You need someone skilled enough to make that determinations. Multiple factors needs to be looked at before deciding which one to fix first.

To prioritize high-risk vulnerabilities, I focus on three main strategies: Assess Impact: Determine the potential damage or disruption if the vulnerability is exploited. Evaluate Exploitability: Analyze how easily attackers could exploit the vulnerability. Business Value: Prioritize issues affecting critical systems, sensitive data, or essential operations. This approach ensures the most critical risks are mitigated first.

Remediation depends on several key factors like. Exposure Likelihood of exploitation Availability of mitigation as many doesn't have any remediation. Most important is impact on business Another key impact is regulatory or legal consideration. And finally if client is impacting what contract suggest. All above points will help in prioritise high risk vulnerabilities.

Prioritize the patching based criticality of the data and systems they reside. Compromise of which system would cost the most damage to financial and reputation of the organization.

To a large extent, this is a business decision not just a security one, particularly if extra resources are going to be required. Questions to answered when prioritising should focus on what is liable to cause the biggest damage to the business. This requires an intimate knowledge of the business context, what its strategic aims are, what 'must not happen' etc as well as how the technology stack is used to support those aims. Simply using the CVSS / CVE scores is not enough as (a) they do not consider the specific context such as the criticality of affected systems or the business impact of a potential exploit they frequently conflate theoretical and actual risk.

When uncovering multiple high-risk vulnerabilities, prioritize them based on potential impact and exploitability. Start by assessing the criticality of each vulnerability: How much damage could it cause to your systems or data if exploited? Evaluate the likelihood of an attack, considering factors like the vulnerability’s exposure and how easily it could be exploited. Focus on vulnerabilities that directly impact your most sensitive assets or expose your system to the highest risk. Use a risk assessment matrix to prioritize remediation efforts and ensure that high-impact issues are addressed first, while ensuring timely follow-up on lower-priority threats.

1. Focus on Impact: Prioritize vulnerabilities that could cause the most damage to critical systems or data. 2. Evaluate Exploit Likelihood: Address those with known exploits or high chances of being attacked. 3. Protect Key Assets: Fix vulnerabilities affecting sensitive or essential systems first. 4. Quick Wins: Resolve high-risk issues that are easy to fix right away. 5. Document and Communicate: Explain priorities to stakeholders and keep a record of decisions.

Preferable ranking: 1. Internet facing assets + obsolete 2. Obsolete assets 3. Assets with extended support 4. Vendor based assets

When faced with an issue of deciding which vulnerability to address first, the first thing is always to rank the vulnerabilities based on potential impact. Rank them based on how several their impacts would be when exploited. Then you can further narrow down the ranked vulnerabilities by considering ease of exploitability. You consider how easy/difficult it is for attacker to exploit the said vulnerabilities. These helps you to prioritize which vulnerability to address first.