The Freelance Insider Show is an inside look at the freelance world.
The Freelance Insider Show
Every week we’ll take an in depth look at the topics on the minds of freelancers.
It doesn’t matter whether you’re just getting started or trying to ramp up your freelance game, you’ll find practical tips and advice you can use to grow your freelance business.
We’ll look at important topics such as pitching clients, setting rates and avoiding burnout so you can truly grow your freelance business.
Check back every Saturday for new episodes!
I started my freelance journey back in 2014 and I’ve built up a bank of information in this dusty old noggin of mine since then. I look forward to passing on whatever I can to you.
Hope you enjoy the episodes and don’t hesitate to drop me a line at [email protected] if you have any questions, show suggestions, or even if you’d like to be a guest on the show!
You’ll find all episodes of the Show in the player below or if you prefer to enjoy the episodes on Youtube, you’ll find links to individual YouTube episodes at the bottom of this page.

The Freelance Insider Show gives you a real-world look at what it takes to build and grow a successful freelance business. Whether you're just starting out or leveling up, each weekly episode delivers practical tips, strategies, and no-fluff advice you can actually use — from landing clients and setting your rates to managing burnout and staying motivated.
🎯 Ready to hit reset and build a freelance business that works for you? Grab your free Freelance Reset Checklist at https://alcalder.eo.page/hq52z and start strong.
Let’s get started!
I spent years blaming everything except the mirror. In this episode of The Freelance Insider Show, I share my origin story — the one mindset mistake I made at the start of my freelance career that cost me 10 years of growth, and the simple shift (the Creator Success Staircase) that changes everything.
🔑 In this episode:
✔️ The Creator Success Staircase framework explained
✔️ Why imposter syndrome is the real barrier — not circumstance
✔️ Why platforms like Upwork keep you stuck
✔️ How cold pitching beats competing against 50 proposals
✔️ The one thing you need to commit to starting today
📌 Highlights:
– The Creator Success Staircase
– My 2012 story: nearly losing the house
– The early 2000s web design business mistake
– The mindset shift: stop waiting for permission
– Upwork vs. cold pitching strategy
– How to unlock the gate and keep going
🎙️ The Freelance Insider Show 🎙️
Subscribe so you never miss an episode ➡️
https://remoteofficeworld.com/the-freelance-insider-show/
➡️ Other Resources & Links:
✔️ Freelance Reset Checklist (free):
https://remoteofficeworld.com/
✔️Al’s LinkedIn:

Episode & YouTube Links:
- Episode 01: Why Most People Fail at Freelancing (And How to Know If You’re Different)
- Episode 02: The Secret to Finding a Freelance Niche That Actually Attracts Clients
- Episode 03: How to Build a Freelance Portfolio With No Experience (Starting From Zero)
- Episode 04: The Real Reason You’re Undercharging as a Freelancer (And How to Set Your Freelance Rates With Confidence)
- Episode 05: Why Choosing the Wrong Freelance Platform Can Crush Your Momentum (And How to Avoid It)
- Episode 06: Why Most Freelancers Fail at Pitching (And the Secret to Landing Your First Client)
- Episode 07: The Hidden Formula to Managing Freelance Contracts and Setting Expectations (Without Stress or Conflict)
- Episode 08: The Secret of How to Stay Organized As A Freelancer (Without Feeling Overwhelmed)
- Episode 09: The Secret to Marketing Your Freelance Business Without Paid Ads (And Actually Getting Clients)
- Episode 10: The Secret of How to Handle Rejection and Criticism as a Freelancer (And Bounce Back Stronger)
- Episode 11: The Hidden Formula of How to Manage Your Freelance Finances Like A Pro
- Episode 12: Why Building Long-Term Client Relationships Is Easier Than You Think (Even for New Freelancers)
- Episode 13: Why Most Freelancers Hit a Ceiling (And the Secret to Scaling Beyond It)
- Episode 14: The Secret to Avoiding Burnout as a Freelancer (Without Giving Up Your Dream Career)
- Episode 15: The Secret of Transitioning from A Freelance Side Hustle to A Full-Time Business (Without Risking Everything)
- Episode 16: The Hidden Strategy for Building A Personal Brand As A Freelancer That Attracts Clients
- Episode 17: The Mindset Shift Thinking Like A Business Owner (Stop Struggling and Start Growing)
- Episode 18: The Future of Freelancing Embracing AI (Stop Worrying and Build Momentum)
- Episode 19: From Hollywood to Freelancers: How Steven Puri’s Sukha App Helps You Focus and Get More Done
- Episode 20: How to Land Your First Three Clients in 30 Days – Part 1: Laying the Freelance Foundation
- Episode 21: How to Land Your First Three Freelance Clients in 30 Days – Part 2: Networking With Your Inner Circle
- Episode 22: How to Land Your First Three Freelance Clients in 30 Days – Part 3: Exploring Online Platforms and Marketplaces
- Episode 23: How to Land Your First Three Freelance Clients in 30 Days – Part 4: Cold Outreach That Works
