How acceptable is a repeated promotion on Reddit, HN, etc?

When I say repeated, I mean after you make some changes in maybe 2-4 weeks span. Of course, no community would like to be spammed.

I've done posting before and gained some audience. The situation was good becasue it didn't take off my time doing a heavy promotion.

But, those channels feel like one-off promotion. Users slowly fade away (pre-product market fit). At the same time, I think it's too early to go into social media marketing since that takes away too much time.

My ideal would be this cycle:

1. Gain 10 users.
2. Iterate on the product based on the usage.
3. Many of those users leave

• Repeat 1-3 until the product market fit is found.

Have you done repeat posting your products at those threads? How often?