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Cryptography Port Scanning Operational Technology Pentest Engagement and Reporting  \nDiscussion Questions  \nDonavan Cheah Mentorship Sample  \nOctober 22, 2024  \nDonavan Cheah Mentorship Sample  \nDiscussion Questions  \nWhy Have Discussion Questions? Cryptography Port Scanning Operational Technology Pentest Engagement and Reporting  \nOutline  \n 1 Why Have Discussion Questions?  \n 2 Cryptography  \n 3 Port Scanning  \n 4 Operational Technology  \n 5 Pentest Engagement and Reporting  \nDonavan Cheah Mentorship Sample  \nDiscussion Questions  \nWhy Have Discussion Questions? Cryptography Port Scanning Operational Technology Pentest Engagement and Reporting  \nWhy Have Discussion Questions?  \n It is a common sign in mentees to be a little lost when they embark on their own learning journeys. For instance, they maybe overwhelmed by the bountiful amount of cybersecurity literature on the Internet.  \n It is tempting to copy and paste literature from the Internet as part of note-taking, but not engage with them.  \n One of the roles I do as a mentor is to go through mentee progress through the use of the mentee’s notes.  \nDISCLAIMER!  \nAll material here represents ONLY my own personal takes based on mentee submissions. These questions will change based on the exact nature of notes, and there is no expectation that you will get identical questions based on the journey.  \nDonavan Cheah Mentorship Sample  \nDiscussion Questions  \nWhy Have Discussion Questions? Cryptography Port Scanning Operational Technology Pentest Engagement and Reporting  \nExamples of Discussion Questions  \nThe discussion questions will range from technical topics to practical, on-the-ground issues that are commonly encountered across different lines of work.  \n The questions will be specifically designed according to thementee’s current level of proficiency (what is a challenging exercise to a mentee may be simple to another one)  \n There will be normal questions (which are usually within scope) and “extra miles”, which are meant to challenge.  \n The expectation is for the mentee to go through the questions and provide responses. There is “no” expectation of a time trial, and the mentee is highly encouraged to consult (and provide) the sources used for further discussion.  \nDonavan Cheah Mentorship Sample  \nDiscussion Questions  \nWhy Have Discussion Questions? Cryptography Port Scanning Operational Technology Pentest Engagement and Reporting  \nCryptography  \nIn asymmetric encryption, there exists the concept of a public key and a private key.  \n 1 What is a “public key” and a “private key”?  \n2 In a purely asymmetric encryption set-up, where only one pair of private-public keys is being used, only the confidentiality or integrity property can be fulfilled.  \n 1 Explain how the confidentiality and/or integrity property can individually be fulfilled by one pair of private and public keys?  \n 2 Can both properties be fulfilled simultaneously with a key pair?  \n3 If the answer is “no”, what would you propose?  \n3 How does asymmetric encryption compare to symmetric encryption?  \nDonavan Cheah Mentorship Sample  \nDiscussion Questions  \nWhy Have Discussion Questions? Cryptography Port Scanning Operational Technology Pentest Engagement and Reporting  \nCryptography (continued): Example of an “Extra Mile”  \nHere is an example of an extra mile exercise that attempts to stretch the mentee (in this case, through a modern topic) .  \nExtra Mile  \nIn 2016, NIST initiated a process to solicit, evaluate and standarise one or more quantum-resistant algorithms. Quantum-resistant algorithms fall under a domain known as “post-quantum cryptography”. Your mentor has written a brief article on this [https://www.isaca.org/resources/news-and-trends/](https://www.isaca.org/resources/news-and-trends/)[ ](https://www.isaca.org/resources/news-and-trends/)[isaca-now-blog/2024/](isaca-now-blog/2024/)  \nan-introduction-to-post-quantum-cryptographic-risks. Use this as a starting p","cbCairjjlBJa91oL","https://ap.wps.com/l/cbCairjjlBJa91oL","pdf",138506,13,"English","# Why Have Discussion Questions?\n## Discussion Questions Scope and How They Are Used\n# Cryptography\n## Public vs Private Keys and Security Properties\n## Asymmetric vs Symmetric Encryption\n## Extra Mile: Post-Quantum Cryptography Context\n# Port Scanning\n## Post-THM Exercise: Nmap\n## Switches for Sensitive Environments (T0–T5)\n## Alternatives and Scaling Considerations","[{\"question\":\"Why are discussion questions used in mentee mentorship?\",\"answer\":\"Discussion questions help mentees move from passive reading to engaging thinking based on their notes and learning progress.\"},{\"question\":\"How does the document handle confidentiality or integrity topics in cryptography?\",\"answer\":\"It asks mentees how confidentiality and integrity can be fulfilled with public/private key pairs and whether both properties can be achieved simultaneously.\"},{\"question\":\"What Nmap-related exercises are included, and what should be explained?\",\"answer\":\"Mentees are instructed to complete a TryHackMe Nmap room (if not already done) and use the Nmap manual to explain why the T0–T5 switches matter when scanning sensitive environments, then discuss tool alternatives and when to use each.\"}]","Donavan Cheah Mentorship Sample - Discussion Questions - Cybersecurity Topics | PDF",1789265698]