10.5.1 Server Setup - Help Make it all Work!

Hello Everyone, I currently have a new MacMini running 10.5.1 with our Calendar, Wiki and File Sharing. I have recently just returned from the Mac OS 10.5 Training Session from Chicago Columbia College and was astonished at what their demo servers did versus what mine has never done lol. We are a small tech company and there isn't much yet in the way of documentation or training or even training materials for Leopard Server. So I wanted to share some of what we learned from the training seminar and hopefully someone will know the proper answers to my questions. This is going to be a bit long winded but I think it's important to convey my questions/concerns.
1. Ok initial setup of our Leopard server requires you to input a host name and then the domain name. Well after the first install of Leopard we found as I have read amongst the posts for the past 2 hours that if you place let's say macmini in the host-name field then place domain.com in the domain field. After the server setup is complete Leopard Server wants you to chat, vpn, and browse to http://macmini.domain.com/groups as well as mail. This is all well and good if you have access to DNS like I do and can easily make changes to the MX & A records but if your a typical SMB user then you won't and this means that once your e-mail is setup and your ready to start using your server anyone you e-mail will come from [email protected] and not [email protected] which is a huge problem. So be cautious here. I was instructed by Apple after scratching their head to leave the host-name blank and only fill in the domain name here if your on let's say a T1 or other medium with a static IP pointed at your machine or router. So this is my first pet peve, there is a sloppy work around to this by telling the server to receive e-mail for domain.com as well but still whenever you send it comes from the original domain.
2. Application Setup - Single Sign-on - When I attended Leopard training this week in Chicago I was amazed at how whenever a user (demo -lab environment) logged into ichat, ical, wiki or e-mail there was simple single sign-on kerberos auth. What I mean by this is once the server is up and running and your Mac connects to the network for the first time either by manual add thru the directory application or a new Mac that finds the Leopard server automatically at first boot and you auth a user on the server to that Mac then there is just a single signon from that point on, NOT! For us our users log into their machines, (mind u they are already users on the Leopard server and can log in just fine) and they try to go to their e-mail for the first time it always fails. We then have to disable SSL over SMTP and IMAP and manually type in their passwords because the MacMail clients cannot trust the SSL cert or we simply just delete their accounts and recreate them from scratch. Same happens with iChat. By design when you auth your Mac against the server, the server auto configs the security and client apps, i.e. mail, ichat, directory, VPN, ical. But iCal has consistently failed setup across 5 server builds and 10 clients. What will happen is when you go to prefs in ichat you see your account but it can't auth you and doesn't show up in ical for your personal server calendar. If you manually remove your user account and re-add it works great. But next time you go to ichat, once again you have to recreate. And I can recreate this all day long. But at the demo it worked like magic. So that is problem number two, SSL and single sign-on does not really work and app auto-config does not work at all.
3. Apple Airport Extreme 802.11N. - As a test and per Apple's recommendation for SMB clients we picked up a new Airport. We patched it and setup user/pass info and setup DHCP on the device for so if server fails we have internet. And during server setup it logged into Airport and tried to configure settings. We were on the net and all was good after server setup. However with VPN enabled per user in Standard mode on server we have only been able to gain VPN access for clients if they are actually inside the network. I have spent about 10 hours back and forth with Apple Support trying to get VPN to work outside. The Manual setup of new Airport Port-Mapping is simple but crude. It does not seem to work. And there is a default hosts setting which should translate to an open DMZ but does not. So that is third on my list, running a MacMini with 2gig's of RAM which is within SPEC for Leopard Server and using the Apple Recommended solution of an Airport Extreme N does not work for s&*% and I would be very surprised if anyone here has gotten that to work.
4. E-Mail Services - As stated prior Leopards auto app setup utility does not work for crap unless by some magic there are other steps besides the ones outlined and printed with the purchase of server. But the main thing about mail is that we are missing the basics. I mean your going to be hard pressed to find ANY e-mail application on the market today, Notes, Exchange, Gmail, Hotmail, Yahoo, iMail or other that does not include basic vacation/out of the office message replies. This is a huge issue for any small business or for that matter any size business that wants to automate things when they are out and I think this is one of my small peeves but certainly worth a listing here.
5. VPN - We have tried like **** to get the VPN to work thru the Airport as previously noted but we have also connected MacPro with 2 nics, one for net and one for LAN and not been able to connect to the server from outside our network. Here is my largest frustration, we currently run SBS2003 from MSFT and they run flawlessly. I have literally sat with clients in their office during a new setup for SBS and in 3-4 hours we were up and running with minimal system level changes from the guided path. And for Apple to advertise this in the manual and all online materials as being SMB friendly is a complete slap in the face. Now don't confuse my above descriptions of problems we have seen across 5 Leopard builds as being a rant because it's not but seriously I am a network engineer with 10 years in the field working with 20+ product ranges and in our office we only use Mac because of stability and uptime. But OS X 10.5 is not Small Business Friendly at all even with the half hearted attempt at the new System Admin console for SMB users. However that being said I will still push on and try to get all these little bugs worked out and what I would really like to see is some feedback on my issues and I would love to know if anyone else has had similar issues. I really had hoped that 10.5 could help my firm finally push the proper solution (Mac OS X) for our SMB clients but it just isn't there yet.
Cheers,
DM

Thanks for the quick read and response. Do you feel the issue might lie with the fact that it is a Mac Mini? And possibly just not powerful enough to run Leopard Server? I have to say in our trials with MacPro it was like night and day as to how they performed. And if you could elaborate on this "Many VPNs don't play well with NAT so your VPN server should have a direct connection to the public network (preferably firewalled, of course, but not NATted)." Most every SoHo and for that matter uses simple NAT translation for security even our multi thousand dollar Cisco PIX and ASA's are basic NAT devices to start with. How would you put the VPN on public net while keeping the attack surface low for the rest of the services like file, web, mail and print?
Don't get me wrong I want this to work more than you can imagine. We are so tired of supporting MSFT technologies that cost thousands a year in antivirus, antispyware, antispam and other malware protection for the enterprise. We know that Leopard has great potential but for an integrator, getting this system up and functional is not an easy task. And the worst part of it is every time we have called for support the tech always lets out a sigh when they hear we have run standard setup because they are not allowed to walk us thru the server console to make repairs. And have been told by 3 techs so far that this is a new product and the support avenues are not there for standard since it just supposed to work out of the box. But when it doesn't then ohh well. Which is sorta sad...
DM

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    You cannot.
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    Hi there,
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    Tejas

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    Regards,
    Sruthi

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