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#113 · The EXACT Loom Video Strategy That Made Me Over $250,000

youtube ↗Cold Email

Should I add multimodal outreach methods like Loom videos, and can you show a quick example?

Absolutely. I often record a short Loom video when applying to Upwork gigs or reaching out on LinkedIn. I open the job posting, record my screen while I explain how I’d solve the problem, and attach the video to the application. It’s a quick, visual way to demonstrate competence and stand out. I’ll walk through an example: I open Upwork, find a $80K‑budget lead nurture funnel, then record a Loom walkthrough of the flow I’d build, showing the Airtable integration and instant sequences. That’s the kind of multimodal outreach that can boost response rates.

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Related answers

youtube ↗Lead Generation

Should I use my real face or a hacker‑style avatar on my Upwork profile?

On Upwork definitely use your real face—it's a corporate platform and clients want to work with you not a cartoon avatar. Your profile picture matters less if your presentation is strong but a genuine photo builds trust. Recording custom Loom videos for proposals makes a huge difference; aim to maximize the success chance of each individual proposal. Two reasons: first for newcomers custom Looms let you practice and deliver your value proposition without the cost or stress of live calls or cold outreach effectively giving you free sales‑rep practice. Second personalized outreach maximizes the return on every dollar you spend on Upwork connects—if someone watches your video you want the highest chance they'll convert. In short use a real face and invest in tailored Loom videos to get the most out of your Upwork spending.

upworkprofile picturecustom loomsproposals
youtube ↗Cold Email

Can you show how to set up a cold email campaign with Loom videos for each outreach?

I don’t run a fully automated cold‑email system with Loom videos because it doesn’t scale well. Instead, I keep a simple Google sheet with columns for first name, last name, company, email, icebreaker, and a Loom link. I add each lead to the sheet, automate the icebreaker, then manually record a short Loom video (2‑4 minutes) for each prospect, talking about their specific needs. Sending 15 personalized videos takes about an hour of recording plus an hour to set up—so it’s doable but not highly scalable. The nuance is that customized Loom videos conflict with the goal of high‑volume automated outreach; the best approach is to do the recordings yourself when you want that level of personalization.

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youtube ↗Lead Generation

Which is more effective for outreach: cold calling detailers or DMing them to ask if I can send a Loom video pointing out a small mistake on their Google Maps listing, and then sending a personalized Loom if they agree?

I don't like this approach because you're just copying what everyone else does, and that rarely works well. You need a unique take—being a strategy copier rather than a tactic copier. If you only copy tactics, you'll be saturated as everyone else does the same thing, reducing value through supply and demand. Understanding the underlying strategy lets you go much farther. Instead of the trite 'Can I send you a Loom video I just recorded pointing out a problem?' actually do the work: record the video, show the exact mistake on their Google Maps listing, and offer to fix it for free to demonstrate your skill. This can deliver disproportionate value and potentially earn you $10,000 a month more. Focus less on hacky tricks like offering to send a Loom video and more on constant value delivery and doing the work consistently. If you can do that over time, you'll succeed. A smart move is to split‑test different methods for four to six weeks, then double down on what works. If you had to pick one outreach method to start with, I'd choose cold calling, but I don't think you should rely solely on either cold calling or DMing for Loom videos. If you do send Loom videos, make them custom for each person. Hopefully that clarifies my idea.

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