are doing their jobs. It is a process. It takes time!

So I have come up with a very simple, very useful formula to delegate more effectively. I say that it's:

My job. Our job. Then your job.

First, it is my job.

My job is to make sure that you can do the work efficiently before I stop working with you. Then I’m going to make it our job and our responsibility together. I’m going to hold your hand. I’m going to coach you. I’m going to check your work and listen to the call and make sure it's happening correctly.

I’m going to provide feedback. I'm going to answer questions. This process can take weeks or even months with important initiatives that you need to delegate.

Then, when I am finally comfortable with the way you are performing the job and confident in your continued ability to do it, it is officially your job and it is no longer on my plate.

Warning - Successful delegation takes follow up and continued monitoring!

If there is no accountability, employees will slip back into easier ways or shortcuts. Running a company is a constant system of checks and balances.

Everyone needs to know that if they don’t do their jobs the way they need to be done, somebody will find out and they will be approached. This is how you properly delegate.

So as an entrepreneur, you must understand that delegation is a process.

There is hand holding involved. It is hard work and takes time. As an owner, you are investing in people and teaching them things that take weeks or months. It doesn’t happen overnight.

My advice: Do the work. Show the process. Teach the employee. Be available. Answer their questions.

You will likely need to do this 5-10X for important tasks before it's fully engrained.

Don't get frustrated here. This is NORMAL.

Think about it:

Can someone learn to play piano after just one lesson? Would you show up and only share the sheet music with them once and expect them to be world class by next week or next month?

Of course not. All skills take time + reps.

Business management and effective delegation is the same.

You can't expect your employees to be perfect on day 1, or day 30 or after a single conversation. The more time that you invest as a leader, the better your results will be.

A note on management and communication:

I have also found that people have extremely short attention spans.

If you talk all day, an employee will retain about 15 minutes of it. If you write a 1,000 word email, an employee will skim it and forget 900 words of it.

If your training video is 20 minutes long, nobody will watch it.

They may look at you and nod...but they aren't paying attention.

ALWAYS keep your instructions short and simple.

If you can say something in 15 seconds that it takes others three minutes to say, you will drastically outperform other managers when it comes to delegation.

Clear and simple communication, both written and verbal, is a superpower.

So is repetition.

You are going to have to say the same thing over and over again before it gets through.

This is what education and training actually is.

Guidance, communication, repetition, feedback.

This is how your team will improve.

I hope this helps and makes the journey of delegation easier.

--

P.S. If you've never delegated before, the easiest way is to PRACTICE.

I recommend hiring an executive assistant in South Africa, Sri Lanka, Philippines or Latin America for $1,500 per month.

They will speak great English, work in your timezone and help you with anything you need.

Want to meet one of these folks this week?

Respond to this email and I'll make it happen.

--

A few posts from this week:

twitter profile avatar
Nick Huber
Twitter Logo
@sweatystartup
11:52 PM • Jan 23, 2026
14
Retweets
115
Likes

--

--

--

--

Onward and upward,

Nick Huber

Share with friends, get cool free stuff

  • 1 Referral: 200+ Free Business Ideas cheatsheet
  • 3 Referrals: Delegation & Hiring (101)
  • 5 Referrals: Twitter Growth Course ($500 value)
  • 10 Referrals: Nicks Real Estate Starter Class ($749 value)
  • 100 Referrals: 30 Minute Call w/ Nick

Please note, these rewards are in limited supply, get moving while they last.

[RH_REFLINK GOES HERE]

Facebook Twitter Whatsapp Linkedin Email

PS: You have referred [RH_TOTREF GOES HERE] people so far

See how many referrals you have

Thanks for reading! If you loved it, tell your friends to subscribe.
If you didn’t enjoy the email you can unsubscribe here.
To change your email or preferences manage your profile.
600 1st Ave, Ste 330 PMB 92768, Seattle, WA 98104-2246

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

Read more from Nick Huber

Quick note: I'm hosting a free online workshop on how to build an insanely profitable business on February 10th. Learn more here. -- In life, you have an important choice to make. You can make things happen, you can watch things happen, or you can wonder what happened when life passes you by! Most people either wait, watch or wonder what happened. They simply react. Life happens and they try their best just to survive. They get done with work for the day, go home, flip on the TV and then go...

Watch this clip. I'm really glad to see this get traction. I think too many people shame women who want to be stay at home moms. And the sad part is that it is usually other women: Nick Huber @sweatystartup Moving from Boston to Athens, Georgia when I was 26 was one of the most important decisions of my life. Here’s why: 10:51 PM • Jan 7, 2026 166 Retweets 1932 Likes Read 127 replies -- What I'm about to say will upset a lot of people. If this offends you, I'm sorry. But here goes:...

I spend a lot of time asking my high performing friends what frustrates them about their work environments. What do you dislike about your boss? What drives you crazy and causes stress at work? What makes you feel unproductive? These conversations have taught me a lot about what to do and even more about what not to do. And I’ve used these insights to design a place where high performing employees want to work. As a result, I have very little turnover. I’ve created compensation plans to keep...