Things are going well but there's still a long way to go (see below).
We'll get there because the 2020 election will be a landslide (for so many reasons) and that gives another 5 years. On the Supreme Court there's no way RBG is going to last 5 years and I expect it will be Barrett who replaces her, she will be formidable.
Trump is averaging over 57 judges per year (but the pace has accelerated in the past year, so expect a higher average at the end of his first 4 years) and Obama only averaged 41 judges per year.
It will be a powerful legacy to leave behind and history will acknowledge Trump as one of the most influential and highest achieving Presidents (and no doubt one of the hardest working). Obama will be remembered for being the first black President.
Current status is below.
Supreme Court Obama Appointed 2 Trump Appointed 2
Courts of Appeals (Circuit Courts) Obama Appointed 55 Trump Appointed 48
District Courts Obama Appointed 268 Trump Appointed 120
Court of International Trade Obama Appointed 4 Trump Appointed 2
Total Obama Appointed - 329 Total Trump Appointed - 172 (Thus far)