This is an interesting change in weights, with management elected on a per-head basis and the dividends released on a per-share basis. I think it's worth thinking out the dynamics, because it sounds like voters would be more short-term focused than the shareholders would want.
In general, I would rather be a customer than a shareholder or board voter. Organizations listen harder to their customers. So it's really my actions in buying or selling land (taxable assets) that influences the city council and administration.
Also note that while annual budgets sound doable, a lot of capital investment around a city comes from State and Federal grants and funding. At which point, those bureaucracies become the real "customers" of the city admin, not the residents (which angers them but they don't know why). I think it would be hard to institute this vision without cutting that Gordian knot first.