Speaking as somebody who has been involved in tech sales for a long time, 'communicating' is not the main problem. You need a monetization model that channels users into paths that oblige them to pay for content. And it needs to work at scale.
$120 a year for a subscription might seem iniquitous to HN readers. From the business point of view you need over 1500 subscription to pay for a single dev working at non-large-city rate, e.g., in Richmond Virginia. That's just to run the website, not to generate content. It's a big hill to climb.
My estimate assumes a $150/year salary + benefits, $120 subscription, and 20% customer acquisition cost for each subscription.
150000 / (120 * (1 - .20))