Comment by EarlKing
1 day ago
Boldly asserting that all grants will be made exclusively for charitable or educational purposes does nothing to change the character of the grant. If you're giving money to someone for commercial product development then you're giving money to someone for commercial product development ... and if that constitutes the majority of what you do then you've got a major problem.
OSE won't give money for commercial product development - it is dedicated to supporting existing highly-used _nonprofit_ and independent OSS. Some specific examples are at https://endowment.dev/faq/#grants
As soon as you start paying individual maintainers, it stops being nonprofit OSS they work on. If you direct your funds to other charities, you're only shifting the tax issue to them. If you want to give money to maintainers with no strings attached, it's basically impossible to avoid double taxation.