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Differences

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Monotype Old Style Bold Outline

Monotype Old Style Bold Outline

Touches
The upper-case 'Q' tail touches the circle.
Double
The '$' (dollar) has a double line crossing the 'S'.
Single
The diagonal strokes of the upper-case 'K' meet at the vertical (with or without a gap).
Parallel
The verticals of the upper-case 'M' are parallel.
Meets
The centre bar of the upper-case 'P' meets the vertical.
Left
The top of the upper-case 'A' has a serif or cusp on the left.
Top serif
The top stroke of the upper-case 'C' has a vertical or angled upward-pointing serif.
Both
The centre vertex of the upper-case 'W' has two separate serifs.
Top serif
The top stroke of the upper-case 'S' has a vertical or angled upward-pointing serif.

Note that the fonts in the icons shown above represent general examples, not necessarily the two fonts chosen for comparison.

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Castellar

Castellar

Crosses
The upper-case 'Q' tail crosses the circle.
Single
The '$' (dollar) has a single line crossing the 'S'.
Double
The diagonal strokes of the upper-case 'K' meet in a 'T'.
Sloping
The verticals of the upper-case 'M' are sloping.
Gap
The centre bar of the upper-case 'P' leaves a gap with the vertical.
None
The top of the upper-case 'A' has no serifs or cusps.
No top serif
The top stroke of the upper-case 'C' has no upward-pointing serif.
None
The centre vertex of the upper-case 'W' has no serifs.
No top serif
The top stroke of the upper-case 'S' has no upward-pointing serif.