Bug introduced in 6.0 and persisting through 11.0.1 or later
Grid ang ItemStyle are new in 6.0
I would expect the following to output the same grids
{Grid[{{1, 2}, {3, 4}}, ItemStyle -> {, , {{1, 1} -> Directive[30]}},
Background -> {, , {{1, 1} -> Red}}, Frame -> All],
Grid[{{1, 2}, {3, 4}},
ItemStyle -> {, , {{1, 1} -> Directive[Background -> Red, 30]}},
Frame -> All],
Grid[{{NumberForm@1, 2}, {3, 4}},
ItemStyle -> {, , {{1, 1} -> Directive[Background -> Red, 30]}},
Frame -> All]}
instead of

Update:
The following should all produce identical grids and in fact they (almost) do - provided you mix and match between different Mathematica versions:
{Grid[{{1, 2}, {3, 4}},ItemStyle -> {None, None,{{1, 1} -> Directive[30]}},Background -> {, , {{1, 1} -> Red}}, Frame -> All],
Grid[{{1, 2}, {3, 4}},ItemStyle -> {{} , {},{{1, 1} -> Directive[Background -> Red, 30]}}, Frame -> All],
Grid[{{NumberForm@1, 2}, {3, 4}},ItemStyle -> {Automatic,Automatic, {{1, 1} -> Directive[Background -> Red, 30]}}, Frame -> All],
Grid[{{Item[1, BaseStyle -> {Background -> Red, FontSize -> 30}],2}, {3, 4}},Frame -> All],
Grid[{{Item[Style[1, 30], Background -> Red], 2}, {3, 4}},Frame -> All]}
V6:

V7

V8

V9

The "almost" is that the second Grid - perhaps the cleanest implementation - is yet to fire but perhaps in V10 ...?
(As a side note, n.b. the alternative padding (None,Automatic,{},,}) to reach the cell specification in the ItemStyle option - maybe one day argument positions might more seamlessly combine with their structure? )
Upshot: There seems to be a bug in combining values for the Background option with other styling within a single Directive but this can be easily overcome by using both specifications as per the first Grid above.


An improperly formatted directive with head Symbol was encountered– Nasser Jan 29 '14 at 15:38Grid[{{1, 2}, {3, 4}}, ItemStyle -> {None, None, {{1, 1} -> Directive[30]}}, Background -> {None,None, {{1, 1} -> Red}}, Frame -> All]is OK. No error. – Nasser Jan 29 '14 at 15:58Noneinstead ofNull, whyNullanyway? – Kuba Jan 29 '14 at 15:59