What did Paul see that let him count the whole old order as destroyed?
Paul saw the truth of the power of the Gospel of Christ: that Christ died, shed His blood, and rose from the dead. Seeing that truth let him count everything of the old account—the old economy, the law nailed to the cross—as destroyed.
Les explains that once Paul saw the truth of the power of the Gospel of Christ—how He died, shed His blood, and rose from the dead—he could literally destroy everything of the old account. This connects to Colossians 2:14, where the work of the cross blots out the handwriting of ordinances that was against us, namely the law, which had become a compilation of 613 rules and regulations. The law was contrary to human nature, but Christ took it out of the way and nailed it to His cross. Paul helped believing Jews like himself see that the old economy had been totally done away with, nailed to His cross. To rebuild what he had destroyed would put converts back under the law.