This is unusually insightful for a LinkedIn post. One question, though: towards the end, it suggests that GPL/AGPL products, which are more defensible against commercial competitors who simply resell the open source project, are "legally murky" and might be rejected by customer legal teams. But does that matter? Can't you just do what Sleepycat did, and offer commercial customers a clean commercial license?
Dual licensing requires copyright assignment, largely preventing a community of contributors forming around the software (nobody wants to provide free labor to somebody else's get rich quick scheme), which is one of the big advantages of OSS in the first place. In a way, dual licensing is essentially proprietary software, with a for free version that you hope will satisfy as few users as possible. A bit like the old…
No.