#198 · Downhill longboarding made me $400K/mo

youtube ↗Client Acquisition

As a 16‑year‑old, what should I focus on to overcome my lack of experience and turn my youth into an advantage?

The main disadvantage of being young is that people won't take you seriously because you lack experience. Clients' biggest risk is whether you've delivered the requested result before; without a track record, that risk stays high. To overcome this, you need social proof. If you have family members or friends who can vouch for you, use that to check the box and move forward. Since Upwork requires you to be 18+, you can't use it yet, but Freelancer.com allows users from 17, so prepare to join there when you turn 17. In the meantime, focus on building any proof you can — maybe small projects for family or friends — to demonstrate capability. When you're ready, launch on Freelancer.com and keep building your reputation.

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Related answers

youtube ↗Client Acquisition

I'm 15 and can't use platforms like Upwork or LinkedIn, and clients lose trust because of my age. I'm spending about $400 a month on your program and tools. How can I overcome the age credibility issue and succeed?

My advice for anyone under 17 or 18 is to find an older person you can work with and have them be the public face of the business. You handle the back‑end work while they handle client interactions. You’ll need to pay them, but it’s similar to having a partner. Being younger actually gives you an advantage on the fulfillment side because you’ve grown up with the tools and can learn faster. If you become proficient in fulfillment over the next few years, you’ll gain a massive advantage in sales and client management compared to older competitors. In short, partner with an older front‑end while you focus on execution. The age credibility issue is real—people assume a younger person has less experience—but you can counter it by having an older face, leveraging your quick learning, and delivering high‑quality work. This approach lets you bypass the skepticism that comes with being 15 or 16.

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youtube ↗Client Acquisition

I'm 14. Should I join Maker School? I don't have my own money — should I take some from my dad? How much would I need to invest in tools for automation/cold outreach after joining, and would my age stop me from landing clients? Also, what should I say if I have no social proof for Loom videos or cold emails?

At 14, it's going to be tough — most people will second-guess taking you seriously on a call, even though plenty of young teenagers are more capable with technology than people expect. I don't think you should join Maker School at 14, and I definitely don't think you should take money from your dad without his support — if he's willing to back your entrepreneurial efforts that's different, but don't take money without permission. A big part of getting from zero to one relies on freelance platforms (Fiverr, Upwork, Toptal, Freelancer), and all of them require you to be at least the age of majority in your country, which rules out 14 pretty much everywhere. On social proof with no track record: build a system for yourself, then present it as 'I built a system that did X for a consultancy' without explicitly saying it was your own business — that implies social proof without lying outright. It's a bit of a gray area I wouldn't recommend once you're established, but at the very start of a business it's a reasonable way to get going. If you've had any kind of job before, just use that instead — it's a much easier, honest source of experience to lean on.

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youtube ↗Mindset

How can a 16-year-old agency owner build trust and be taken seriously by clients despite their age?

It's a combination of factors. Being young means you lack perceived authority and life experience, and you likely haven't had enough time to develop sales skills. Statistically, you haven't been on the planet long enough to be seen as qualified for the kinds of jobs clients want, and you're still new to sales. To overcome this, you could have someone older act as the face of the business while you handle fulfillment behind the scenes—using an Upwork profile or a family member, for example—and communicate via messenger instead of face‑to‑face calls. This is a pragmatic way to move forward, though you'll still face an uphill battle. Another option is to gain more sales experience first, perhaps by taking a phone‑sales job for a year or two before diving into agency work. I've found that as I've gotten older and more mature, earning trust has become easier; it's a mix of age, maturity, and skill. I'm not trying to discourage you—many people are willing to work with motivated, young, technically competent founders and would even take your calls and discuss a profit split. You already have a strong starting point.

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youtube ↗Mindset

Should a 17‑year‑old who can’t start a business yet get a job at a startup or focus on betting on himself with content creation?

You’ve only been a functional adult for less than a year, so a few months feels like a huge chunk of your life. It’s actually smart to get a job or work at a startup to gain experience; there’s nothing wrong with that. The most important thing is to just start doing something—any action beats waiting for perfection. Motion beats genius at rest, so don’t get in your own way. You have plenty of time ahead, so chill and keep moving forward.

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