#273 · the 5 tiers of client outreach, ranked

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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Related answers

youtube ↗Cold Email

What quickfire tips would you give someone setting up their first cold outreach campaign with Instantly from scratch?

No links or HTML in cold emails; write informally, like you're texting someone at a bus stop with a 30-second pitch. Treat each second of their attention as something you're buying with the previous second—make the email worth their while. Frame email as a successive purchase of attention; assume they're also scanning other messages, which raises the bar and keeps you focused on what makes you different. Technically, limit to about 30 emails per day per mailbox; if you add images, HTML or links, cut that volume significantly. Don't worry about bounce rates with Instantly (auto-shutoff at 5%); prioritize speed to lead and market, and optimize later.

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youtube ↗Cold Email

How can I do cold outreach with little money? I'm starting an agency and can't afford cold email tools; I'm using cold calling instead. Can you suggest low-cost tools or a quick guide?

You don't need money to do cold outreach; everyone has a free mailbox (email). You just need to figure out the email address and be willing to trade some time for potential money. As a beginner with time but little money, you can manually write and send cold emails—each taking 3–4 minutes, allowing 10–20 per day, which is less than an eighth of a typical workday. Tools aren't required; they only speed up a process that's already potentially profitable. You can also send cold DMs via Loom video on LinkedIn, X, Instagram, TikTok, etc.

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youtube ↗Cold Email

I'm planning on doing cold email outreach scraping Facebook ad library. I want to send an email to Loom to each person. I'm offering an autoresponder to help real estate agents with contacting leads as soon as they fill out a form. What would be the best return on my time? Cold emails, personalized texts, or creating Loom videos, free trial set agent, sending that in the email.

Return on your time would be trading a little bit of your money for said time through getting these cold email platforms and using AI to personalize your icebreakers and send them out. If you just think about strictly return on time, that would be the way. But in your case, Lucas, from experience, because you're in maker school, I know you're at the very start line of your business and don't have a lot of access to capital right now. For you, it's not about return on time; you can do things that are poor return on time because you have a lot of time. Something that would be a poor return on time would be things like custom Loom videos. Despite being poor return on time, they're a lot higher intent. So there's a difference between efficiency and effectiveness. Right now you're asking about efficiency, best return on time. What you should really be asking about is effectiveness given 12 hours a day. Why not just work all of that time to bootstrap your first client, and once you have some revenue coming in, focus on scalability.

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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.

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