#229 · how to upwork in 2026

youtube ↗Lead Generation

What's the best way to get leads for AI automation service? Should I choose one niche, one automation, or go multiple niches and automations? I did Upwork, got two clients, total of 60 bucks. I guess the competition is higher there or I'm just a lazy person.

It's not that the competition is really high or that you're lazy. Realistically, it's a combination of multiple factors, but you're missing that you're not applying the right effort at the right place—being strategic with your effort. It's not that you're lazy if you don't get the results you want; often you simply haven't applied your high levels of willpower in the right tactical place.

lead generationai automationnicheupwork

Related answers

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.

ai websiteai automationlanding pageupsell
youtube ↗Lead Generation

How can I get leads with almost no budget for an AI agency targeting small web agencies, and what automation offer should I propose?

With almost no budget, you can buy leads cheaply—services like LeadsFinder sell leads for about $0.50 per 1,000 (or $1.50 per 1,000 with emails), so a list of a thousand leads costs just a couple of dollars. Once you have leads, the best automation offer for web design agencies is a lead‑generation system, because most of them have no leads at all. You can sell them the same cold‑email or scraping setup you used to acquire them, then upsell speed‑to‑lead tools, simple CRMs, project‑management templates, and reactivation sequences that follow up with old leads. In short, start with a lead‑gen offer (the thing you’re already using to get clients), then layer on other automation services as they see results.

lead generationcold emailautomation offer
youtube ↗Niches

What niches are currently most in demand for automation in the US, such as HVAC, dentists, and law firms?

We have a bunch of people in Maker School experimenting with a wide landscape of niches, which is a benefit of being in the community. You can see which niches are working and which aren’t. HVAC, dentists, and law firms aren’t making a ton of money with automation because there aren’t enough of them to apply high‑volume, iterative strategies. I don’t recommend focusing on local services; instead go entirely digital and target industries with large headcounts that can benefit from automation without hurting profitability. The biggest boom right now is recruitment, which saw a surge of interest and will likely rise again. I also suggest experimenting with recruitment, older‑school agencies that haven’t caught up, MSPs, IT consultants, and similar businesses that can source leads automatically via tools like LinkedIn Sales Navigator.

automationnichesdigitalrecruitment
youtube ↗Client Acquisition

What types of businesses or clients should a beginner target on Upwork (or similar platforms) when starting with AI automation?

Accept any and all work on Upwork—think of it as an elevator that instantly connects you to large businesses you’d never meet otherwise. Even as a total newbie, you can land a client doing $10–$20 million a year within a week, giving you a powerful case study like 'I helped a $10 million/year business achieve X, Y, Z.' At this stage, don’t worry about qualifying or tightening the funnel; go broad to bootstrap experience, collect case studies, and start making money. The creator shares a personal example: a friend who jumped on Upwork while he was door‑to‑door went from zero to a legitimate $30 000/month income in three‑to‑four months by maximizing opportunity and landing a big‑ticket client whose needs matched his skill set—something the creator missed while grinding door‑to‑door for $5 000/month.

upworkbeginnerclient acquisitionfreelancing