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Windows _ADCS Migration_Webinar

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Windows _ADCS Migration_Webinar

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ere is the agenda from our live Q&A at our PKI Solutions "Office Hours." - the Migration Edition

While our focus was on Windows Server 2012 R2 migration "common gotchas", questions and concerns about this topic, and specifically how to align key, certificate infrastructure strategy with the cloud first approach, developer productivity and strategic business initiatives were all touched on.

Attendees had an opportunity to ask us anything within the webinar's chat function.

Even attendees that thought they had 100% of their Windows Server 2012 R2 migration issues handled by the right staff with the right skillset found that there are OFTEN issues that slip through the cracks. We address some of those questions and concerns in the transcript we are uploading to our site.

If you are facing challenges migrating your PKI and have issues with remote access, availability, scale, and management, we are here to help.

- Shawn Rabourn, CTO, PKI Solutions
- Mark B. Cooper, president and founder, PKI Solutions, aka The PKI Guy

ere is the agenda from our live Q&A at our PKI Solutions "Office Hours." - the Migration Edition

While our focus was on Windows Server 2012 R2 migration "common gotchas", questions and concerns about this topic, and specifically how to align key, certificate infrastructure strategy with the cloud first approach, developer productivity and strategic business initiatives were all touched on.

Attendees had an opportunity to ask us anything within the webinar's chat function.

Even attendees that thought they had 100% of their Windows Server 2012 R2 migration issues handled by the right staff with the right skillset found that there are OFTEN issues that slip through the cracks. We address some of those questions and concerns in the transcript we are uploading to our site.

If you are facing challenges migrating your PKI and have issues with remote access, availability, scale, and management, we are here to help.

- Shawn Rabourn, CTO, PKI Solutions
- Mark B. Cooper, president and founder, PKI Solutions, aka The PKI Guy

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Windows _ADCS Migration_Webinar

  1. 1. Windows ADCS Migration and Modernization Mark B. Cooper, President & Founder Shawn Rabourn, CTO
  2. 2. Agenda • Windows Server 2012 R2 End of Support: Frequently Asked Questions • Migration Preparation Discussion • Top 10 Migration Issues • Additional Q&A
  3. 3. Windows Server 2012 End of Support: Frequently Asked Questions
  4. 4. WHEN IS THE W2012R2 EOS DEADLINE? October 10, 2023 Oct. 10 2023
  5. 5. The EOS is a year away, can’t I just WAIT?
  6. 6. that will be available leading up to Oct. 2023? Are there enough experts in the field
  7. 7. What about Windows Server 2008, 2016 and 2019?
  8. 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. 9. What are the 10 most common “gotchas” my team might miss?
  10. 10. Migrating AD Integrated CAs with LDAP based AIA/CDP locations - ACL Changes
  11. 11. Large CA Databases - Increases migration time
  12. 12. No recent CA Backup - Considerably increases backup time. Check for *.log files
  13. 13. Broken/Failing CAs - If the CA is in poor shape, the migration will likely not be successful
  14. 14. Hardware Security Modules - Migrating CAs, OCSP, NDES with NDES integration with break key and certificate binding. Requires manual "reconnection"
  15. 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. 16. Expiring CRLs - Make sure your CRLs will be valid for the expected period of migration
  17. 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. 18. CDP Publishing ACLs - Ensure network based CAs can access and update CRL locations after migration
  19. 19. Handling LDAP based variables (%2) - Migrating CA to a new host name will affect how CDP locations are parsed by the CA
  20. 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

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