#187 · How One Man Generated a 30x ROI on Upwork (Step by Step)

youtube ↗Lead Generation

What's the best way to sell a new AI automation service to agencies that are already spammed with similar offers?

You fell into the classic trap of building a product before confirming anyone wants it. Instead of guessing, first validate demand: create a bare‑bones MVP of your AI blog writer, spend 30‑45 minutes testing that it works, then go straight to market. Tell prospects you’ve built a system that can generate high‑ranking, news‑based blog posts for just a couple dollars each and that you believe it can save them money or make them money. Offer to jump on a call to discuss. If you get a positive response, then you can invest in building out the full content‑creation system and refining the offer. If you keep building without that feedback, you’ll eventually hit sunk‑cost territory where further effort doesn’t make sense. As a quick test, you could send a few thousand cold emails to gauge interest before doing any more development.

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Related answers

youtube ↗AI & Automation

What business model do you think will grow over the next five years with AI?

I explained that our old content‑marketing model for SEO agencies, magazines and affiliates is being destroyed by AI. Content writing demand is disappearing because a single writer with AI can produce what used to require large teams, and readers no longer consume newspapers or magazines—they ask AI for summaries. So that model is essentially dead. Instead, we decided to build the same AI tools we created for 1 Second Copy and offer them as a service to other businesses. The better the AI gets, the more valuable the tools become. We leveraged the exact same marketing mix we’d used before, and in our first month we generated over $20 k. That proved the concept and gave us the runway to iterate further.

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youtube ↗AI & Automation

I’m selling AI websites to local businesses with good response but low perceived value; should I switch to an AI automation agency for higher value, despite lacking case studies and needing to target bigger clients?

Start by giving value up front: build a landing page for each prospect, show it to them, then offer to build the full website (or revisions) as a paid service. This lets you demonstrate value, increase reply rates, and later upsell AI automation. You can create many landing pages daily using AI tools (e.g., Claude Max) for little cost, then move clients into higher‑ticket automation services.

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youtube ↗Niches

Is niching down to marketing agencies a good option for an AI automation agency, and what assets can I send to marketing/creative agencies that aren’t just AI‑generated?

I think marketing agencies are great; I niche down with them and make more money than most with an equivalent service. Whether you need to differentiate depends on your goals—if you aim to be the Uber of automation agencies selling to marketing agencies at $100M/year, you'll need more differentiation than just 'marketing agency'; if you want a tiny niche, you can target whatever you want, especially if you have experience to stand out. As for assets to send to marketing or creative agencies that aren't just AI‑generated: you can build them whole HTML websites (customized with context) and host them; generate newsletters from templates; create PPC ad creatives based on trending ad‑library content; produce high‑quality proposal templates; make slide decks; essentially any day‑to‑day marketing agency deliverable can be generated with AI, but the biggest impact is the customized HTML template because clients are impressed by receiving a full website.

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youtube ↗Offers

What offers could I sell, and can my existing AI systems be used as leverage? Which type of business owners should I target and where are they? Should I sell a service and use AI to fulfill it instead of selling AI directly?

You’ve already built a DM qualification skill that let you charge 40% more on a client deal, plus LinkedIn content automation that generates one to two inbound leads per day. That gives you solid social proof, but you need to frame it in concrete, dollar‑sign metrics. Instead of talking about the system itself, talk about the results it can deliver – for example, 20 to 40 meetings per month and an estimated pipeline value of $25,000. Position yourself as helping small‑to‑medium business owners who aren’t massive enterprise CEOs – think a 30‑something running a three‑person agency who wants to relax a bit. Provide clear value to that audience. As for offers, you can sell virtually anything: the DM qualification skill, LinkedIn and content automation systems, management services, social‑media brand growth, niche video editing, AI‑enabled video editing, or even content edited with tools like Hyperframes or Remotion. Lead sources are typically scraped from LinkedIn Sales Navigator where prospects voluntarily share a lot of information.

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