

Seems a bit pedantic, but sure.
New roads are unlikely to fix issues in many places. Small to medium sized town building a new connector would be helpful. Not so helpful for anything large or metro sprawl. Those places mostly limit themselves to adding additional lanes with little result
Even if he did all he needs to do is “sell” physical assets to family before any liens are placed.
Cash is a bit more difficult, but large one time gifts have special tax rules