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Windows ADCS
Migration and
Modernization
Mark B. Cooper, President & Founder
Shawn Rabourn, CTO
Agenda
• Windows Server 2012 R2 End of Support: Frequently Asked Questions
• Migration Preparation Discussion
• Top 10 Migration Issues
• Additional Q&A
Windows Server 2012 End of Support:
Frequently Asked Questions
WHEN IS THE W2012R2 EOS DEADLINE?
October 10, 2023
Oct. 10 2023
The EOS is a year away,
can’t I just WAIT?
that will be available leading up to
Oct. 2023?
Are there enough experts in the field
What about Windows Server 2008,
2016 and 2019?
• Do you thoroughly know the state and components in your PKI?
• Is the PKI worth keeping and migrating?
• Has your business use cases changed since the PKI was deployed?
• Have you tested your migration plan?
• What is your backout plan?
What can I do to prepare for my migration?
Things to check to assess your readiness.
What are the 10 most common
“gotchas” my team might miss?
Migrating AD Integrated CAs with
LDAP based AIA/CDP locations -
ACL Changes
Large CA Databases - Increases
migration time
No recent CA Backup -
Considerably increases backup
time. Check for *.log files
Broken/Failing CAs - If the CA is in
poor shape, the migration will likely
not be successful
Hardware Security Modules -
Migrating CAs, OCSP, NDES with
NDES integration with break key
and certificate binding.
Requires manual "reconnection"
Missing Keys - If you CA has been
previously renewed with a new key,
make sure ALL CA keys are backed
up and moved.
Expiring CRLs - Make sure your
CRLs will be valid for the expected
period of migration
Backups and Templates - Ensure
your CA doesn't continue to issue
certificates after it is backed up, and
service is still running prior to
migration
CDP Publishing ACLs - Ensure
network based CAs can access and
update CRL locations after
migration
Handling LDAP based variables
(%2) - Migrating CA to a new host
name will affect how CDP locations
are parsed by the CA
Questions?
1 . A sk f u r t h er q u est i o n s
2 . G et an assessm en t o n yo u r
P K I en vi r o n m en t
3 . G et so l u t i o n s
Reach out today for an
assessment
Schedule today
On e o f o u r e x p e r t s w i l l h e l p
c r a f t y o u r P K I s t r a t e g y
For details contact:
Carolyn Ballo, Client Relationship Manager
carolyn@pkisolutions.com

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Windows _ADCS Migration_Webinar

  • 1. Windows ADCS Migration and Modernization Mark B. Cooper, President & Founder Shawn Rabourn, CTO
  • 2. Agenda • Windows Server 2012 R2 End of Support: Frequently Asked Questions • Migration Preparation Discussion • Top 10 Migration Issues • Additional Q&A
  • 3. Windows Server 2012 End of Support: Frequently Asked Questions
  • 4. WHEN IS THE W2012R2 EOS DEADLINE? October 10, 2023 Oct. 10 2023
  • 5. The EOS is a year away, can’t I just WAIT?
  • 6. that will be available leading up to Oct. 2023? Are there enough experts in the field
  • 7. What about Windows Server 2008, 2016 and 2019?
  • 8. • Do you thoroughly know the state and components in your PKI? • Is the PKI worth keeping and migrating? • Has your business use cases changed since the PKI was deployed? • Have you tested your migration plan? • What is your backout plan? What can I do to prepare for my migration? Things to check to assess your readiness.
  • 9. What are the 10 most common “gotchas” my team might miss?
  • 10. Migrating AD Integrated CAs with LDAP based AIA/CDP locations - ACL Changes
  • 11. Large CA Databases - Increases migration time
  • 12. No recent CA Backup - Considerably increases backup time. Check for *.log files
  • 13. Broken/Failing CAs - If the CA is in poor shape, the migration will likely not be successful
  • 14. Hardware Security Modules - Migrating CAs, OCSP, NDES with NDES integration with break key and certificate binding. Requires manual "reconnection"
  • 15. Missing Keys - If you CA has been previously renewed with a new key, make sure ALL CA keys are backed up and moved.
  • 16. Expiring CRLs - Make sure your CRLs will be valid for the expected period of migration
  • 17. Backups and Templates - Ensure your CA doesn't continue to issue certificates after it is backed up, and service is still running prior to migration
  • 18. CDP Publishing ACLs - Ensure network based CAs can access and update CRL locations after migration
  • 19. Handling LDAP based variables (%2) - Migrating CA to a new host name will affect how CDP locations are parsed by the CA
  • 20. Questions? 1 . A sk f u r t h er q u est i o n s 2 . G et an assessm en t o n yo u r P K I en vi r o n m en t 3 . G et so l u t i o n s Reach out today for an assessment Schedule today On e o f o u r e x p e r t s w i l l h e l p c r a f t y o u r P K I s t r a t e g y For details contact: Carolyn Ballo, Client Relationship Manager carolyn@pkisolutions.com