Removing Yourself as the Bottleneck - What That Means for Freelancers
47m | Sep 24, 2026One of the biggest advantages of freelancing is that you don't need a big team to build a business.
But that can also become one of your biggest problems.
When you're the business, everything depends on you. More clients can mean more money, but they can also mean more work, more admin, more emails—and ultimately less freedom.
In this episode of The Freelance Insider Show, I sit down with Jordan Solander, an entrepreneur and business coach who has been building businesses since he was 13, starting with a snowplow business and eventually building and exiting an eight-figure company.
Today, Jordan helps business owners identify and eliminate the bottlenecks that keep their businesses dependent on them.
We talk about why doing everything yourself can actually prevent your business from growing, how freelancers can create leverage without hiring a large team, and how systems, virtual assistants, contractors, automation, and AI can help you get your time back.
In this episode, we discuss:
■ The Bottleneck Problem: Why the skills that make you successful in the early stages of a business can eventually become the very things that hold it back.
■ "Nobody Can Do It Like I Can": Why entrepreneurs struggle to delegate—and why someone doesn't need to do something exactly your way for it to be valuable.
■ Systems Before Employees: Why freelancers don't need a staff of 30 people to start creating leverage in their business.
■ The Leverage Stack: How virtual assistants, contractors, automation, and AI can take repetitive work off your plate without requiring a traditional team.
■ The Ego Trap: Why doing everything yourself isn't always hustle or work ethic—and can sometimes be ego disguised as productivity.
■ Delegation vs. Abdication: How to give someone an outcome, guardrails, and the authority to make decisions without simply handing over the keys to your business.
■ The Pick One Thing and Remove Yourself Sprint: A simple way to start identifying the work you shouldn't be doing anymore.
■ Building Institutional Knowledge: How documenting repetitive processes can turn the knowledge in your head into systems that allow your business to operate without you.
■ The 30-Day Test: Jordan's ultimate test for determining whether you've actually removed yourself as a bottleneck.
00:00 The Freelancer's Bottleneck Problem
01:11 Jordan Solander's Entrepreneurial Journey
01:16 Starting a Business at 13
02:36 How Jordan Became the Bottleneck
04:20 You Didn't Build a Business—You Built Yourself a Job
04:38 Systems and Leverage for Freelancers
06:09 Why Doing Everything Yourself Isn't Always Hustle
06:31 The Ego and Control Problem
07:55 Delegation vs. Abdication
09:20 What Should You Actually Delegate?
11:10 Building Leverage Without Employees
13:00 How to Start Working With a VA
15:00 The Right Way to Delegate
17:00 Why Smart People Leave When You Micromanage
19:00 Finding the Bottlenecks in Your Business
21:00 The Pick One Thing and Remove Yourself Sprint
23:20 Building Institutional Knowledge
26:00 The 30-Day Test
32:00 How to Safely Delegate and Protect Your Business
34:00 Removing One Thing at a Time
44:00 Turning Freed-Up Time Into Revenue
45:46 Jordan's Business Coaching and AI Agency
46:39 The Ultimate Test: Can You Walk Away for 30 Days?
47:24 Final Thoughts
Connect with Jordan Solander:
◼ Business coaching — https://JordanSolander.com
◼ AI agency — https://solander.ai
The Freelance Insider Show:
◼ Website — https://remoteofficeworld.com
◼ Podcast Episodes — https://remoteofficeworld.com/the-freelance-insider-show/
◼ LinkedIn - https://ca.linkedin.com/in/allan-calder-59066391
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