# How Upwork changed our lives ($300k earned)

Page: https://stenobird.com/podcast/freelance-pros-podcast-7119889/how-upwork-changed-our-lives-300k-earned
Text version: https://stenobird.com/podcast/freelance-pros-podcast-7119889/how-upwork-changed-our-lives-300k-earned.md
Podcast: [Freelance Pros Podcast](https://stenobird.com/podcast/freelance-pros-podcast-7119889)
Published: 2025-09-23T20:02:39+00:00
Episode link: https://podcasters.spotify.com/pod/show/freelancepros/episodes/How-Upwork-changed-our-lives-300k-earned-e38ka37
Audio file: https://anchor.fm/s/ebae9cf0/podcast/play/108717607/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2025-8-23%2F408019409-44100-2-56a0cdd4c26ff.mp3
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JSON: https://stenobird.com/v1/public/podcasts/freelance-pros-podcast-7119889/episodes/how-upwork-changed-our-lives-300k-earned
Duration seconds: 2897

## Resource

Accelerate your Upwork progress: join our private Skool community https://www.skool.com/freelancepros00:00 - Intro 01:36 - Pitching Clients 02:20 - Tyler's Story 04:10 - Jessica's Story08:35 - Cold Outreach 11:15 - The Grind 14:44 - Finding Upwork 18:38 - First Impressions20:47 - Tyler's First Project23:45 - Jessica's First Project27:52 - Project vs. Retainer Jobs31:05 - Packaging Services33:09 - Positioning on Upwork 34:09 - Unfair Advantages 35:13 - Client Acquisition 36:21 - Leveraging UpworkFollow us on your favorite platform: TikTok - https://tiktok.com/@freelance_prosInstagram - https://instagram.com/freelance_prosSpotify - https://open.spotify.com/show/2ErqqPAOgHji3C5tvoKP78Apple Podcasts - https://podcasts.apple.com/us/podcast/freelance-pros-podcast/id1713233614#upwork #freelance #freelancer

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## Transcript

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