Ionacarr, if you're beating to windward, the only way you can make progress is with very precisely trimmed sail, ie close-hauled. You're right with the wordplay. I also thought that the use of 'lots of words' in 19 was a little arcane. Not only does the solver need to cater for an abbreviation of gigabyte, but also some knowledge of data representation. I was struggling to remember exactly what a 'word' was. I think, for a standard IBM system (assembler, fortran, cobol, DB2 etc) it was 2 bytes. A byte was a halfword, which isn't even in my Chambers...
xij : 27 vir for man as puer for boy; 39 Ennis is in Co Clare; 3 Rant can also mean a lively tune; 6D Lanza was a tenor; 1A Play around TEN C;
8 Linsey is a cloth; 9 Apostasy, with A PO replaced by (s)ec.