1. Neither do I.

2. You've got me there.

3. Neither do I.

Congrats on $2k/mo from Wordpress. You can't do another one and make it $4k/mo? Maybe if you picked a specific industry vertical to target, like lawyers or accountants, you'd be able to charge higher prices. Maybe if you rethink the packaging of your offering --- instead of "a product for Wordpress", you sell an entire offering that happens to be "Wordpress Compatible" --- you can escape the price points people have for Wordpress offerings.

4. I learned the trick and I'm building another $1-2k product. $4k is much harder because these markets are highly competitive. But I can't build 25 products and support them (or manage their support). Maybe a couple products that sell for $25k/month.

I sent you an email.

Having a $2k/month semi-passive income stream is pretty relevant to this discussion!

Given that you have the savvy to get that much, you would do much better to develop and build upon that success than to start trying anything else. A lot of people struggle and it takes them years to get to $1-2k a month in product sales. If you can do that now, you could be at the pre-takeoff point of a hockey-stick curve without realizing it.

I would take tptacek's advice, and develop your WP product. Make a Pro or Enterprise version, make a version with a monthly support cost, offer a premium support plan, offer annual billing, make a family of related products, etc. Or do all of the above.