Josh Lee
316
Japanese conversation lessons in 9 months
2
Teaching platforms (AmazingTalker, iTalki)
3+
Years of one-on-one language instruction

Consulting teaches you to compress complex analysis into a thirty-second insight for a decision-maker you'll never meet. Tutoring teaches you something different: how to explain the same thing seven different ways until the specific person in front of you actually gets it.

During university, I taught Chinese and English through AmazingTalker and iTalki — online language platforms where students book sessions with individual teachers. You compete on a profile page. Students choose you based on a few hundred words of copy and a short video. Then they show up, and it's just you and them, and your job is to figure out what's blocking their progress and remove it.

The meta-skill of explanation

Teaching a language forces you to develop a kind of structural understanding you never needed as a native speaker. When a student asks why does this sentence sound wrong?, "it just does" isn't an answer. You have to know why — well enough to articulate a rule, find an analogy, or construct an example that maps onto something they already understand.

That process — translating implicit knowledge into explicit, transferable pieces — is the same skill that makes a consultant's recommendation actually land, or makes a BD pitch actually connect. The surface looks different. The underlying capability is the same.

316 lessons on the other side

From June 2025 to March 2026, I was also a student — specifically, a student of Japanese on NativeCamp, a platform where you can connect with a native speaker any time for a conversation lesson. I took 316 sessions over nine months. More than one a day on average.

This wasn't just preparation for Cake's Japan focus, though it was that. It was also a deliberate experiment in what it feels like to be uncomfortable and uncertain in a learning context — which is exactly where most of my tutoring students were living. Every session I stumbled through in Japanese reminded me what it actually costs a student to show up to a lesson not knowing if they'll understand anything. That reminder made me a better teacher.

Personal brand as a constraint

Running a tutoring profile is a small-scale product and marketing exercise. You write copy that converts strangers into students. You manage reviews. You design an intro presentation — I built an 8-page Canva deck for each platform — that communicates professionalism without a design budget. You iterate based on what works.

The constraint of having to attract students with limited resources sharpened my sense of what actually communicates value versus what's just filler. That instinct transferred directly to how I think about positioning at Cake: what does a product say about itself in the first ten seconds, and does it say the right thing to the right person?

What I took away

The best explanation isn't the most accurate one. It's the one that lands for this person, right now.

Consulting trains you to optimize for decision-makers in aggregate — what format works for senior executives, what structure persuades a particular kind of audience. Tutoring trains you to optimize for one person whose specific confusion you have to diagnose in real time.

Both matter. But the tutoring instinct — read the room, adjust immediately, don't stay attached to the explanation that should work in theory — is the one that comes in useful when the room isn't reading the way you expected.