That’s either scary or good, depending on your political leanings I suppose.
Obama got to 55+% disapproval rating twice, in two single polls (3 Dec 2013 and 2 Aug 2014). His yearly average disapproval ratings were 36, 47, 47, 48, 52, 50, 46%.
Trump has spent roughly 30% of his time above 55%. RCP doesn't have yearly rates up, but it's pretty clear they are much worse than Obamas.
factoring in the unprecedented liberal media headwinds faces by Trump
It seems to me the only thing keeping any kind of approval at all for Trump is his attacks on the media. It seems to me that fighting with the media is the only thing keeping him below 60% disapproval.
That's true in the sense that it's true that Nixon's outgoing numbers were pretty good given the time of the media coverage at the time; there's not a lot of evidence, though, that measuring support relative to media coverage produces any kind of useful information.
There are studies proving that the media does in fact have an effect on overall opinion. So if you believe those studies, then you have to also believe that the overwhelmingly negative media attention received by Trump would have an effect on his disapproval ratings.
No, it's not. From the source cited upthread, here's what other Presidents had at the same point in their Presidency as Trump's current 53.6% disapproval:
Obama: 45.3% Bush 43: 17.6% Clinton: 40.2% Bush 41: 15.3% Reagan: 45.0% Carter: 34.5% Ford: 38.6% Nixon: 31.4% Johnson: 15.1% Kennedy: 12.0% Eisenhower: 22.2% Truman: 45.1%