More advanced session tracking to see how and what a customer interacts with on the site before completing checkout. Shopify based.

Love the first few points of this post.
Sometimes I feel like I AM leaving money on the table if I won’t move my margin a bit lower (I have insanely high, great margins). Knowing another competitor will sweep them up.
I have great faith in my product and service which is demonstrated in these conversations, and I know a good majority who go the opposite route will end back at me at some point.

With that being said, I know my worth and feel comfortable at what I charge knowing I am providing a great product/service, making a good profit and my customers are thrilled.

What do you think is the appropriate answer for “trivial” acquisitions like that? Is it better to potentially sell yourself short early, OR let the customer go their route and potentially end back at your product?

If you want a side hustle, solve a problem.
Generally speaking, tech problems are hard to solve. They require a ton of money, work, knowledge etc. There’s most likely an app or service already out there 100x your size, that you’ll never be able to compete with.
Look into reselling IPTV, low barrier to entry, everyone watches tv. Customers are everywhere. Won’t go much into it as there’s 100 other things you can do, but this is an example.