Former colleague and noted open source advocate Simon Phipps recently reblogged to his webmink blog a piece that was originally written for meshedinsights.com
By joining the Linux Foundation CII initiative, your company can contribute to helping fund developers of OpenSSL and similar technologies directly through Linux Foundation Fellowships. This is in effect the same as you(Simon) are suggesting, having companies hire experts . The big difference is, the Linux Foundation helps the developers stay independent and removes them from the current need to fund their work through the (for profit) OpenSSL Software Foundation (OSF). They also remain independent of a large company controlling interest.
Any expansion of the OpenSSL team depends on the team itself being willing and able to grow the team. We need to be mindful of Brooks mythical man month. Having experts outside the team producing fixes and updates faster than they can be consumed(reviewed, tested, verified, packaged and shipped) just creates a fork, if not adopted by the core.
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