My theory for how to get voters to support taxes is simple: go small and tie them to tangible popular policies (and then repeat). https://twitter.com/jdcmedlock/status/1324140507769888768
Where tax propositions failed, they were large and not tied to benefits. Where they succeeded, they tended to have a clear value proposition. Linking tax revenue to spending is not ideal from a policy perspective, but it's worth it if it makes it pass
In terms of going small I mean that, for example, it'd probably be more popular to break M4A into 4 components (kids, long term care, primary care, and then the rest), each with a 2% payroll tax, rather than doing one 8% payroll tax (or whatever it may be).
Healthcare is expensive, but most other priorities can be funded with tiny taxes. Paid family leave, child allowance, childcare, etc are all pretty cheap.
Also - it's probably advisable to save the most progressive taxes for the least popular policies
Also - it's probably advisable to save the most progressive taxes for the least popular policies