Creating a private website with WordPress

When we became parents in 2015, Kelly and I talked about where and how we wanted to share the initial photos and stories of that experience with a small group of our family and friends. In case you haven't noticed, I feel pretty strongly about the principle of owning our digital homes. So I felt resistance to throwing everything up on Facebook in hopes that we'd always be able to make their evolving privacy and sharing settings and policies work for us, while also trusting that every single Facebook friend would honor our wishes about re-sharing that information.

I took some time to explore tools available for creating a private website that would be relatively easy for our users to access, relatively easy to maintain, and still limited in how accessible the content would be to the wider world. (I tend to assume that all information connected to the Internet will eventually become public, so I try to avoid ever thinking in terms of absolute privacy when it comes to websites of any kind.)

I thought about using WordPress.com, which offers the ability to quickly create a site that is private and viewable only by invited users while maintaining full ownership and control of the content. I passed on this idea in part because it didn't allow quite the level of feature customization that I wanted, and partly because it's a service of my employer, Automattic. While I fully trust my colleagues to be careful and sensitive to semi-private info stored there, it felt a little strange to think of creating something a bit vulnerable and intended for a small group of people within that context. I would still highly recommend the WordPress.com option for anyone looking for a simple, free/low-cost solution to get started.

Here are the WordPress tools I ended up using, with a few notes on my customizations:

Basic WordPress Configuration

For the basic WordPress installation and configuration, I made the following setup choices:

  • I put the site on a private, dedicated server so that I had control over the management and maintenance of the site software (as opposed to a shared server where my content, files or database may be accessible to others).
  • I used a Let's Encrypt SSL certificate and forced all traffic to the SSL version of the site, to ensure all communication and access would be encrypted.
  • I set up a child theme of a default WordPress theme so I could add a few customizations that would survive future parent theme updates.
  • I set "Membership" so that "Anyone can register" in the role of Subscriber (see more below on why this is okay).
  • For Search Engine Visibility I set "Discourage search engines from indexing this site".
  • For discussion I set "

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On training people

As a follow-up to my post on what I've learned over the years about hiring people, this is a similar list of what I've learned about training and onboarding people as you welcome them into your organization.

Many organizations reduce training to a pretty simple process ("here's the training manual, here's your trainer, go"), but I find it to be one of the most complicated and fascinating periods in someone's life with an organization. The initial days, weeks of someone's employment (or, in a not-for-profit context, someone's time volunteering or serving on a board) are highly influential in shaping the experience they're going to have in the long run, and the work they're going to do.

It's a time when they start to reconcile their "outsider" impressions of what you do and how you do it with what they see as a new "insider" with fresh perspective. It's where any idealism and over-simplification that happens during the hiring process runs up against the nuances of internal processes and the texture of individual co-worker personalities. Training can prompt many moments of truth about the new person's image of themselves as a part of your organization: "do I belong here?" "are they going to like me?" "can I live up to hopes/expectations?"

From the perspective of the people doing the training, then, I think successful training is a careful balance between providing enough structure to properly educate and acclimate the new person to your organization while also allowing enough freedom and flexibility to accommodate their learning style, pace, interests and questions - especially the "why are you doing it this way when you could do it this other way?" ones.

Whatever you do, don't figure out training on the fly. Don't let it be a 100% self-directed experience in some hope that throwing someone fully into the deep end is the best way they'll learn. And don't underestimate the return on investment you'll get from an intentional, comprehensive approach to training.

As the process gets started, minimize assumptions. Communicate clearly and directly with the trainee (a word that feels a bit demeaning but is useful here) about every detail of their first moments as a part of your organization: where they should be at what time (and in what time zone, if you're a distributed team), in what medium the training will be conducted (in person, text chat, audio chat, video chat, in groups or one-to-one), how long the sessions will be, what they need to bring, and anything they need to do in advance. Give your trainee every opportunity to get past nervousness and make a great first impression by removing unnecessary vagueness in these critical first days.

Communicate expectations and set clear training goals. "Over the next X hours/days/weeks we're going to walk through everything from this to that. Your main trainer/mentor/buddy will be this person and they are your main point of contact for the process, ask them whatever you want. Here's the format we'll use, here are the materials we're going to cover, and here's a list of all the things we're going to touch on. Here's how we'll track your progress through this training, and here's what we expect from you at the end of the process." And then make sure all of this information is known to the wider team and company. Continue reading On training people

Using Todoist to organize all the things

For just over two years now I've been using Todoist as my primary to-do list manager and personal organizer software. I pay for the upgraded Premium version at US$28.99/year. I really like it and it's helped me stay on top of all the things I want to get done in my professional life, personal life, local community and beyond.

(Before Todoist, I'd been using Taskpaper and loved the simplicity of its interface and file storage. The software hit a period of being unmaintained and I really needed something up to date, so I switched. Taskpaper has since seen new life as a project, it's worth checking it out again too.)

The Todoist website linked above already showcases many of its features so I won't bother repeating those, but here are a few of the things I especially appreciate:

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