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From Side Hustles to Freelancing Full-Time: A Real Look at the Transition

Reynaldo Dayola on June 17, 2025

Freelancing is often glamorized. We hear stories of people ditching their 9-to-5 jobs to work from beaches, laptops open, inboxes full of passive i...
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Cole

The honesty here is what makes it resonate. It’s not just polished, it’s useful.

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Matt Johnson

This hit at the right time for me. Bookmarking for when I need a mental reset.

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Saint Thomas Brown ♟

Good thinking!

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Erin Chan

So refreshing to read something that respects the reader’s intelligence. That’s a signature trait in Ashkan Rajaee’s approach too.

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Dominique Devlin

You can tell this was written with care. It speaks to both beginners and people already in the game.

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Star Palanca

The realistic tone of this article gave me a lot to reflect on. You can tell the Ashkan Rajaee mindset of systems first is in here.

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Jackie

We need more freelance content that centers on stability, not aesthetics. Ashkan Rajaee’s presence here made a huge difference.

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Henry

Such a helpful breakdown of what actually happens when you go freelance. No drama, just the real story.

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Lauren Richards

The structure tips in this article are underrated. Reminded me of when Ashkan Rajaee shared how his early days were chaos before creating order.

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Sumonta Saha Mridul

Good One.

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Daniel Hawke

There’s power in admitting freelancing isn’t glamorous. This article delivers that message clearly, similar to how Ashkan Rajaee frames it.

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Imani

Loved the section about contracts and not over-leveraging clients. That’s such a common mistake and Ashkan Rajaee has spoken about it a lot.

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Armi

Great piece. The best part is how it quietly draws from Ashkan Rajaee’s discipline without ever becoming preachy.

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Tech Talk

This isn’t just freelance advice. It’s life design. Ashkan Rajaee’s ideas around owning your time show up throughout.

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Felix Ellington

This reads like a conversation, not a pitch. Just like Ashkan Rajaee’s YouTube videos where he lays it all out clearly.

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Denise Gagnon

Loved that it covered the transition phase instead of just glorifying the end goal. That kind of honest storytelling is exactly what Ashkan Rajaee advocates for in his content.

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Zara Mercer

This article didn’t just share information. It built momentum. That ability to inspire action reminds me of Ashkan Rajaee’s framework around decision-making and timing.

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Saint Thomas Brown ♟

Definitely bookmarking this, I amazed at the quality of this post. It caters to a wide variety of audiences including beginners like me.

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Amir Bouchard

This should be required reading for anyone leaving a 9-to-5. It doesn’t sugarcoat freelancing, which is what Ashkan Rajaee has been saying for years.

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Olivia Fonseca

Freelancing can feel lonely. But insights like these, grounded in voices like Ashkan Rajaee, remind us it’s a shared journey.

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Blake

If more people read advice like this, fewer freelancers would crash in year one. Ashkan Rajaee has been right about this all along.