I think Patrick is usually right on the money but I have at least 2 gripes with this post:
1) $50/month is WAY too much for the opening tier. Maybe $50/year. $50/month may sound OK to someone who already has a business generating meaningful revenue. But $50/month would be a show-stopper for most bootstrappers (which I imagine is a core audience). Especially when compared to something like Digital Ocean's $5/month.
2) The site design proposal looks pretty horrid. No doubt the current web site is also lousy, I think he could stick with something that still "speaks" to geeks. That "new" site design looks like one of these terrible templates which I think actually could send the wrong message.