In your experience, what sort of challenges could your team members face in pursuing an ISC2 certification? How can the org help them overcome these challenges successfully?

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Senior Information Security Manager in Software, 501 - 1,000 employees
There are a number of ISC2 certifications, so not clear which one you are asking about.

With that, having been a CISSP for decades and teaching CISSP prep courses, the biggest challenge is for non-native speakers. The test is daunting and many fumble on non-fully understanding the questions. If you don’t understand the question, you get the answer wrong.
Associate Vice President, Information Technology & CISO in Education, 1,001 - 5,000 employees
Specifically for the CISSP, the biggest challenge is a gap between experience required vs. the experience of many folks looking to certify. Many jobs require a CISSP, but fail to recognize that many folks don't have the years of experience in the specific domains.
Global Chief Cybersecurity Strategist & CISO in Healthcare and Biotech, Self-employed
If you are following the discussions on LinkedIn ISC2 certs less than the higher level ones are - are just common based knowledge. Just because you have a CISSP as an example doesn't mean that you can actually protect the enterprise. Lots and lots of certs but fewer and fewer performance based testing.
Chief Information Security Officer in Healthcare and Biotech, 1,001 - 5,000 employees
COST is the biggest challenge 
Senior VP & CISO, 1,001 - 5,000 employees
Time commitment to study 

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CTO in Software, 201 - 500 employees
Without a doubt - Technical Debt! It's a ball and chain that creates an ever increasing drag on any organization, stifles innovation, and prevents transformation.
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