
AFAIK, you consider security the same way you consider insurance (or as an insurance complement): How much your business continuity's worth? Should you be hacked/DDoSed, how will it affect your revenue? How much money would you need to get it all back online? You'll also need to consider how intrusive your security is: data backup solutions sometimes require you to stop services while they are processed. If you want backups to be non-intrusive, again, you'll consider how much these stopped services cost. Same goes for services availability (clustering, replication, off-site disaster recovery plans).
In short : your security investments are business specific. No easy rule of thumb in here, I'm afraid.
Hope this helps.
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