#1 Lack of honesty. Seriously, they promised releasing those crypto challenges publicly 2 years ago (Blackhat 11: Crypto for Pentesters) and never done so: https://twitter.com/matasano/status/101714851633700864. And now they're using them as a recruiting tool.
#2 Lack of humility: Matasano guys seem to disregard common tools like Burp scanner or Sqlmap. It's fine to cherry-pick tools to suite your needs; but if you choose to disregard them completely just because you feel they're associated with "Security Rookies" then you're more than likely to miss something, consequently disservice your client (they expect you, as a consultant, to find the most vulnerabilities regardless of tools used). Matasano may have better fuzzer/scanner, but since they don't publicly release them, I found that going around and bashing other security tools to position themselves higher than their competitors is a sign of arrogance.
Go work for other companies, I don't want you HN people turn out to be like them!
For those of you who emailed sean at matasano dot com but haven't received any response, go play with Trustwave crypto challeges: https://github.com/SpiderLabs/CryptOMG - And yes they don't have BS subscription model.