Iterative Documentation and Re-execution for Deep Sysadmin Skill Development - Episode Hero Image

Iterative Documentation and Re-execution for Deep Sysadmin Skill Development

2.5 Admins · · Listen to Original Episode →
Original Title:

TL;DR

  • Documenting technical work provides a tangible portfolio for job interviews, demonstrating communication skills and experience more effectively than simply listing accomplishments.
  • Learning sysadmin skills requires hands-on practice by finding a desired task, executing it, documenting the process, and then repeating it from scratch using only instructions.
  • Building personal projects, like a FreeBSD file server, forces engagement with core technologies and troubleshooting, accelerating learning beyond theoretical knowledge acquisition.
  • The act of documenting technical processes aids learning by engaging the brain in information recall and helps develop crucial communication skills for professional success.
  • Repeating tasks from self-created instructions reveals missing steps and reinforces understanding, preventing errors and ensuring successful system implementation.
  • Selling services, like an IRC hosting provider, creates real-world pressure to fix issues and secure systems, driving practical skill development and problem-solving.

Deep Dive

The core advice for aspiring sysadmins is to find a specific technical task they are passionate about, meticulously document the process of achieving it, and then rigorously re-execute it solely from their own documentation. This iterative approach of building, documenting, and rebuilding from instructions is critical for developing deep, transferable system administration skills beyond rote memorization.

This method fosters a profound understanding of system mechanics through practical application and self-testing. By actively constructing and then dismantling a system based on personal notes, individuals are forced to confront gaps in their understanding and refine their documentation, thereby building robust instructional materials. This process cultivates not only technical proficiency but also the ability to communicate complex technical concepts effectively, a skill identified as crucial for career advancement in IT. The act of documentation itself serves as a form of "rubber duck debugging," forcing the individual to organize their thoughts and articulate solutions, which in turn reveals implicit knowledge and potential errors. Consequently, a well-documented history of executed tasks becomes a powerful asset during job interviews, demonstrating practical experience and communication prowess far more effectively than abstract claims of technical ability. The iterative rebuilding from documentation ensures that the learned skills are not just theoretical but practically embedded, enabling sysadmins to consistently reproduce their work and troubleshoot effectively.

Action Items

  • Create documentation template: Define 5 required sections (setup, common failures, rollback, monitoring) to prevent knowledge silos.
  • Build personal knowledge base: Document 3-5 self-taught sysadmin tasks using a wiki or Markdown format.
  • Audit personal instructions: Re-execute 2-3 past tasks using only self-created documentation to identify gaps.
  • Measure documentation impact: Track time saved on 5-10 recurring tasks by referencing personal documentation.

Key Quotes

Find things that you actually want to do, then evolve system administration, do them, and document them. Then delete it and do it again, following only your instructions.

Jim argues that a core principle for aspiring sysadmins is to identify tasks they are genuinely interested in. He explains that this intrinsic motivation fuels the process of setting up systems, documenting the steps, and then re-performing the task solely based on those instructions. This iterative approach, Jim suggests, solidifies learning and builds essential skills.


Getting to where I am was a strange path and not a path that exists anymore. You can't start by sys-opping a BBS when you're 12 and then doing weird things on IRC when you're a teenager and so on. But it was much the same as Jim, you know, find something you want to set up and figure out how to set it up.

Allen reflects on how the traditional paths into system administration have changed. He notes that his own early experiences, like managing BBS systems or exploring IRC, are no longer viable entry points. Allen emphasizes that the fundamental advice remains consistent: find a system or task you are passionate about and then learn how to implement and manage it.


As one very simple example of what I was talking about with finding a thing that you actually want to do: Way back in the late 90s and early 2000s, when I was, believe it or not, a nubby little Windows guy in South Carolina, I knew that I really badly wanted to be a FreeBSD guy. I was very impressed with the stories of the power to serve and how CDROM.com and Walnut Creek were outperforming these massive commercial websites with just a few little beige boxes because the software was so superior.

Allen provides a personal anecdote to illustrate his point about pursuing desired technologies. He recounts his ambition to work with FreeBSD, inspired by its perceived superiority and efficiency compared to commercial alternatives. Allen explains that this strong desire motivated him to actively seek out ways to learn and use the system.


The last thing I'll mention is I do want to go back over the importance of documenting the things that you've done. That really is not an optional part. It helps you learn. There is a mechanism. It's the same reason that they make you take notes in class. Even if you never read your notes again, the fact that you had to engage that part of your brain in regurgitating the information that you listened to makes it more accessible to you later.

Jim highlights the critical role of documentation in the learning process for sysadmins. He likens it to taking notes in class, explaining that the act of recording information solidifies understanding, even if the notes are not revisited. Jim asserts that this engagement with the material makes it more readily accessible for future recall.


The documentation will do that for you, and it will greatly assist your learning. But almost as important as that, maybe even more important, it will teach you to communicate effectively with people about technical issues and other issues. And that's one of the biggest things that causes people either to get the job they wanted or to fail to get the job or keep the job that they wanted in IT is the ability to actually effectively communicate with other people.

Jim further elaborates on the benefits of documentation, extending its value beyond personal learning. He argues that the process of documenting technical work also cultivates effective communication skills, which are paramount for career success in IT. Jim states that the ability to clearly articulate technical concepts is a significant factor in securing and retaining employment.


However, in my experience, job interviewers respond much more positively to your online trove of documentation than to photos of you playing in the bath with your rubber ducky.

Jim offers a pragmatic perspective on how to present one's skills to potential employers. He suggests that a comprehensive collection of documented technical work is more impactful during job interviews than anecdotal evidence of problem-solving techniques. Jim implies that tangible documentation serves as stronger proof of competence.

Resources

External Resources

Websites & Online Resources

  • latelinux.com/support - Mentioned as the location for patron support details.
  • Patreon - Referenced for access to ad-free episodes and early releases.
  • Mastodon - Mentioned as a platform for sharing technical work.

Other Resources

  • rubber duck debugging - Referenced as a technique for problem-solving through verbal explanation.

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