As I introduced in my previous post, I am a little over halfway through a course intended to help me to make an eventual career shift. I have found the missions so far exciting, thought-provoking, and some others a little odd (with me wondering ‘How will doing this help?’). But overall, I am enjoying the process. Significantly, it is encouraging me, actually it is forcing me to question things about myself – my likes, dislikes, and my path to date in terms of my career and other related areas.

One of the earlier missions in the course was to actively search and reach out to people who may be already working in my fields of interest. This was to get a feel for their line of work and discover if it was something that I might want to investigate further.

Sounds pretty straightforward? Just throw out the emails and wait for a torrent of responses…

Well the universe and my thinking don’t work like that; would the people whom I contacted actually reply? Hadn’t they got better things to be doing than answering a random woman’s email? These were just two of my initial misgivings about the mission, but all of them pretty much centered on people not responding.

All in all, I was feeling fairly cynical about the process. But to help overcome the gremlins of doubt and pessimism, I decided to think along the following lines:


At this stage, the coaches encouraged us to not limit ourselves and our search for information and vitally, people.

This was perhaps a little easier said than done for someone who feels as though her brain is often a congealed mess of ideas. Therefore I started to do what I do best; I made a list. Lists ground me and provide a vital resemblance of structure for some of the messiness. Although they may not always inherently have ‘a point’ or ‘lead somewhere’, making a list of areas of interest allowed me to spill everything onto a page. It was a starting point.

For me, I found that my some of my core interests were in writing, mentoring/coaching and design. These, having been narrowed down from some of the earlier missions. Once I had done this, I now needed to focus on people – who was I aware of that worked in these areas?

The coaches recommended that this process best works like a hierarchy; at first consider reaching out to people already familiar to you, such as friends and family. These will hopefully be easy to contact and are much more likely to respond. Secondly, get in touch with people who you may have met already in a looser context, an acquaintance for instance or someone you know through a mutual friend. The third and final tier poses potentially more of a challenge. These may be people who you don’t know and it may be difficult to contact and interview; such as celebrities, experts in their field and so on.


So I had identified areas of interest, this was all well and good, but how do you go about ‘sourcing’ people (and their details)?

Simply? Research.

Initially, I contacted friends and acquaintances whom I knew were already doing work in these areas (and not necessarily in those highlighted above). I received a response from a few within a matter of hours. This bolstered my confidence and so I also started to reach out to more, including to a few of unknowns (such as authors, journalists and designers) having located their details mostly through their own professional websites. Other good methods included; LinkedIn and even other social media like Facebook.

My research led me down a number of avenues, some of which hit a dead end immediately. For instance, a writer/author that I admire did not provide contact details on her website. The only way to make contact was through her publisher and agent (understandable, when I imagine she receives many emails per day). After a little more research, I realised that perhaps this was one connection that should be put on the backburner, at least temporarily. It was something I could (and still will) go back to once I could put more energy and time into it.

Overall, I found that email was the best and perhaps most straightforward way for me to contact people. I was able to curate my correspondence in a way that showed a part of me in terms of my personality but also ensure that I had covered certain bases, such as making that important request – can I find out more about you and your work?

Some of the people I have got in touch with so far have emailed me back with answers to my questions, I have held Skype meetings, and I have even had some agree to meet in person.


There will be people who are too busy (or who may not wish) to reply and so may see your email and send it immediately to the trash. The odds are not necessarily in your favour; you may submit 20 emails and only receive a handful back. It’s a shame, but unfortunately a reality of the process.

However, the personalisation of that initial contact may cause people to stop and put the time together to reply, particularly higher up in the connecting hierarchy. A generic email with little grasp of the person or their work may elicit a response, but something that has been crafted for an individual may enable them to see part of the real you and thus lead to a better chance of a response.

So for this part, I considered carefully why was this person someone I wanted to reach out to in the first place? And what were they doing that resonated with me?

The idea of making a good impression was significant on a number of levels. People who are taking the time to get back to me offering their own nuggets of advice deserve to be met with someone who at least had a sense of purpose, and certainly not see a time-waster. So I ensured that I actually had something to say; what led them to their work, what mistakes did they make on the way and what advice would they offer to those looking to get into that field for instance.

Furthermore, I also ensured that I followed up with the contact shortly after the event. This is not only polite but it also allows a dialogue channel to open up and possibly remain open.


Perhaps one of the most important aspects of reaching out, is to keep reminding myself to enjoy the process. Enjoy meeting new people especially if they work in something that fires up your imagination. And also enjoy the changes that you witness in yourself and others as they make their own career change.

Yes, there are going to be moments of frustration, such as when someone fails to get back to you, or you leave a conversation experiencing a sinking feeling that makes you realise that their line of work is after all not something you wish to pursue. But that is all part of the journey.

My two gremlins named doubt and pessimism still raise their heads every so often; their voices certainly are a little louder when I am tired or feeling fed up, despite receiving some feedback from some amazing sources.

It was a fluke!

Why are you doing this? Isn’t life easier as it is?

And so on.

But when I remind them that part of the shift process is that it’s meant to be fun, it shuts them up fast. As those gremlins are far too serious to understand the idea of fun.