Diandra Escobar – The LinkedIn Engine – Free Download Course

Summary

Podcast Episode Summary

Podcast: Great New Courses - Online eLearning With The Best Coaches
Episode: Diandra Escobar – The LinkedIn Engine – Free Download Course
Host: Eric Mega Download
Date: June 29, 2026

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Episode Overview

This episode centers on actionable advice for freelancers aiming to succeed on Upwork, featuring hands-on cover letter strategies, mindset shifts, and a practical template proven to yield results. Diandra Escobar (with references to her million-dollar Upwork experience) offers listeners concrete guidance, especially for those struggling to land their first clients.

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Key Discussion Points & Insights

1. The Reality of Upwork: Why Most Don’t Succeed

• 86% of Upwork Users Never Earn a Dollar
  • “Eighty-six percent of the people who sign up for Upwork never earn a single dollar.” (00:17)
  • Diandra explores the main reasons why so many freelancers fail on Upwork:
    • Focusing on themselves, not the client
    • Prioritizing quantity of proposals over quality
    • Sending rapid-fire, generic cover letters

2. The Top Three Freelancer Mistakes

• Self-Focus Instead of Client-Focus
  • Test: “If the first word of your proposals is ‘I,’ then you’re definitely gonna want to steal my entire cover letter template.” (00:29)
• Copy-Paste Approach
  • “If you change fewer than 10 words every time you send a cover letter, you're playing a very dangerous game.” (00:35)
• Lack of Genuine Engagement with Client Needs
  • “If you spent less than a minute reading the job description, reviewing the client’s past feedback and stats, and incorporating that into your cover letter…then that’s how people fail and quit Upwork forever.” (00:39)

3. Transforming Your Upwork Game

• Mindset Shift: You’re Not an ‘86 Percenter’
  • Diandra motivates listeners to act differently and rise above the mass of unsuccessful freelancers (00:48).

4. The Million-Dollar Cover Letter Template

• Walkthrough and Structure (00:56–02:16)

  • Personalized Opening:
    • “Hey, Jim, sounds like there could be a fit here.”
  • Demonstrate Industry Knowledge:
    • “I've done a ton of editing work for YouTube channels. I know it can be really challenging and time consuming...”
  • Sympathize with Client’s Pain Points:
    • “Most of my clients tell me that they don't have time to spend a thousand hours learning how to edit.”
  • Solution Orientation:
    • “The simple solution. Let me handle it.”
  • Proof with Results:
    • “Insane Products: 3 viral videos with over 2 million total views…”
    • “CoreTech: 87% average video retention...”
    • “Bonanza Books: Corporate Explainer video that led to a 200% increase in leads within three months.”
  • Call to Action:
    • “Sound like a fit? Shoot me a message and let's organize a time to meet today.”
  • Support with Portfolio & Social Proof:
    • “P.S. I also attached two work examples…you'll also find my client reviews that will tell you everything you need to know…”

• Key Quote, Template Philosophy:

  • “You're showing you're a great fit and you understand the client's struggles and frustration. The simple solution: let me handle it.” (01:06)
  • “I’m not your average video editor. If you’d like to get a feel for what I do that’s a little different from everyone else, then check out this video…” (01:39)

5. Customization & Personalization

• Template is a Guide, Not a Script
  • “Are you now telling me that I should copy paste this forever? No. We're not just about getting out of the 86%. We're about going from the 14% to the 0.14%.” (02:19)

6. The “Not So Obvious” Upwork Tip

• Experimentation is Key
  • “And so the one tip to supercharge your Upwork game—experiment. You've got to experiment with different cover letters.” (02:28)
  • Encourages listeners to watch the linked video for more on cover letter experimentation (02:34)

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Memorable Quotes

• On Mindset:
  • “Starting today, you don't do any of that anymore. You're not going to be an 86 percenter.” (00:47)
• On Proof of Value:
  • "The Insane results you achieve for your clients show that you're different and that you can achieve the same kind of results that your potential client wants too." (01:52)
• On Going Beyond Templates:
  • “We're not just about getting out of the 86%. We're about going from the 14% to the 0.14%.” (02:19)

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Timestamps for Important Segments

• 00:17 – Diandra states the Upwork “86%” statistic and introduces main freelance pitfalls.
• 00:29–00:39 – Breakdown of the top three freelancer mistakes.
• 00:56–02:16 – Presentation and analysis of the winning Upwork cover letter.
• 02:19–02:28 – Clarification on staying adaptable, not relying solely on templates; the power of experimentation.

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Notable Moments

• The humorous opening dialogue between parent and child (00:00–00:12) sets a relatable tone for freelancers struggling to get started.
• The direct offer to download the template and watch a full walkthrough (02:04) provides real, actionable value.

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Summary

This episode delivers a blueprint for freelancers to radically improve their Upwork approach by abandoning self-centered, copy-paste tactics, and focusing instead on client-centric, highly personalized, proof-driven proposals. Diandra Escobar’s winning cover letter template and call to constant experimentation provide a clear, step-by-step roadmap—with real examples and proven results—for any freelancer aiming to break into the top 0.14% on Upwork.

Transcript

[A]

Why haven't you made any money?

[B]

But mom, I've been sending upwork proposals for weeks.

[A]

What are you writing?

[B]

Template.

[A]

Are you sure it's good?

[B]

But the guy said he made a lot of money with it.

[A]

Can't you check how much they made? What?

[B]

Today I'm gonna give you your new upwork proposal. It's earned me over a million dollars and it's gonna change your life. But first you need to understand that 86% of the people who sign up for upwork never earn a single dollar. Here's the top three reasons why the 86 percenters are fail and what you're not gonna do. They focus on themselves instead of on what the client wants. Here's a test. If the first word of your proposals is I, then you're definitely gonna want to steal my entire cover letter template. They go for quantity over quality. These people think that just sending more proposals is the goal. It's not. If you change fewer than 10 words every time you send a cover letter, you're playing a very dangerous game. They send rapid fire proposals. If you spent less than a minute reading the job description, reviewing the client's past feedback and stats, and the incorporating that into your cover letter to help you stand out, then that's how people fail and quit. Upwork forever. Starting today, you don't do any of that anymore. You're not going to be an 86 percenter. Because today I'm going to give you one not so obvious tip that will help you supercharge your upwork game. But first, I'm going to show you this cover letter. It's earned me over a million dollars. And I've taught this cover letter structure to both beginner and experienced freelancers who have used it to win countless jobs. And you can too. Hey, Jim, sounds like there could be a fit here. I've done a ton of editing work for YouTube channels. I know it can be really challenging and time consuming to plan out the video source B roll, cut and regrade the footage, handle sound design and produce an excellent end product. In fact, most of my clients tell me that they don't have time to spend a thousand hours learning how to edit. Here you're showing you're a great fit and you understand the client's struggles and frustration. The simple solution. Let me handle it. Here's a few examples of the results my clients are Getting. Insane Products 3 viral videos with over 2 million total views. CoreTech 87% average video retention with 250,000 views. Bonanza Books Corporate Explainer video that led to a 200% increase in leads within three months. You've solved this problem for other clients before, and they think you're awesome. I'm not your average video editor. If you'd like to get a feel for what I do that's a little different from everyone else, then check out this video I put together for Mike. He's the founder of Insane Products that I mentioned above, who ended up having his video get over a million views. Here's the link. The Insane results you achieve for your clients show that you're different and that you can achieve the same kind of results that your potential client wants too. Sound like a fit? Shoot me a message and let's organize a time to meet today. I'm looking forward, Tom. You're giving them a crystal clear next step. P.S. i also attached two work examples that I think you might like, but you can check out more of my work on my upwork profile. You'll also find my client reviews that will tell you everything you need to know about whether my clients think I'm worth it. Also, also be sure to leave a like on this video. At this point, you're probably asking, but wait a second, Evan. This one's for Tom, the video editor. I'm not a video editor. I'm in a totally different niche. How do I customize it so it works for me? Well, if you want to download the COVID letter and watch a full video walkthrough on how to customize it for yourself and your niche, then the link is in the description below. You're also probably saying, but hold on a second. You just told me that copy paste is the enemy. Are you now telling me that I should copy paste this forever? No. We're not just about getting out of the 86%. We're about going from the 14% to the 0.14%. And so the one tip to supercharge your upwork game experiment. You've got to experiment with different cover letters. And to do that, watch this video right here to learn your next cover letter. But Mom.