April 18, 2010
Posted by Ryan Graves
My biggest challenge (in the first few months of entrepreneurship).

I figure identifying and sharing my weaknesses here on this blog are one of the best way to overcome them. Both from understanding them better myself and benefiting from your feedback and “sage wisdom”. Thank you o’ commenters of the blog, I do sincerely appreciate you wasting your life on my writings.
So here it is, my largest identified struggle with entrepreneurship is the ability to quickly change from high level planning mode, to nitty gritty details focus, and then back. I’ve found that I both enjoy and do well at both, individually, but I suck a$$ at jumping from one to the other. Maybe it’s the ADD or maybe something else but that’s what seems to be very difficult for me. Let me explain a bit further.
Since I started running UberCab March 1, I’ve gotten the opportunity to literally do everything. I’ve touch code, and by code I mean HTML/CSS on the site, I’m not a developer by any stretch (yet). I’ve done deep dives into very specific product specs andĀ inaneĀ use cases of each aspect of our product. I’ve build out financial projections and I manage the day to day budget. I’ve hit the phones cold calling and doing sales, then I’ve done biz dev type activities and longer term relationship/partner planning. Recently I’ve started interviewing and recruiting and hopefully not to far away we’ll be hiring (get your application in now if you’re interested in working with us at UberCab!). So I’ve done a ton of different stuff, some very high level long term, and some very specific and detailed. But still it’s tough for me to go from high level, long term to what we need to get done this week, or today, without some significant rebooting of the hardware between my ears.
What’s frustrating is that I thoroughly enjoy both! The variety in my work, and the variety of task required to build a company as an entrepreneur is a dream come true! But I feel in order to be really solid I need to be able to start high level and smoothly transition down into the nitty gritty. That’s the way great plans come together and I’m definitely not where I’d like to be with this skill…
Any tips from you more experienced entrepreneurs on how to overcome this or at least improve as I go?





It is easy to say focus on the customer or focus on agile rather than waterfall methods of development and even to focus on on thing and to be ruthless about eradicating anything that does not create a slipstream of value creation.
Isn't the key discovery of a startup is discovering the stuff you don't enjoy doing but which are on the critical path of a startup? That early sacrifice of having to do it all means recognizing the importance of that stuff when the business has begun to grow and one can either outsource that or start the process of transforming into an incorporated state where expenses and payroll start kicking in as a managed reality.
There are people who do MBA's in the evening and engage the executive existence in full time employment, usually becoming the unsung heroes that undo the damage of poor strategy cascading. I think when hoshin kanri works in larger organizations, that kind of hand off is theoretically well thought out flow creation in the organization, but more often than not it is heroics that take the place of intelligence.
Having a moment to think of downstream problems, i.e. the nice problem to have - to anticipate success rather than wake up morning and getting what you wished for, is the vision thing. I think that having that somewhere in our mindstate gives us a horizon to work for, but also one whose reality is shaped and changed as we encounter the unexpected.
That then means the reality of building resilience. In doing all those small things that startup entrepreneurs engage or do, there is both a toughening up process because is being educated in the moment and getting a feel for their own business that can't be found in business school or text books, and at the same time, there is always the question of what to do with facing uncertainty and the unexpected.
Some people focus on startup mortality which to me is giving up on business life even before the embryo of pioneering spirit has had a chance to form into the next phase of the growing up process, that life cycle of a business that Aries De Geus spells out in The Living Company. One does not need to read De Geus to figure out that organizations take on a life of their own when they are all grown up.
Startups are however babes in the wood and just as new parents have to face really odd and cranky hours and sometimes they look at someone else's baby that sleeps like a peach, while theirs yells and hollers, the reality is what has given birth to and rolling up the reality sleeves to deal with the foster parenting part of making it through the early years. Organizations however are not replica's of human behaviour, they are constructs of corporal imagination and organic investment.
The point for me of going to the big picture is to create a horizon of anticipation, a future anchor point which is customer-focused (because cashflow is the lifeblood of the infant organization). The mere fact that many startups which should have been viable die on the sword of cashflow is one aspect of startup mortality that can easily be figured out - but it does not require endless hours of thinking, it requires immediacy of navigation, that both deals with the present emerging situation and the endless state of the long-term lifecycle of the developing organization - which is the always unreachable horizon.
The next key question is how much of one's business is a living experience, where decisions become autonomic rather than thinking too much, it is that which starts becoming natural to our way of being because we have become it. We become that which we have immersed our intent in and if that leaves us in an unsatisfactory place, the navigation sense of our business has been distracted or disrupted - whatever that distraction is, is either a challenge to overcome or a pointer to our true calling.
Of course we can observe for ourselves what has made others successful, but not at the cost of losing sight where we began our journey, where we are now in terms of the project we have chosen to engage and how facing and beating the obstacles and challenges that will inevitably come in our way, releases new energy, new learning and new inspiration to elevate the understanding the nature of our business and most important of all, the realization of this to our customer.
Ultimately Ryan I don't possess the answer for you. It is in you already and a bit like Michelangelo quote
u00e2u0080u009cIn every block of marble I see a statue as plain as though it stood before me, shaped and perfect in attitude and action. I have only to hew away the rough walls that imprison the lovely apparition to reveal it to the other eyes as mine see it.u00e2u0080u009d
All I can do is chip away at what it is I do and have trust in the process, for my particular process is about emergence. You are the shaper of your process, the unique proposition that draws from the customer only that which you need to focus on - like Michelangelo without a benefactor there is no chisel to enable that sculpture. The benefactor today is our customer - moreover we can have immersion of relationship with the customer in ways that were not possible for - or as they in Star Wars "Use the Force Luke" :-)
As always I am being terrifically selfish to use your question for my own purposes but whether my process is a waste of time is going to be and solely is my own long-term discovery.
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