#263 · the dumbest automation still makes the most money

youtube ↗Cold Email

Sahil says: I have a niche in law firms and solar attorneys with ~10K leads ready; I'll filter and enrich for emails and start cold email after domain warm-up. What should be the email body to get good replies? I'm also thinking about sending value up front like a doc, avoiding Loom because they aren't scalable. What kind of value should I send in my cold email, and how should I do it?

First you need an offer—something like 'I will guarantee you X result in Y time or Z' (for example, three new clients in 90 days or you don’t pay). Once you have an offer, your cold email can be: compliment the prospect, mention you work with corporate‑law professionals and guarantee them three clients in 90 days, note that such a deal could be worth $500k over a lifetime, then say you’d like to do this for them and propose a quick call within the next 2‑3 days. Guarantees remove risk, so there’s no reason not to use them; you just need some case studies to back them up.

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Related answers

youtube ↗Cold Email

What is the best strategy for sending cold emails, when did you start your first campaign, how many days did you send them, and after how long did you get your first client?

I started cold emailing around 2018‑2019 with my business partner Gurinder; those early attempts didn’t work well. I kept sending emails for about three to four years before I made any money, and it was probably closer to two years before I saw real revenue. The breakthrough came in roughly 2021 with what I called 'one second copy': I ran many cold email campaigns and offered free sample articles that were produced cheaply using AI, which hardly anyone else was doing at the time. That got me attention from big companies like Kixie. The best cold‑email strategy is to front‑load value—give the recipient more work or benefit than you’re asking for. Instead of asking for free labor, identify a problem they’re suffering from, solve it, and attach the results to your email. For example, I once rewrote 40 YouTube titles for a follower, provided a one‑click doc, and they saw immediate CTR improvements. That’s how successful, ‘rich‑people’ cold emails work: you save them time or make them money, not the other way around.

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youtube ↗Cold Email

My cold‑email reply rate is 0 % and I lack case studies for my inbound AI voice solutions. How should I sell these offers and improve cold‑email performance?

First, revisit your cold‑email fundamentals. Make sure your emails actually land in the inbox, get opened, and are compelling enough to earn a reply. Test deliverability, subject lines, and copy. A good cold‑email sequence should: 1) land in the primary inbox, 2) achieve a decent open rate, 3) get clicks, and 4) provoke a reply. If you’re not seeing any replies, you likely have a problem at one of those earlier steps. Start by creating a simple campaign that feels personal—e.g., “Hey [Name], how’s it going? I’m working on …”—and iterate until you see engagement. Once you have a working email framework, you can begin gathering case studies by offering free or low‑cost pilots, which will later strengthen your outreach.

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youtube ↗Client Acquisition

Should I focus on cold email or Upwork to reach $5‑10 k per month, and if cold email, what tips would you give to start?

You have three main approaches: cold email, Upwork, or both—and you can also upsell existing clients on follow‑up work. There’s no need to pick just one; you can do both and see which works better. If a client is already getting great value from your automation, pitch them on additional scope or an incentive‑based arrangement. To start with cold email, consider the offer size, niche, and daily email volume per mailbox, and test different tactics to see what yields results.

cold emailupworkclient acquisitionoutreach
youtube ↗Cold Email

I have an automated cold‑email stack targeting small US businesses from Seoul; what advice do you have for getting my first client and how should I price my service?

I praised the stack and said the key is to treat outreach as a lever. Early months will have a low input‑to‑output ratio, but as you refine your process you’ll see massive leverage gains. I advised starting with Upwork to build credibility and earnings, then add cold‑email outreach in parallel. Don’t abandon the core lever (Upwork) while you experiment with outbound. Focus on improving average revenue per user—if you can tie your emails to an upsell or higher‑value service, you can justify higher pricing. Start with a modest package to get the first client, then increase rates as you accumulate case studies and results.

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