#260 · if you're not doing outreach 90% of the time, you're doing it wrong

youtube ↗Lead Generation

Is it the right approach to focus on Upwork, use Loom outreach to build demos, upskill by creating workflows from Upwork job descriptions, and post those systems on MakerZero for feedback?

That sounds reasonable. MakerZero is my free community where I host all my resources. Your point about doing outreach 90% of the time is spot on—if you're doing less than 90%, you're likely doing something wrong. Spending all your time rebuilding your website just spins your tires. If you have something, your core constraint is getting it out into the world. The unfortunate reality of outreach is that about 80% of people never see what you send, so you need roughly 5x more outreach than you think is reasonable. Most people think they need 15‑20% of their day on outreach, but they actually need 80‑90% like you're doing. You'll get a couple of clients, and then your reach volume will naturally drop, so just keep going.

upworkloom outreachmakerzero

Related answers

youtube ↗Lead Generation

Hey Nick, after I joined Maker School, what would be the rough monthly budget that I should have considering all the tools and upper connects can add up quite a bit? Sorry, I didn't mean to down thumb you. If you give a specific number range, thanks a lot.

Your monthly budget varies mainly with outreach volume. Many people find sending 10 Loom videos daily overwhelming, but I never considered it hard when starting out. Think of it like coal miners who just accept mining as their job—your baseline for effort. Not everyone does 10 Upwork applications daily (my month‑one recommendation); we usually taper to 3‑2 per day later. Upwork connects average about $3 each; after boosting and view‑rate adjustments, assume roughly $4 per day if you send four applications daily, totaling ~$240 monthly if done 20 days a month. The idea is that by the time you’ve spent that amount, you’ll likely have landed a client who covers at least that cost, ideally 5‑10×. Add fixed beginner costs of $100‑$250 for Upwork. You’ll need a cold‑email system: I recommend services costing $55‑$60 for mailboxes/domains in month one, then $35/month thereafter (e.g., Instantly, Smartlead). Lead‑scraping services run about $1‑$1.50 per thousand leads; targeting 3,000 leads adds ~$5/month. Putting it together: ~$40 for cold‑email, $50‑$60 for mailboxes/domains, and $100‑$250 for Upwork connects, giving a realistic monthly range of $350‑$400 for a total beginner doing moderate outreach. The biggest variable is how much outreach you actually do.

outreach budgetUpwork connectscold email cost
youtube ↗Lead Generation

Reese Cooper asks: I have an 8‑hour job paying $500/month, I’ve already spent that month’s money, and Upward connects cost money I don’t have. Should I double down on other outreach methods or just give up?

No problem, you should definitely double down on other forms of outreach. There are two ways to get clients: money‑intensive methods, where you spend money to acquire clients fast, and time‑intensive methods, where you spend time instead of money. In Maker School I focus on money‑intensive tactics, but the amount of money needed is actually very low compared to most businesses. For example, cold email might cost around $220 a month (software, mailboxes, leads), which is about 44% of your $500 take‑home — still a lot when you also need to pay rent. Upwork Connects cost about $2.50 per application; using the Connect strategy 20 days a month adds roughly $250, bringing your total outreach spend to about $470, or 94% of your income. Clearly, spending that much on paid outreach isn’t realistic. If you don’t have money to spend, you trade your time for what that money would have bought you. Start with cold DMs: combine the best of my cold email and Upwork approaches, and send them on LinkedIn, X (Twitter), Instagram, and Reddit — about 20 per platform each day. At three minutes per message, that’s roughly four hours a day, yielding around 1,200 outreach attempts per month. Even with a modest 5% reply rate and a 25% booking‑to‑close rate, you could land a few clients and start generating income. As you reinvest those earnings, your outreach becomes more scalable and your hourly effective rate improves. Another time‑intensive tactic is community posting: join relevant Slack, Discord, LinkedIn, Facebook groups, answer questions daily for two weeks, then start posting your own value‑driven content. When you gain visibility and authority in those communities, people will DM you for help, letting you pitch your services and turn those interactions into leads. The core idea is to trade time for money early on; as your earnings grow, you can gradually shift back to money‑intensive methods and reduce the time you need to spend.

cold emailupworkcold dmcommunity posting
youtube ↗Marketing

What are the non‑negotiable tasks for growing from $10K to $100K a month?

The non‑negotiable daily tasks are essentially the same as when scaling from $1K to $10K – they’re all about consistent marketing. I always start at the top of the funnel: marketing, then sales, then the transformation event, onboarding, fulfillment, and finally admin and re‑engagement. Previously I focused on cold‑email outreach, time‑boxing one to two hours each day and making at least one improvement to my emails – whether a tiny copy tweak or a full rewrite. I’d also respond to all outstanding leads on platforms like Upwork, Freelancer.com, and Fiverr, then handle sales and client management. Nowadays the focus is more on content (videos, community engagement) because community members become my marketers. I aim to spend roughly 20‑30% of my energy on marketing each day (sometimes up to 50‑60%). Consistent daily effort on these core activities is the only thing that reliably drives growth.

non-negotiablemarketingdaily
youtube ↗Lead Generation

Two years into building an automation agency alongside my consulting job I have three clients generating $20K revenue—one from Upwork, one from cold email, and one referred from that cold email client. The cold email ROI is great but relying on a single client per month isn’t repeatable. I’ve built several AI tools (SEO generator, social post generator, meeting summary tool, product copywriter) and have healthy inboxes but almost no meetings. I’m considering a productized, done‑for‑you service helping CFOs get invoices paid faster. Should I scrap the current model and go all‑in on one narrow offer, or does having only three clients in two years indicate something else is broken? Also, am I not doing enough outreach?

I think the core problem isn’t the offer itself but the amount of outreach you’re doing. Based on the numbers you shared you’re probably doing far fewer outreach actions than a typical agency—maybe 24 × less than you think. If you tally every email, DM, call, or LinkedIn message you sent in the first month you’ll see you could have done many more. The growth equation is simple: more outreach equals more leads, which equals more clients. So before you scrap the model, double‑down on consistent, high‑volume outreach (cold email, LinkedIn, etc.) and track those metrics. Once you have a reliable pipeline you can decide whether to specialize, but the immediate fix is to increase outreach dramatically.

cold emailoutreachproductized offer