PODCAST · business
Freelance Pros Podcast
by Freelance Pros
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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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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.
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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