Your friend should only need to serve 5 days based on how the Sheriff calculates Misdemeanor jail sentences (not including mandatory minimum sentences). 1 day served = 2 days credit. Chesterfield also has a Sheriff weekend clean up program, but Judge has to order eligible for such and then the inmate would need to meet the Sheriff's requirements.
Sounds like you were stopped by the New Kent Sheriff while operating a commercial motor vehcile and the allegation is under the CFR(code of federal). This is a federal law not a state law and the offense is a primary offense.
1st offense marijuana possession is an offense that the court can dismiss after a period of successful probation. A 1st offense possession with intent to distribute, distribution, manufacturing, etc, pursuant to 18.2-248 will likely carry an active term of incarceration. A skilled defense attorney may be able to have the felony distribution offense reduced to felony possession, which may then trigger probation, no incarceration.
Yes, but that is not always the best avenue to resolve your issue. Did a lawyer represent you in the General District Court? You may want to retain an attorney for the Circuit Court case. My firm appears in the Henrico Courts EVERY week and can help.