Window SBS server 2008 and window server 2008 R2 on the same domain

Hi all,
I am a person only work for linux system. Recently i work for my company that using microsoft technologie. So i have a lot of trouble. Could you please help me and below are my big troble that i have met:
In my system, i have the first window SBS server 2008 run on our domain. However my organization growth up and we have more than 150 users and mailbox of exchange server 2007. So i do not want to use my sbs server 2008 anymore.
I am going to install a window server 2008 R2 64 bit and join it into the same domain with sbs server 2008. It will be replicate the username, dns, OU and group policy...After that i will tranfer FSMO role to new server and i will demote then remove the
sbs server.
My boss say that i should not use this solution because window server sbs can not run with any other kinds of window server 2008 (R2, standard, enterprise...) and it will automatically shutdown the main server after a couple of days.
Someone have experience can help me. I am so confuse now

Maybe this will also help to better understand the steps involved:
Transition from Small Business Server to Standard Windows Server
http://blogs.technet.com/b/infratalks/archive/2012/09/07/transition-from-small-business-server-to-standard-windows-server.aspx
Migrating away from SBS 2011
http://social.technet.microsoft.com/Forums/en-US/07c58cc4-7d6d-419a-b1a0-439c2cc0c48d/migrating-away-from-sbs-2011?forum=smallbusinessserver
Migrating from SBS 2008 to Windows Server 2012 R2 (NOT Essentials and with NO Exchange)
http://social.technet.microsoft.com/Forums/en-US/1276d2d3-a8f2-4786-82f3-4308a2affb11/migrating-from-sbs-2008-to-windows-server-2012-r2-not-essentials-and-with-no-exchange?forum=smallbusinessserver
And remember, as long as you don't move the PDC to one of the new DCs, you can leave the SBS 2008 up indefinitely. But I would remove Exchange 2007 off it right away once I've migrated the mailboxes and public folders, otherwise
you will get yourself into an Exchange coexistence scenario which is much more complex to configure and support because of the CAS differences, changing the URLs on the old one to "legacy.domain.com," getting a new UC/SAN cert with the correct
names on it, and more. Believe me, you really don't want to coexist them. The only time I've coexisted Exchange versions is during large migrations, such as 500 or more. Otherwise, I just migrate the mailboxes over a weekend and get it done with.
Ace Fekay
MVP, MCT, MCSE 2012, MCITP EA & MCTS Windows 2008/R2, Exchange 2013, 2010 EA & 2007, MCSE & MCSA 2003/2000, MCSA Messaging 2003
Microsoft Certified Trainer
Microsoft MVP - Directory Services
Complete List of Technical Blogs: http://www.delawarecountycomputerconsulting.com/technicalblogs.php
This posting is provided AS-IS with no warranties or guarantees and confers no rights.

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-IgnoreSTARTTLS is set to false on the send connector properties.
I'm trying to established a HTTP over TLS connection. I'm not using mutual TLS between these two server.
The send connector protocol logging is attached as below,
2014-09-22T20:09:45.468Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,2,10.219.3.74:24939,10.219.3.73:25,<,220 SMTP.A.local Welcome (MTA version),
2014-09-22T20:09:45.546Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,3,10.219.3.74:24939,10.219.3.73:25,>,EHLO Exchange.A.local,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,4,10.219.3.74:24939,10.219.3.73:25,<,250-SMTP.A.local Exchange.A.local OK,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,5,10.219.3.74:24939,10.219.3.73:25,<,250-SIZE,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,6,10.219.3.74:24939,10.219.3.73:25,<,250-8BITMIME,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,7,10.219.3.74:24939,10.219.3.73:25,<,250-BINARYMIME,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,8,10.219.3.74:24939,10.219.3.73:25,<,250-PIPELINING,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,9,10.219.3.74:24939,10.219.3.73:25,<,250-HELP,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,10,10.219.3.74:24939,10.219.3.73:25,<,250-DSN,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,11,10.219.3.74:24939,10.219.3.73:25,<,250-CHUNKING,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,12,10.219.3.74:24939,10.219.3.73:25,<,250-AUTH SCRAM-SHA-1 GSS-SPNEGO DIGEST-MD5 CRAM-MD5 NTLM,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,13,10.219.3.74:24939,10.219.3.73:25,<,250-AUTH=SCRAM-SHA-1 GSS-SPNEGO DIGEST-MD5 CRAM-MD5 NTLM,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,14,10.219.3.74:24939,10.219.3.73:25,<,250-STARTTLS,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,15,10.219.3.74:24939,10.219.3.73:25,<,250-DELIVERBY,
2014-09-22T20:09:45.624Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,16,10.219.3.74:24939,10.219.3.73:25,<,250-MT-PRIORITY,
2014-09-22T20:09:45.640Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,17,10.219.3.74:24939,10.219.3.73:25,<,250 ENHANCEDSTATUSCODES,
2014-09-22T20:09:45.655Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,18,10.219.3.74:24939,10.219.3.73:25,>,STARTTLS,
2014-09-22T20:09:45.671Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,19,10.219.3.74:24939,10.219.3.73:25,<,220 2.7.0 Ready to start TLS,
2014-09-22T20:09:45.687Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,20,10.219.3.74:24939,10.219.3.73:25,*,,Sending certificate
2014-09-22T20:09:45.687Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,21,10.219.3.74:24939,10.219.3.73:25,*,CN=Exchange.A.local,Certificate subject
2014-09-22T20:09:45.687Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,22,10.219.3.74:24939,10.219.3.73:25,*,"CN=DC-CA, DC=A, DC=local",Certificate issuer name
2014-09-22T20:09:45.687Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,23,10.219.3.74:24939,10.219.3.73:25,*,63E7E70100000000000B,Certificate serial number
2014-09-22T20:09:45.687Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,24,10.219.3.74:24939,10.219.3.73:25,*,CAEB1200CDF49715E5F2E4B8315EFDDC01F8F945,Certificate thumbprint
2014-09-22T20:09:45.780Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,25,10.219.3.74:24939,10.219.3.73:25,*,Exchange.A.local,Certificate alternate names
2014-09-22T20:09:46.654Z,Exchange-SMTP send connector,08D1A4A14C7EDED5,26,10.219.3.74:24939,10.219.3.73:25,-,,Local
2014-09-22T20:09:46.669Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,0,,10.219.3.73:25,*,,attempting to connect
2014-09-22T20:09:46.685Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,1,10.219.3.74:24940,10.219.3.73:25,+,,
2014-09-22T20:09:46.701Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,2,10.219.3.74:24940,10.219.3.73:25,<,220 SMTP.A.local Welcome (MTA version),
2014-09-22T20:09:46.701Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,3,10.219.3.74:24940,10.219.3.73:25,>,EHLO Exchange.A.local,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,4,10.219.3.74:24940,10.219.3.73:25,<,250-SMTP.A.local Exchange.A.local OK,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,5,10.219.3.74:24940,10.219.3.73:25,<,250-SIZE,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,6,10.219.3.74:24940,10.219.3.73:25,<,250-8BITMIME,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,7,10.219.3.74:24940,10.219.3.73:25,<,250-BINARYMIME,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,8,10.219.3.74:24940,10.219.3.73:25,<,250-PIPELINING,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,9,10.219.3.74:24940,10.219.3.73:25,<,250-HELP,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,10,10.219.3.74:24940,10.219.3.73:25,<,250-DSN,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,11,10.219.3.74:24940,10.219.3.73:25,<,250-CHUNKING,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,12,10.219.3.74:24940,10.219.3.73:25,<,250-AUTH SCRAM-SHA-1 GSS-SPNEGO DIGEST-MD5 CRAM-MD5 NTLM,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,13,10.219.3.74:24940,10.219.3.73:25,<,250-AUTH=SCRAM-SHA-1 GSS-SPNEGO DIGEST-MD5 CRAM-MD5 NTLM,
2014-09-22T20:09:46.716Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,14,10.219.3.74:24940,10.219.3.73:25,<,250-STARTTLS,
2014-09-22T20:09:46.732Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,15,10.219.3.74:24940,10.219.3.73:25,<,250-DELIVERBY,
2014-09-22T20:09:46.732Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,16,10.219.3.74:24940,10.219.3.73:25,<,250-MT-PRIORITY,
2014-09-22T20:09:46.732Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,17,10.219.3.74:24940,10.219.3.73:25,<,250 ENHANCEDSTATUSCODES,
2014-09-22T20:09:46.810Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,18,10.219.3.74:24940,10.219.3.73:25,*,,sending message with RecordId 52652004081667 and InternetMessageId <[email protected]>
2014-09-22T20:09:46.810Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,19,10.219.3.74:24940,10.219.3.73:25,>,MAIL FROM:<> SIZE=7653 BODY=BINARYMIME,
2014-09-22T20:09:46.810Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,20,10.219.3.74:24940,10.219.3.73:25,>,RCPT TO:<[email protected]>,
2014-09-22T20:09:46.825Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,21,10.219.3.74:24940,10.219.3.73:25,<,530 5.5.1 A TLS-encrypted connection is required,
2014-09-22T20:09:46.950Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,22,10.219.3.74:24940,10.219.3.73:25,<,503 5.5.1 unexpected RCPT command,
2014-09-22T20:09:46.981Z,Exchange-SMTP send connector,08D1A4A14C7EDED6,23,10.219.3.74:24940,10.219.3.73:25,>,RSET,

Window SBS server 2008 and window server 2008 R2 on the same domain

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