How to conquer a difficult task

As I continue to try to balance my life between a rigorous “day job” and working on my side project, I’ve constantly been finding myself struggling to knock off the things on my to-do list for Recommnd’s “Things I have to do before I launch” list.

After much introspection, I found that while I banged out certain tasks very easily, I consistently kept on putting off certain tough tasks day after day. As I drilled in a little deeper, I really came to face the fact that I was simply scared of taking on some of those tasks.

Doing a project with a team of one is tough. In actual startups with teams, you can usually turn to your partner to talk through certain things that you get stuck on. This does not happen when you are trying to think through problems and pain points in your head, regardless of how good of a problem solver or thinker you are.

Faced with this problem, I came up with an aide to help me think through these tough tasks. The whole idea is to drill down into a task that I’ve been putting off in a systematic manner. Whenever I find something that I’m scared of tackling, I pull up my MacJournal and start writing a journal entry with this template:


What’re you trying to accomplish?


This is where you put a simple one-line sentence describing your intent.

What do you need to accomplish this?


Usually, I write out a list of what needs to be done. Think of these as sub-tasks. Don’t think so much about how these will be done, just focus on what actually needs to be done.

What’s easy to do?


Simple enough right? Take the stuff you need to do, and list out the things that are easy to do. Try not to regurgitate the items on your sub-tasks list, but make it more of a free flowing thought process.

What are the roadblocks?


Start reading through what you’ve written. At this point, it really should be becoming clear in your head why you’ve been putting this task in the first place. But don’t stop now. This is the section where you just start listing out all of your roadblocks, all of the things you’re scared about, all of the things you don’t know (how to do). Again, don’t worry so much about how you’re going to solve these problems; instead, focus on the what the actual roadblocks are and list them out.

What are some possible solutions to each roadblock?


Alright, if you’ve been diligent so far, you should be feeling a lot better about this task now. Hopefully you are already feeling excited about truly understanding this task and at this point your mind is flowing with ways to solve the roadblocks you’ve identified. List them out, don’t worry as much about whether they can actually be executed on, but focus more on possible solutions. You don’t want to go completely out of touch here, so I’d recommnd you list possible solutions in the order of feasibility.

Action Items


This is where it should all come together. You should read over everything you’ve written, digest it, and finally come up with some real action items for yourself to tackle this task for real.


This technique has been working amazingly well for me. I’d love to hear from you if you decide to try it out.

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  • @Martin -- that is some great feedback. I think that often times we're facing difficult roadblocks because we're missing the bigger picture. Asking "why" gets us more clarity. I'll see what I can do to incorporate this into my blog entry.

  • Hi there... Greate blog :-)


    I'm a serial entrepreneur in Denmark - with about a dosen faild companies behind me.


    Why do I brag about that or say it like that has value?


    Well - If you at first don't succeed - Try, try and try again.
    While learning from your mistakes.


    And I have one pivotal suggestion or item to put on your list.


    And that is the 'WHY should I do this?' point.


    And it should go between the 'What’re you trying to accomplish?' and the
    'What do you need to accomplish this?'


    Why is WHY important?
    Because that is where you discover what the REAL value of the task, thing or action is.


    And we often spend enormous amounts of time om things that do NOT create any REAL value. Neither for us, our product or our coustomers, clients or guests (depending on you type of business)


    So do spend a few minutes to dwell on the value creation of you endeavours BEFORE any other action.
    It will save you enourmous amounts of time, money, heartaches and headaches.


    just my 2 cent's - Spemd them well ;-)


    And may the almighty (in whatever way, shape or form) smile on all your endeavours.


    The best to all of us :-)


    Martin

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