Freelance Pros Podcast podcast artwork

PODCAST · business

Freelance Pros Podcast

Jessica and Tyler are two top 1% freelancers on Upwork. Our mission is to help other freelancers and those who are interested in freelancing learn how to become a 6-figure freelancer.

  1. 37

    How Tyler made $200K on Upwork

    00:00 - Intro 01:32 - What Made the Biggest Difference04:26 - Leverage 05:41 - Speed Up Progress 08:13 - Upwork Fees12:24 - Mindset Shift 13:35 - Upwork Mistakes 16:18 - Invite Only Jobs 19:07 - Journey to $300K 20:16 - Being a True Partner 21:48 - Understanding the Market 23:12 - Pricing Projects 27:13 - Undercharging29:05 - Getting Reviews 31:38 - Key to Success Get Upwork & Freelancing Coaching: join our private Skool community https://www.skool.com/freelanceprosFollow us on your favorite platform: Spotify - https://open.spotify.com/show/2ErqqPA...Apple Podcasts - https://podcasts.apple.com/us/podcast...TikTok -   / freelance_pros  Instagram -   / freelance_pros  

  2. 36

    How Jessica earned $100,000 on Upwork

    Get Upwork & Freelancing Coaching: join our Skool community - https://www.skool.com/freelancepros00:00 - Intro01:17 - Getting Started 02:30 - First Client 04:32 - Traction 07:09 - Lessons Learned 14:20 - Bad Clients 30:13 - Client Retention24:03 - Switching Services 26:15 - Best Advice31:07 - A Different Side of Freelancing Follow us on your favorite platform: Spotify - https://open.spotify.com/show/2ErqqPAOgHji3C5tvoKP78Apple Podcasts - https://podcasts.apple.com/us/podcast/freelance-pros-podcast/id1713233614TikTok - https://tiktok.com/@freelance_prosInstagram - https://instagram.com/freelance_pros

  3. 35

    Let's talk about freelancing in 2026

    Get Upwork & Freelancing Coaching: join our private Skool community https://www.skool.com/freelancepros00:00 - Intro 03:16 - Lesson 105:57 - Lesson 2 10:04 - Lesson 314:05 - Lesson 4 16:04 - Lesson 5 17:12 - Lesson 621:02 - Lesson 723:03 - Lesson 8 26:33 - Lesson 9 27:25 - Lesson 10 30:55 - Lesson 1136:38 - Lesson 12 Follow us on your favorite platform: Spotify - https://open.spotify.com/show/2ErqqPAOgHji3C5tvoKP78Apple Podcasts - https://podcasts.apple.com/us/podcast/freelance-pros-podcast/id1713233614TikTok - https://tiktok.com/@freelance_prosInstagram - https://instagram.com/freelance_pros

  4. 34

    How to go full-time freelance in 2026

    Accelerate your Upwork and Freelancing progress: join our private Skool community https://www.skool.com/freelancepros00:00 - Intro00:29 - Client Acquisition 01:33 - Lead Generation Systems05:19 - Feast and Famine Cycle 07:19 - Obscurity 08:48 - Lead Tracking 14:51 - Relentless Experimentation 22:11 - Success is Exponential 25:05 - Full-time Financials

  5. 33

    How to make $10K on Upwork

    Accelerate your Upwork progress: join our private Skool community https://www.skool.com/freelancepros00:00 - Intro 00:48 - Analyzing Past Projects04:31 - Unfair Advantages 05:25 - Dream Client08:12 - Client Quality 10:01 - Never Rush Onboarding 12:56 - Don't Get Comfortable 17:01 - Be Patient18:02 - Monthly Retainers20:47 - Don't Charge Hourly 23:00 - Confidence 26:40 - Value Based 28:34 - Raise Your Rates31:19 - Price Ceiling 33:23 - $1K to $10K Follow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros#upwork #freelance #freelancer

  6. 32

    Freelancers, you need to raise your rates (here's why)

    Accelerate your Upwork progress: join our private Skool community https://www.skool.com/freelancepros00:00 - Intro 00:22 - Point of Reference03:52 - Freelance Finances08:56 - Chooses Your Rates11:00 - Protecting Your Mindset13:57 - Higher Profit Margin16:46 - Don't Under Charge 21:18 - Vetting Process24:17 - Perceived Value25:41 - Skill Improvement 28: 13 - Delivering an Exceptional Service30:27 - Client Retention Follow us on your favorite platform:   / freelance_pros    / freelance_pros  #upwork #freelance #freelancer

  7. 31

    Why EVERYONE should freelance

    Accelerate your Upwork progress: join our private Skool community https://www.skool.com/freelancepros00:00 - Intro 00:15 - Job Security 03:20 - Pace of Change 05:37 - Invaluable Skills 11:27 - Testimonial Tip 14:44 - Flexibility 15:41 - Hidden Skills16:50 - Pulse on the Market 18:29 - Career Transitions 19:41 - Opportunities 23:28 - Finances Follow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros#upwork #freelance #freelancer

  8. 30

    How Upwork changed our lives ($300k earned)

    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

  9. 29

    Should you FREELANCE or start an AGENCY?

    Accelerate your Upwork progress: our Freelance Pros Skool community goes live soon - email [email protected] to be added to our pre-launch invitation list. 00:00 - Intro 00:53 - Agency Business Model 04:13 - Outsourcing Epidemic 07:30 - Freelancing vs. Outsourcing10:01 - Communication11:41 - Speed Advantage 16:41 - Selling an Agency18:41 - Branding20:55 - Lifestyle 23:56 - Network 27:56 - Client Management33:58 - Future PredictionsFollow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros#upwork #freelance #freelancer

  10. 28

    How to make your first $1,000 on Upwork

    Accelerate your Upwork progress: our Freelance Pros Skool community goes live soon - email [email protected] to be added to our pre-launch invitation list. 00:00 - Intro 00:30 - Step 1 09:47 - Step 222:57 - Step 324:02 - Step 4 Follow us on your favorite platform:   / freelance_pros    / freelance_pros  #upwork #freelance #freelancer

  11. 27

    Let's talk about the Upwork Summer 2025 Update

    https://www.upwork.com/updates/summer-202500:00 - Intro01:05 - No Fees02:26 - Job Alerts03:36 - Uma AI 04:31 - Partner Verified 07:01 - Auto Invites08:07 - Instant Interviews 21:53 - Video Meetings24:56 - No Duplicate Messages 26:19 - Offer Edits 28:17 - Milestone Reminders30:19 - Freelancer Feedback 31:08 - Suspensions Accelerate your Upwork progress: our Freelance Pros Skool community goes live soon - email [email protected] to be added to our pre-launch invitation list. Follow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros#upwork #freelance #freelancer

  12. 26

    How to avoid BAD Upwork clients

    Accelerate your Upwork progress: our Freelance Pros Skool community goes live soon - email [email protected] to be added to our pre-launch invitation list. 00:00 - Intro 00:51 - Budget 03:13 - Job Description 15:29 - Client Details 19:44 - Communication25:03 - Discovery Call31:50 - Offer Follow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros#upwork #freelance #freelancer

  13. 25

    Freelancing mistakes to AVOID

    00:00 - Intro 00:25 - Mistake #1 10:07 - Mistake #2 17:42 - Mistake #325:29 - Mistake #4Accelerate your Upwork progress: our Freelance Pros Skool community goes live soon - email [email protected] for details. Follow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros#upwork #freelance #freelancer

  14. 24

    How to go freelance FULL-TIME

    00:00 - Intro 01:17 - Step 1 - Decide 03:03 - Tyler's Story06:36 - Jessica's Story 10:39 - Stage 2 - Get the Experience 12:07 - Stage 3 - Know When You are Ready 18:49 - Why iIt's Worth It Accelerate your Upwork progress: our Freelance Pros Skool community goes live soon - email [email protected] for details. Follow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros#upwork #freelance #freelancer

  15. 23

    How to make $100/hr on Upwork

    00:00 - Intro 00:18 - Step 1 05:02 - Step 2 10:25 - Step 3Accelerate your Upwork progress: our Freelance Pros Skool community goes live soon - email [email protected] for details.

  16. 22

    Why your COLD EMAILS aren't winning you clients

    0:00 - What clients actually care about2:20 - Examples of work aren't enough anymore5:20 - Is cold email outreach oversaturated? 7:55 - Emails that ALMOST worked 9:30 - The outsourcing epidemic problem 11:12 - The naiveté blind spot problem 19:07 - What to do if cold messaging isn't workingAccelerate your Upwork progress: our Freelance Pros Skool community goes live soon - email [email protected] for details. Follow us on your favorite platform:   / freelance_pros    / freelance_pros  

  17. 21

    Upwork is changing their fees AGAIN

    Let's talk about Upwork's new "Variable Fees" for Freelancers...Upwork's article on the new fees: https://support.upwork.com/hc/en-us/articles/39620058162963-Variable-Freelancer-Service-FeeTIMESTAMPS0:00 - Our theory on why they are changing the fee3:55 - What does this mean for freelancers5:05 - Deciphering the article 9:55 - How to prepareAccelerate your Upwork progress: our Freelance Pros Skool community goes live soon - email [email protected] for details. Follow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros

  18. 20

    Is Upwork a "RACE to the BOTTOM"?

    TOPICS0:00 - Why most freelancers believe this2:45 - Two paths to choose from5:05 - When Tyler saw a glimpse behind the curtain6:35 - What most freelancers fail to realize about Upwork10:47 - You must avoid this at all costs14:27 - Avoid the scarcity mindset by doing this17:12 - So is it a race to the bottom?Accelerate your Upwork progress: our private High Level Upworker community goes live soon - email [email protected] for details. Follow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros

  19. 19

    How to create a 6-figure portfolio on Upwork

    Our High Level Upworker community and masterclass goes live soon - email [email protected] for details. TOPICS0:00 - Quality vs. Quantity5:10 - Disqualifying work8:38 - Presentation matters11:45 - Use BTS 14:20 - Take advantage of client's skepticism 17:20 - Case Studies18:10 - Depth and Breadth (Within your niche) 21:30 - Lean on dataFollow us on your favorite platform: https://tiktok.com/@freelance_proshttps://instagram.com/freelance_pros

  20. 18

    The differences between FULL-TIME and PART-TIME freelancers

    Our High Level Upworker program goes live soon - email [email protected] for details!TOPICS0:00 - Difference #14:25 - Difference #2 9:00 - Difference #313:14 - Difference #4

  21. 17

    This is why Upwork is the BEST freelancing website

    Join our High Level Upworker program - email [email protected] TOPICS0:00 - Reason #1 4:33 - Reason #2 8:02 - Reason #3 11:34 - Reason #4 12:28 - Reason #5

  22. 16

    The biggest PROBLEMS with Upwork (as top freelancers)

    TOPICS: 0:00 - Problem 1 5:55 - Problem 2 8:47 - Problem 3 10:18 - Problem 4 13:02 - Problem 5 Follow us on your favorite platform: https://instagram.com/freelance_pros https://tiktok.com/@freelance_pros

  23. 15

    How to stop WASTING your Upwork Connects in 2025

    TOPICS: 0:00 - Stop doing this until you're ready 3:55 - Competitive Vs. Qualified 12:04 - Get in earlier 14:00 - Know your ratios and track stats properly 17:30 - Reframe your thinking and understand the grand scheme of things Follow us on your favorite platform: https://instagram.com/freelance_pros https://tiktok.com/@freelance_pros

  24. 14

    How to WIN MORE WORK on Upwork in 2025

    TOPICS: 0:00 - Mindset 4:02 - Track your data 8:00 - Commit to specialize 9:55 - Personal brand

  25. 13

    What we learned as top 1% freelancers on Upwork in 2024

    Want to join High Level Upworker? Email [email protected] with some details on your freelancing experience. TOPICS: 0:00 - Intro 0:15 - Lesson 1 3:30 - Lesson 2 4:28 - Lesson 3 6:30 - Lesson 4 8:32 - One spot left in High Level Upworkers! Follow us on your favorite platform: https://instagram.com/freelance_pros https://tiktok.com/@freelance_pros

  26. 12

    How to win HIGH-VALUE clients on Upwork

    Want to join High Level Upworker? Email [email protected] with some details on your freelancing experience. TOPICS: 0:00 - Intro 1:08 - Defining High Value Clients 5:36 - Proposals that attract High Value Clients 9:56 - Profiles and Portfolios that attract High Value Clients 13:26 - Discovery Calls and Communication with High Value Clients 20:30 - Upwork Coaching for free (for now) Follow us on your favorite platform: https://instagram.com/freelance_pros https://tiktok.com/@freelance_pros

  27. 11

    THIS is why you're struggling on Upwork

    Want to join High Level Upworkers? Email [email protected] with some details on your freelancing experience. TOPICS: 0:00 - Big Mistake Number 1 5:14 - Big Mistake Number 2 8:49 - Big Mistake Number 3 13:44 - High Level Upworker

  28. 10

    How to get 5-star reviews on Upwork (every time)

    0:00 - Intro 0:32 - Upwork reviews are similar to Amazon reviews 1:16 - "No Feedback Given" is not a good look! 3:42 - Getting reviews from clients takes work 4:40 - Importance of Timing 6:54 - Where to bring up the review 7:55 - Bring it up throughout the project 10:35 - Use leverage to get the review 12:50 - Hold the clients hand if necessary 15:08 - Aim for a ratio of 4 to 1 15:30 - High Level Upworker Coaching Program

  29. 9

    How to get your FIRST freelance client on Upwork

    0:00 - Intro 0:13 - Try to diagnose the issue 1:30 - Elevate all aspects of your profile (HIGH LEVEL profile) 4:30 - Portfolio 8:55 - Profile Video 11:50 - Be more patient and selective 14:03 - Leverage past and current clients 16:04 - Recap 16:35 - We are looking for beta testers for our course & coaching program

  30. 8

    Our Upwork freelancing success strategy ($5-10k/mo)

    Here's our Upwork success strategy if you want to get to 5-10K a month on Upwork!  TOPICS: 0:00 - Intro 0:47 - You need to specialize 2:41 - Elevate your entire profile 4:52 - How to get your first Upwork reviews 5:39 - Leverage your unfair advantages 6:38 - Lean into video content 8:20 - Being selective is an advantage 10:42 - Broaden your niche 12:24 - Raise your rates as you gain leverage 14:07 - Become the obvious choice freelancer 16:13 - Let us coach you if you want to speed up this process! Follow us for more: instagram.com/freelance_pros tiktok.com/freelance_pros

  31. 7

    How to LEVEL UP your freelancing on Upwork

    TOPICS:  0:00 - Soft Skills vs. Hard Skills in freelancing 5:44 - 5 Star Communication Skills 8:04 - Soft skills can give you the EDGE you need to win freelance work 9:22 - Being responsive vs. being solution oriented 10:35 - Use mirroring to align with clients 13:16 - Be concise, responsive and proactive  17:50 - Use soft skills to avoid nightmare clients Follow us for more: instagram.com/freelance_pros/ tiktok.com/@freelance_pros

  32. 6

    New UPWORK Changes for Freelancers in 2024

    Freelance Pros Podcast - Episode 6 - Biggest changes to Upwork for Freelancers TOPICS: 0:00 - We're back, where have we been? 0:26 - Upwork removes Feedback Removal option for Freelancers 3:41 - Cost of using Upwork continues to increase 8:42 - New Portfolio display options 9:34 - Upwork invites Freelancers to apply to become Expert Vetted 14:20 - Upwork cracking down on Freelancers trying to pull clients off the platform 23:24 - Our Upwork Masterclass is almost finished, and we need beta-testers! Follow us for more: instagram.com/freelance_pros/ tiktok.com/@freelance_pros

  33. 5

    How to charge as a freelancer: HOURLY vs. FIXED pricing

    Freelance Pros Podcast - Episode 5: Hourly vs. Fixed Pricing Follow us for more: instagram.com/freelance_pros/ tiktok.com/@freelance_pros

  34. 4

    How to build a six-figure freelancing MINDSET

    Freelance Pros Podcast - Episode 4: Mindset Follow us for more: instagram.com/freelance_pros/ tiktok.com/@freelance_pros 0:00 - Intro 0:43 - Jessica's mindset when she started freelancing 1:55 - How to defeat imposter syndrome 3:49 - Using sheer determination to overpower negative thoughts 5:05 - Scarcity mindset and perfectionism 6:50 - Action Oriented vs. Perfectionism 8:54 - Biggest mindset trap on UPWORK 15:05 - How to overcome scarcity mindset and imposter syndrome 19:19 - The power of having a savings fund 22:25 - You will never stop battling negative thoughts 23:31 - Outro

  35. 3

    How to build a PORTFOLIO as a freelancer (or Upworker)

    Freelance Pros Podcast - Episode 3: How to build a PORTFOLIO as a freelancer (or Upworker) Follow us for more: instagram.com/freelance_pros/ tiktok.com/@freelance_pros 0:00 - Introduction 0:51 - How to build a portfolio from scratch 1:46 - Spec work 2:33 - How Tyler built his portfolio from scratch 5:30 - Advantages of Spec work 6:20 - How Jessica built a portfolio from scratch 7:35 - Leverage your job to build a portfolio 9:00 - How to use all three methods (free, spec, job) 9:41 - Less is more 11:10 - The three phases of your Portfolio 12:22 - Elevating the presentation of your work 16:43 - How to link your work 18:26 - Outsourcing the presentation upgrades 19:23 - Recap

  36. 2

    How to GET FREELANCE CLIENTS on UPWORK

    Freelance Pros Podcast - Episode 2: How to GET FREELANCE CLIENTS on UPWORK Follow us for more: instagram.com/freelance_pros/ tiktok.com/@freelance_pros 0:00 - Introduction 0:20 - How clients view hiring on Upwork 1:25 - Our 10-Point Scoring System explained 3:07 - Portfolio - 3 points 3:44 - Proposal - 2 points 5:28 - Communication - 2 points 8:40 - Job History and Reviews - 2 points 10:51 - Profile Photo and Video - 1 point 13:42 - Clients all have different values 14:19 - What to do if you have no reviews 14:49 - How to become a top-tier Upwork freelancer 17:39 - Wrap up and outro

  37. 1

    How we ESCAPED our 9-5 and became SIX FIGURE freelancers using UPWORK

    Freelance Pros Podcast - Episode 1: How we escaped our 9-5 and became full-time freelancers! Follow us for more: instagram.com/freelance_pros/ tiktok.com/@freelance_pros 0:00 Podcast introduction 1:32 How Jessica left her 9-5 5:13 What Jessica did after quitting her job 7:00 How Jessica got her first retainer client 8:00 How Jessica got more clients with Upwork 11:53 How Tyler left his 9-5 15:08 How to know if your portfolio is strong 15:44 Tyler's first year of freelancing and discovering Upwork 20:16 Biggest takeaways for people wanting to go freelance

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ABOUT THIS SHOW

Jessica and Tyler are two top 1% freelancers on Upwork. Our mission is to help other freelancers and those who are interested in freelancing learn how to become a 6-figure freelancer.

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Freelance Pros

Frequently Asked Questions

How many episodes does Freelance Pros Podcast have?

Freelance Pros Podcast currently has 37 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Freelance Pros Podcast about?

Jessica and Tyler are two top 1% freelancers on Upwork. Our mission is to help other freelancers and those who are interested in freelancing learn how to become a 6-figure freelancer.

How often does Freelance Pros Podcast release new episodes?

Freelance Pros Podcast has 37 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to Freelance Pros Podcast?

You can listen to Freelance Pros Podcast on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts Freelance Pros Podcast?

Freelance Pros Podcast is created and hosted by Freelance Pros.
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