I see a lot of software that's priced at about $1000. Stuff like photoshop (formerly at least), hex-rays[1], ICC[2]. Who is the target audience for these products? Individuals/enthusiasts will be hard-pressed to come up with the money, while large companies will be able to afford it and could even buy 10 or 20 without a second thought. So who is expected to buy it?
1: https://www.hex-rays.com/
2: https://softwarestore.intel.com/SuiteSelection/ParallelStudio
There is a market segment between enthusiast and enterprise where people pay real money for software which supports their freelancing and consulting. Hex-rays and (and formerly photoshop) fit in this category. Similar things might be wireless site survey software, antenna/ EM modelling, CAD, all kinds of engineering software really. "Pro versions" of security software, landscaping software, you name it.