The Ditch the Day Job Diaries

Below are 20 video diaries I’ve filmed since I took voluntary redundancy in February 2012 – after ten years working in the Scottish civil service.

The videos also feature footage from a couple of adventures I went on to meet other bloggers and self-employed people from around the world and get their perspectives, including the World Domination Summit in Portland and a trip to Oslo.


The accompanying Kindle book tells the full story.

Praise for the book on Amazon:

“Milo openly shares the highs and lows of his first year of independence. Lots of humour, some bad language, and plenty of practical insights learnt by experience. If you’re thinking of working for yourself, read it. If, like me, you’re already self-employed and trying to direction, read it. Basically, read it.”

“Being a creative entrepreneur can be a lonely experience and this book, which follows Milo’s own downs and ups as he leaves his job after ten years to pursue his creative dreams, will make you feel just a little less alone.”

Buy it at | & other Amazon stores worldwide.

Episode 20: Great North Run Report (1:29)

[tentblogger-vimeo 75702036]

All about my 2nd half marathon of 2013. More info

Episode 19: Edinburgh Festival Special (9:39)

[tentblogger-vimeo 73826551]

All about working for The Scotsman’s festival site, exploring my home city like a tourist, and my coffee addiction. More info

Episode 18: Mountain Shores Launch (1:29)

[tentblogger-youtube 50NXlKgkYdI]

This was a very short, experimental ‘bite-sized edition’ to announce the launch of the Mountain Shores podcast. I had hoped that by filming and editing it on my phone and uploading it direct from the phone to YouTube, it would be less time-consuming than the other episodes, but it still took quite some time.

Episode 17: Oslo Slow Travel Special (09:36)

[tentblogger-vimeo 63838593]

Read the full blog post about this video.

Listen to the rest of the conversation on Mountain Shores Podcast #3

Episode 16: One Year Anniversary (1:34)

[tentblogger-vimeo 61183796]

Episode 15: World Domination Special (3:53)

[tentblogger-vimeo 56645586]

Some video footage from my trip to Portland Oregon, for the World Domination Summit. Includes brief cameos by:

Hung Pham, a Career Consultant turned Travel Photographer whose work can be found at Hung is currently on a 6 months trip to China, Vietnam, SE Asia, Australia, & New Zealand. I spent quite a bit of time with Hung in Portland and found him wise, hilarious, and extremely generous. Hung was also one of the attendees invited to speak on stage at WDS.

Melissa Dinwiddie, multipassionate artist, teacher and songwriter, who treated me to an impromptu ukelele gig/lesson in the park!  It was so lovely to meet Melissa “in real life” after knowing her for ages online and admiring everything she does to help creative people succeed. We had a great conversation about creativity and life in general (read my interview with Melissa here).

Dr Elise Bialylew, a trainee Psychiatrist and meditation teacher who writes at Curiously Creating and founded Mindful in May, an online, global meditation challenge. In May 2012 there were nearly 900 people meditating from 12 countries, that raised $26,000 for Charity Water. Pretty amazing eh? Elise is such a joy to be around, being extremely insightful, funny and a real force of nature, so I was delighted to be able to spend time with her despite the fact she never seemed to stay still for long! Read my recent interview with Elise.

Jason Digges, a professional video producer, musician, filmmaker, writer, photographer, philosopher, and entrepreneur. Jason writes at Practical Art. I met Jason right at the end of my trip and really enjoyed our conversations, and hearing his deeply spiritual perspective on things, as well as the four-person bike ride we enjoyed around the river with Hung and Elise! As a long-time creative freelancer, Jason also has a lot of experience and wisdom to share.

Episode 14: Considering the Benefits of a Day Job (6:11)

[tentblogger-vimeo 43472189]

You can read about the Phantassie Doocot at the National Trust for Scotland’s website and also read my review of Ignore Everybody by Hugh MacLeod

Episode 13: Letting Go of Self-Imposed Pressures (3:51)

[tentblogger-vimeo 42942335]

Check out the “potentially useful tool of the week”: (was free at the time, but now there is a small monthly charge)

Episode 12: Paris & Failure (2:40)

[tentblogger-vimeo 42556715]

 Here’s the related blog post: Staring Failure in the Face

Episode 11: Staying Accountable (6:30)

[tentblogger-vimeo 41976653]

Episode 10: Don’t Break The Chain! (5 minutes)

[tentblogger-vimeo 41620283]

The site mentioned in the video is

Episode 9: 2 Months In and Energy Levels (2:30)

[tentblogger-vimeo 40100266]

Episode 8: Mad Man on a Bike (3:30)

[tentblogger-vimeo 39628376]

Read ‘How Advertising Has Changed Since the Days of Don Draper’

Episode 7: Changing Careers & Freelance Fridays (6 minutes)

[tentblogger-vimeo 39194426]

More info: 

Emily Dodd: Blog | CMC Interview | Info about Edinburgh Freelance Fridays
Read my review of Escape From Cubicle Nation by Pamela Slim

Episode 6: Sowing Seeds & Hard Rain (6 minutes)

[tentblogger-vimeo 38755527]

Here’s the rather rambling interview I did for Arran Arctic’s podcast.

Episode 5: Various Vices & Online Platforms (5 minutes)

[tentblogger-vimeo 38190860]

The article I mention is by Justine Musk – how to turn your creative online platform into an art.

Justine practices what she preaches as well, for example here is an article about how she has used Pinterest to help plot her latest novel.

Fabian Kruse also makes a brief cameo in this video – read my interview with him here and his guest post about being productive anywhere here.

Episode 4: Bootstrapping a Business and Investing in Education (6 minutes)

[tentblogger-vimeo 37907091]

Here are some of the resources that are either mentioned or shown in episode 4:

The Bootstrapper’s Bible by Seth Godin (free manifesto)
Entreproducer -Interesting video interview with Jason Calacanis
Get Sustainably Creative – Michael Nobbs (affiliate link)
The Micropublisher – by Thom Chambers  (no longer available)

Episode 3: Working For Free Blues (3 minutes)

[tentblogger-vimeo 37401444]

Episode 2: A World of Possibility (4 minutes)

[tentblogger-vimeo 36973429]

Episode 1: A New Way of Life (11 minutes)

[tentblogger-vimeo 36486513]

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s