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In what way is a StartSSL certificate any different from a Comodo certificate? What makes StartSSL only usable for "playing"?

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StartSSL is recognized by OS X 10.5 or later, and Windows 7 or later. Older OSes might not recognize it if the user has missed any updates.

I'm OK with showing IE6/7 users a polite suggestion to upgrade, but a certificate error looks unprofessional. In addition, Chrome on XP is also affected (if the user has missed the CA update) because Chrome doesn't carry its own list of trusted CAs.

If someone's browsing the internet with unpatched XP then they've got bigger problems than some certificate warnings appearing.

That's their problem, not yours. Remember, we're talking about Chrome here, not IE6/7.

Free StartSSL are for non commercial usage. This is, I guess, what he means by "for playing", I don't know for comodo, if their certificates can be use for commercial applications.

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