Thanks for writing this up, nice post. A few quick thoughts:
The motivation of praise seems quite weak. I think a lot of people would prefer no praise and no oversight over subjecting to any degree of audit. Though I guess if you are just checking with the charities that doesn’t require subjecting the donor to anything directly.
It’s strange to me that governments don’t do more to praise high tax payers. In general their relationship with the highest tax payers seems very adversarial… yes audits make sense, but why not also be publicly grateful, give honours, invite to special events and so on? If donating to a university will have them name a building after you, maybe the government should name some bridges after its top funders.
A lot of people seem to conflate ‘democracy’ with ‘status quo institutions and center-left parties’, but in many cases these are deeply illiberal and undemocratic. I think you would benefit from considering institutional / center-left threats to democracy, which quite glossed over in this essay.
When I think about threats to democracy, I think of things like:
Cancelling or repeatedly delaying elections if your party is expected to lose.
Criminal convictions for satire of incumbent politicians.
Preventing opposition legislators from being allowed to vote.
Considering banning popular opposition parties.
Arresting over 10,000 people a year for ‘offensive’ speech.
Unprecedented and Illegal use of emergency powers to crack down on disruptive but non-violent protests.
None of these violations of individual rights or the ability of the people to affect policy through political change were enacted by populist or extremist parties—they were enacted by generally respected and left-wing incumbents.