If he wanted go this route, what certs should he do?
None honestly, certs mean dick in any real IT career. Anyone in any serious position knows this, gauges this and interviews accordingly. The biggest things that help one when interviewing for an IT career is quite honestly.. your personality. How you will potentially mesh with the team, and less of your skills. Interviewers keen in on things that cannot be taught. If someone is likable, organized and a team player that will do more for their career than being a honed engineer with the personality of a death moth. I can teach a monkey VMWare or SAN, I can't teach a monkey how to fit into my group and work environment. Certs aren't worthless per say, if you and some other guy they love too are both up for the job and you have certs? I could edge you out, but thats about all they matter. Experience reigns, if you have 5-10 years experience working with systems, you will always.. always always be hired over the dude with a degree and a pile of certs.
I've seen it happen time and time again for 10 years.
If you want to break into some serious IT? Start at the bottom, work the trenches and be HUNGRY. Claw, fight and seize opportunity. I dropped out of community college, I am now a sr systems engineer and I make more money than all of my university grad friends.
Every guy I worked with who had 'certs' or was working on 'certs' I passed. How? Focusing that effort on hard work at work, and networking like a bitch. I lost count how many certified people I passed years ago, all of them sitting on their ass waiting their 'turn' for someone to make their career happen. I mean afterall, they had those certs and that degree.. success was rightfully theirs now right?
Education is great, just set your expectations. Degrees are helpful, certs eh ... I'm indifferent about them really. Never met a single engineer, sr engineer, manager or director in my career who I seriously respected who had 'certs'. All of them went to official training mind you, and were subject matter experts in their craft. But all of which seemingly all understood the non importance that certs do for your career once you get into certain sectors. Basically you only have so much bandwidth as an adult, so many hours in the day. Where should you allocate your free time? Chasing certs? Who knows really, but my experience has been they are a complete and utter waste of time.