Oscar Bennett

I've been thinking about this a lot lately, especially working on AINA.

Even a few years ago, job hunting meant tailoring your resume manually and preparing for interviews mostly alone (or with a friend, or sometimes a coach if you were ready to invest).

Now AI is everywhere in the process. Candidates use it to rewrite resumes, practice interviews, and figure out why their applications aren't landing. Recruiters use it to screen resumes, write job descriptions, and even run first-round interviews.

Ours was simple. We priced for the Fortune 500 budget. Leads were coming in, interest was real, but deals kept dying. Took us months to understand why.

CFOs treat new marketing experiments like a rounding error on their total spend. If your price tag is bigger than what they mentally allow for "let's try this," the deal dies in finance, not in the sales call.

We launched a second brand at credit card swipe pricing instead. Same service, different lane.

What was your pricing mistake?

Scrolling the leaderboard this morning, I realized I could barely tell any of the products apart. Every tool follows the exact same formula, using generic keywords and audience tags jammed together. It gets to the point where my brain just glazes over after reading five identical titles in a row.

I get why makers do it since it clearly states what the product is, but it makes everything feel forgettable. Do you think this kind of predictable naming actually hurts a launch, or do people just click based on the logo and upvote count anyway?