In countries with right-hand drive regulations, even if I bribe local customs to force a left-hand drive car through clearance, will I face irreversible obstacles when insuring and inspecting it later?
Absolutely. Even if you clear customs through gray channels, local commercial insurance companies will refuse to cover third-party liability insurance due to the vehicle not complying with national traffic laws; additionally, the vehicle will definitely fail the annual safety inspection at the local DMV.