cafe worker

Posted by + & filed under business, lifestyle.

Having just read and enjoyed Remote Working – 3 Year Retrospective I thought I might offer my employer’s 2 pence from running 2 businesses remotely ( and over the last 8 years.

How Good Is It?

Be prepared to work at it, and be awesome to each other. Remote working can be an amazingly empowering and positive experience, but it doesn’t come for free. Effort in, results out – from both company and employees.

- Jon Cowie

Remote working is normal for me. Years ago I designed and planned my life to be like this. Now I couldn’t imagine working any other way and it baffles me that so many employers still insist their staff have to squeeze onto trains every morning to commute to a job that they could be doing in their pajamas. But things are changing, at least one can now use the phrase “remote working” without needing a follow up explanation.

Managing a distributed team is a double-edged sword. But with a little discipline and patience you can skip right over most of the downsides and jump straight into the good stuff. And it is good.

horse in bed
Approval from my favourite horse, Guy the CEO of

But I’m not here to sell it to you. Presumably you’re already bought in, if you clicked on a link to a blog called “Hobo CEO”. So without further ado, here are some crib notes:

Managing Your Remote Team

Hire using Asana/Trello/your PM tool of choice

It’s essential to hire people that will thrive working remotely, and I find a handy filter early on in the recruitment process is to communicate with candidates using Asana. Either they know how to use it already (a plus) or they’ll need to spend about 20 minutes learning the basics.

Hire a VA

Having a VA (or VAs) on your team saves money and sanity, e.g. you hire your sales team to sell; don’t pay a high hourly rate just to have them inputting rows into a spreadsheet.

Asynchronisity Is Your Friend

Even if you’re in the same time zone as your coworkers, don’t expect too much real-time communication. In fact it’s best to try to avoid it. Interrupting someone at their desk, unscheduled calls, instant messages are disruptive and should be used with care. You should use asynchronous communication first, and other more direct (disruptive channels) last. Get used to waiting for non urgent replies, especially if you’re the boss!

Visit everybody at some point

We’re still social animals and regardless of how used we get to remote working, it makes a difference to have some face to face time.

cat feeder
Random photo of a $300USD automated cat feeder from Japan


Invest in Good Quality Communication Tools

Get a good headset that suppresses peripheral noise.
Make sure you have access to a stable low latency connection – in some parts of the world, this is often tethering on my LTE mobile, not the cafe wifi!

Walkie Talkie Style

I find the walkie talkie style good on conference calls over lower quality connections, that is longer uninterrupted spiel, versus shorter chunks of discussion with people cutting each other off. So only one person can speak at a time, and you wait till someones finished before you interject.

The “Chicken” Test

Bandwidth issues and long distances can lead to confusing latency. Avoid those annoying protracted “Can you hear me now” conversations – with a quick method I’ve devised if the connection seems a little dodgy:

Chris) “Okay, Chicken test! – Say Chicken”
Nico) <slight pause> “Chicken”
Chris) “And again – Say Chicken”
Nico) <another pause> “Chicken”
Chris) <deduces latency from the length of the pauses> “okay we’ve got a bit of a delay, about 2 seconds. I’m going to hang up, switch to my mobile connection and call you back”

rubber chicken
Airborne rubber chicken courtesy of Kurt Bauschardt under CC lisence


I love screencasts, I find them one of the quickest and easily understood forms of communication. I use them to train people, to make presentations and for explaining tasks. Tips:

  • Keep them short, free of waffle
  • Ensure your audio quality is good, or ideally excellent
  • Use your friendly/relaxing voice
  • Do several takes if need be – you’ll get better each recording
  • A tool I like to use is Jing, it really makes it a snap to record and share screencasts
  • Keep them organized so you can reuse them again in the future

Work Life

Experiment with your location – find your sweet spot

We all have different tastes – I’ve tried my own office, co-working spaces, cafes and parks. I don’t like co-working spaces, I’m prone to epic procrastination at home but I thrive in cafes. However I can’t stay productive in the same cafe for more than 2 hours. Vary the locations you work from and find out what suits you best.

Seek out human interaction

My businesses require pretty much no in-person meetings, however I still schedule a few, in part just for the social interaction. That being said, catching up with friends for lunch or coffee is preferred to meetings that could just be pushed into email.

Schedule time off

It becomes a little confusing if you’re working somewhere people normally go on holiday. Whilst it’s really pleasant working in the tropics when it’s freezing back home, it’s not a holiday! We all need time off, so don’t forget to take it.

swimming pool

Further Reading

One Response to “Crib Notes From 8 Years Remote Working”

  1. Chris Jankulovski

    Is it just me or it’s really normal to people named Chris to embrace remote working?

    Thank you for the tips Chris. I haven’t tried the “chicken” test – sounds effective.


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