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The fall from the top is far and fast

This past week I watched two different documentaries about skateboarders from the 80′s who lost touch with their roots, struggled to adapt to the changing environment of their profession, and ultimately bottomed out in very sad ways.

“Rising Son” is a documentary about legendary skateboarder Christian Hosoi – one of the first skateboarders to make an incredibly successful living as a pro rider in the 80′s. The creator of the then-groundbreaking “hammerhead” shaped deck, Christian not only had the skill to rise to the top as a professional skateboarder, but also had an entrepreneurial drive that in many ways helped to shape the modern skateboarding industry today.

He is now 42 years old and only recently resumed his professional skating career after twenty-year hiatus through which he battled with drug addiction and served a 4-year prison stay on drug charges.

“Stoked: The Rise and Fall of Gator” is a documentary about controversially loved and hated ex-professional skateboarder Mark “Gator” Rogowski. After he rose to fame as a professional skateboarder, Gator gained near-celebrity status in mainstream media (during what I feel was skateboarding’s “glam” period), proving that if skateboarders had the right image to match their talent, brands could be built around them (in his case, Gator was to Vision Street Wear what Jordan was to Nike).

At 43 years old, he is now serving a 39-year sentence for raping and murdering a girl in 1991.

Pleasant stuff, eh?

For both of them (though, Gator more so than Hosoi) the skill that got them to where they ended up became secondary to the image they focused on upholding. What they had in common, in my opinion, was letting their personal brand blind them from the reality of fleeting relevance as their industry shifted focus (from vert to street skating).

Because their brand was so prevalent and so strong, it didn’t allow them to be nimble enough to change with the times, which lead to a sad, far-and-fast fall from the top.

So, what’s the point?

While it may require hard to work to achieve a successful personal brand, it unfortunately doesn’t require any actual skill. In fact, there’s no inherent factor in personal branding that requires you to continue to do what you did to get there once you find success. Why? Because it’s entirely possible to achieve great success in personal branding while having literally no marketable skills whatsoever (*cough* Paris Hilton *cough*).

If you’re not careful, personal branding could easily overshadow your actual skill-set and then you’re the person who is well known… but… what was it for again?

Watching these two documentaries, I saw the parallels between what happened to Hosoi and Gator in the 80′s (and others in the skateboarding industry at the time) and the rise of personal branding in social media today. I find myself sometimes wondering “OK, I know of this person – but why? What do they do again?”. Personal brand can grant someone scene celebrity in an relatively young industry which has been built on innovation, hard work and relationships (much like the skateboarding was in the 80′s) – merely by focusing on the relationships part.

I’m not saying that it’s not important to put yourself out there – because like it or not – these days it is. However, don’t let your personal brand shift you from person to persona as it gains traction. You’re here for a reason (unless you’re the offspring of someone who already has found tremendous success), so don’t lose touch with that reason. Your skill-set that jump-started your personal brand needs just as much work as your brand does (if not much, much more).

Innovation, hard work and relationships fuel the business we’re in (or at least the one I’m in). Those values are listed in order of importance. Personal brand only deals with the 3rd in the list, and alone has little to do with industry relevance. Focus too hard on that, and your creativity/innovation and hard work suffer.

Relevance is one of those things that you don’t realize how important it is to have until it’s gone. In my opinion, that lead to the fall of Hosoi and Gator – let it be a cautionary tale for us all.

Jul 16 2009
5 comments

Today is a sad, sad day

Today is getting on my nerves, and it’s the fault of a good-sized bunch of you. Did you do some celebrating today? You know who you are! Talking/tweeting about the monumental occasion that occurred just past noon – a time when the universe aligned to remind us of the gift of consecutive numbers. If you missed this “special” occasion – don’t worry, it didn’t actually happen – and it won’t happen for another 81 years.

So, what were you celebrating? 12:34:56 7/8/09. But wait… does something look a little odd to you? Me too. While “09″ is still technically, “9″ – it doesn’t create the effect most people were celebrating as if it was the Pope’s birthday. Now let’s remember what year it is: 2009 (aka ’09). “09″ is part of a number set that looks like this: 01, 02, 03, etc. The rest of the numbers belong to a number set that looks like this: 1, 2, 3, etc. So, while technically “09″ comes after “8″ – it’s really just a square peg in a round hole.

In order for there to be real cause for a celebration, the date would have to be: 01:02:03 04/05/06 – which isn’t all that exciting, is it? That’s about as exciting as celebrating 04:05:06 07/08/09 (which is today, and the good news is that if you’re really into celebrating pointless consecutive numbers, you still have a few hours to go out and buy beer and a piƱata).

However, if you really want to celebrate the single-digit number set in all its glory as it happens naturally in modern date and time conventions, then mark your calendars – it’ll happen at thirty-four minutes and fifty-six seconds past noon on Saturday, July 8th, 2090 (aka 12:34:56 7/8/90).

C’mon folks. Are we really that devoid of reasons to celebrate? Hopefully you have some party poppers left, because here’s three real reasons: you’re not dead yet, Sarah Palin is still doing amusing wacky shit, and Kevin Bacon turned 50 today.

Whew! I feel much better now. You?

Jul 08 2009
5 comments

Just be you

I have a flight at 7:30pm to head to San Francisco to spend time with my girlfriend and also to connect with some folks for work. There’s nothing abnormal about this routine, but on this night – I’m missing out on something that I’d like to have been a part of. Tonight at 10:01 (my time) I will be missing out on being “able to choose a username for [my] Facebook account to easily direct friends, family, and coworkers to [my] profile.”

Basically what that says is that as long as I’m sitting on an airplane, I’m not in front of a computer, trying my best to snag facebook.com/jeffrey. It’s ok though, and here’s why. I’m not Jeffrey. I’m Jeffrey Kalmikoff. Besides, as long as there’s that bastard giraffe hocking toys to kids, I’ll never be the Jeffrey. And really, if Toys ‘R’ Us folded tomorrow, and I did become the Jeffrey, it’s still really just be Jeffrey Kalmikoff.

I was talking to my younger brother Josh on the phone as I drove to the airport. We discussed a few things, including a really kick-ass idea he has for a gaming website, but also talked about snagging his Facebook vanity URL. His point of view, “if someone gets what I want, I’ll just think of something better. Something wittier.” “Josh” I said, “do yourself a favor and just get your name – that URL will likely outlast whatever you found funny or witty or interesting about something like Uncler3mus (his twitter name).” “Just trust me on this one,” I said.

Even in the last 6-7 months the shift from pseudonym to real name in one’s online identity has been pretty prevalent. Many of my friends (myself included) went from pseudonym to real name – and some from real name just down to initials. What the shift really means is that everyone is seeing the value in having a single name – or at least a few names that all essentially mean the same thing. For me I’m Jeffrey (twitter), JeffreyK (skype), Jeffrey.Kalmikoff (gmail), and the one I’m starting to phase out FancyJeffrey (aim) – which at the very least still has my name in it.

I wanted to share those anecdotes to illustrate what I’ve come to terms with, and I think that it’s important that other people try to realize it as well. Your name only matters as a way to be a linkable entity to an action. Having an awesome “online handle” isn’t going to make what you do online (or off) any better than if you would have been using your own name. We’ve learned this lesson in the last 10 years as we started out being scared to have people learn our real identities online, so we created fake ones (mine used to be iFDL). The time of fear online is long since past, so it’s time to stop hiding behind “RadDude199″ or “ButteflyGrl22″.

As the time ticks away until Facebook opens the flood gates to vanity URLs tonight, maybe try to resist the urge to go after your current online moniker or pseudonym, and just go with what’s real. Just be you.

Jun 12 2009
15 comments

Video: My talk at BIGOmaha

This is the presentation that I gave at the BIGOmaha Conference in Omaha, Nebraska on May 8, 2009. I had such a great time at this conference. Big thank yous to everyone involved in putting on such a spectacular event. Jeff and Dusty did an amazing job, and it was so much fun being able to hang out with all of the people who came out to the Koneko center. I also had a great time spending time with my friends and fellow speakers who both attended and presented. I hope you enjoy my talk – any feedback would be much appreciated! Thanks!

May 27 2009
14 comments

Traditions have no place in business

The other night, I watched a video by my friend Gary Vaynerchuk in which he was saying how he felt that the use of press releases are obsolete. His point is that you have a better chance at winning if you’re that “big fat-ass Italian uncle who tells a story and crushes it” – someone who has a conversation with people, rather than just blasting out information at people.

So, are press releases dead? A relic and a reminder of a way of doing business that once was? For Gary, yes – 100%. For others, maybe not so much. I happen to agree with Gary that if you tell your brand story well, and you have an openness with your community enough to have a dialog, then press releases are likely not necessary. However, any tactic should stay in play until it no longer provides value. So, what if you’re sending out press releases and they continue to provide value? The answer should be obvious: keep sending press releases.

This isn’t about press releases though. Not for me, at least. The bigger picture that I’m talking about here is tradition – and in particular, how tradition relates to business. A tradition is a long-established or inherited way of thinking or acting; a customary or characteristic method or manner in which one does something. Let’s look at that definition and try to extract the “value adding” words: Long-established? No. Inherited? No sir. Customary? Nope.

My issue with those words is that they all imply that there’s build-in respect. But why should we respect something in business just because it’s something that people have been doing for a long time? The answer is we shouldn’t; and therein lies the problem with traditions. But, lets first get to the core of a tradition and discuss how it came to be.

Any tradition begins simply as an idea or solution that once created value. It worked its way from idea to tradition as time went by and the idea went unchallenged – and that’s the key. Unchallenged ideas that provided value at one point are ideas rife to become traditions. This is bad for business because if you never challenge you own ideas periodically, how do you know if they’re still relevant? Think about it this way – if you go to the doctor and are diagnosed with a problem that requires medication, do you get prescribed once and take that medicine forever without periodically getting checked? If you wouldn’t treat yourself that way, why would you treat your business that way?

We’re huge proponents of this at Threadless. We’re a business that started in a very non-traditional way. We’ve told the story many times about how our business started by accident, and we grew by only doing things that made sense to us – only taking steps that we were comfortable taking. Essentially, we did all the things that seemed like a good idea at the time. With all of that said, it wouldn’t make much sense for us to not constantly be challenging our own ideas, considering that the initial success of our business was an ongoing series of trials and errors.

While working to keep traditions out of our business is a logical thing to do considering how we began, that doesn’t mean that traditions should have a place in business that began in a more traditional way. The upside to this point of view is it really doesn’t take much to “de-tradition” your business. All you have to do is simply challenge the agreed upon “good” ideas to ensure they’re still relevant. By doing that you very well may discover that all your ideas are still good ideas, and nothing changes. However, you also may find that your ideas need to be tweaked slightly to regain relevancy. That’s not a bad thing, is it?

Ideas are not immune to the aging process. Like wine, they get better with age only if cared for properly (right Gary?). This care involves always challenging an idea to ensure that it’s still relevant. Double-checking the relevancy of your ideas is an important exercise because by doing so, you get to ensure that your ideas are working for your business and not against it. In the end it’s important to realize that no one is smart enough to come up with an idea that is so brilliant that it stays relevant forever without being cared for.

So what’s the bottom line? If you have a tradition of bringing in pizza for your whole staff on the last Friday of every month should you stop? Of course not. There’s a difference between traditions that effect the culture of your business and traditions that effect mechanics. Obviously, I’m speaking about the latter. A tradition is the antithesis of a nimble organization and can keep you from seeing how ineffective your once effective idea has become.

May 25 2009
5 comments

What’s in it for me?

Ever since I moved to Boulder, I’ve been super interested in startups. It’s not surprising really, Boulder is a startup kind of town. I’m not sure the exact figure, but I’ve heard something along the lines of “there’s 100,000 people in Boulder and 170 startups”. My interest in startups isn’t because I feel motivated to start a new business, but because of two reasons:

1. I love the whole process of coming up with new ideas and then figuring out how to make them a reality.
2. I love being put into situations where I’m required to learn in order to keep up.

Whether it’s discovering a niche that needs to be served, or simply just coming up with something that’d be really cool to do – I crave the excitement that comes from that initial spark of creating something new, then problem solving and learning to bring an idea to fruition.

I recently became a mentor for TechStars, a Boulder and Boston-based company that provides a bit of seed capital and a whole lot mentoring in a 3-month bootcamp format. The mentors involved are an incredibly diverse group of individuals from amazing companies. Each mentor brings something unique to the table, all in the interest of helping each of the companies that make their way through the program find a higher level of success. It’s an awesome program, and I’m honored to be involved.

More than being honored, I’m super excited to get involved in mentoring some of the companies that fit well with the area of expertise that I’m bringing to the table, which is a focus on community-based business as well as brand positioning. Granted, there’s no guarantee that I will be a good fit for any of the companies, but I’m eager to spend some more time with the groups to see where I can help.

I’ve had a few people ask me already “what’s in it for me?” Why would I spend my free time mentoring startups? Sure, I do have limited free time, and no I’m not some crazy person who isn’t happy unless he’s working (well, maybe there’s a little bit of truth to that). The reality is that I’m super passionate about ideas. There’s something so special about “the beginning” – it’s a completely different type of energy between creating an idea and sustaining an idea.

I feel it’s so important to always have a connection to the beginning of ideas, because it’s the time where you have solidified the “why” and you get innovative with the “how”. I’m sure it’s not the same for everyone, but my ability to stay creative and think about things in new and innovative ways is dependent on new ideas – even if it means coming up with some crazy idea and thinking it through, knowing that it’ll likely never see the light of day.

So, while I may have expertise to offer this “class” of TechStars, they also have a lot to offer me by way of inspiration. I’m always on the lookout to be inspired. I’m excited to observe how groups handle interaction in different ways and see how they handle the transition from idea to execution. That isn’t to say that the company I work for isn’t an unending source of inspiration (because it is), but hey – show me the law against being greedy when it comes to seeking out and consuming inspiration!

Lastly, I’m simply excited to help out. I’ve said it many times – I’m a community guy. TechStars is an integral part of the Boulder tech community, so as an active member of it – I’m more than happy to give some of my free time to help out in any way I can. So what’s in it for me? I can’t say for sure, but I’m hoping to connect and create relationships with new and interesting people. Besides, knowledge for inspiration is a pretty good trade, wouldn’t you say?

May 15 2009
7 comments

Video: An economy of inspiration

First I apologize for the “half-head” shot. I’m still getting used to recording on a Flip and like a kid potty-training… my aim is a little off. I’ll get less messy, I swear.

Anyway, I’ll (regular) blog about this later, but I wanted to throw the idea out there that by simply doing what we do – we create an economy of inspiration. There are no rules as to who produces and who consumes. It’s a completely free market, I hope that everyone adds value to both the producer and consumer side to make this economy of inspiration a thriving one.

May 12 2009
2 comments

A little birthday reminiscing

Today is my 30th birthday, and unlike most people who turn 30, I couldn’t be more excited about it. This is a day whose arrival I’ve been anxiously awaiting for about the last 9 years. When you’re young and you’re hustling to get ahead you find a lot of roadblocks. Usually those roadblocks tend to be people who want to automatically discount you for your age. I can’ tell you how many new business meetings I walked into in my early 20s, and just by the look on the potential clients’ faces, I knew it would be an uphill battle just to be taken seriously.

Skills and experience aside, the old(er) tend to be ageist towards the young(er), especially when there’s an element of surprise as to how far someone has come in so short of an amount of time. While age can certainly create a amount of doubt just based upon practical mathematics, I always fought the “why don’t you let my work speak for itself” battle. Luckily, I usually won because in general, I could sell a ketchup popsicle to a woman in white gloves – a skill I’ve learned from my Dad. Much like it being bittersweet seeing how accepted skateboarding has become based upon battles we’ve faced with parents, teachers and police just for the right to skate freely – the business world has begun to accept the fact that young people are holding the reins. It’s early still, and acceptance and happiness are entirely two different things. I’m proud to say that I came up when a good amount of struggle was needed to be taken seriously. That experience is the fire in my desire to succeed, and it likely will never burn out.

All of that said, I spent my early and mid-twenties being really excited to be thirty. To lose the stigma of “young”. To finally not have my age be something to add to the credibility equation.

But then something funny happened. At the end of my mid-twenties, our business really started to hit its stride, and age became a part of the story people loved to tell. Unfortunately, it was usually used as the surprise factor – along with school status. Things like “These guys have built a really great business, but get this… they’re twentysomethings* AND they’re college dropouts!” Oh, press. Ain’t it grand?
*please note that anyone who uses the word “twentysomething” should expect to be punched in the throat.

But I digress. I am excited about being thirty. It’s a good number. It sits comfortably between two prime numbers. According to wikipedia, it’s a primorial number, as well as the smallest Giuga and Sphenic number. I was going to say that it’s both an odd and an even number, but apparently that’s just not true at all. Having a girlfriend who’s a teacher comes in handy sometimes, but I’d never not share a story – even if it makes the whole “college dropout” thing pretty obvious.

There I go digressing again.

Ultimately, I’m excited for my thirties to be about more effort than luck. Not to say that what has happened with me/us professionally in the last ten years has been a fluke, but it’d be bad for my karma to not recognize and appreciate all the lucky breaks I’ve had to coincide with my efforts. Part of being young is having the energy to recognize the lucky breaks when they happen, as well as the energy to respond to them with whatever it needs to take full advantage. On all of our parts, the collective knowledge base gained mixed with luck and our earn-while-you-learn attitude has created quite the juggernaut. I simply cannot wait to see where it takes us over the next decade. Hopefully we won’t stop getting lucky breaks, but I’d like our experience, knowledge and drive to embody a Harvey Dent attitude as well. “I make my own luck.”

The last ten years has been really eventful. I’ve had many successes and failures, both personally and professionally. I’ve had extremely happy times as well as extremely sad ones. I’ve had sickness (though, more than I’d like to have had) and health. It’s been fun.

Goodbye twenties, and hello dirty thirties.

Apr 30 2009
4 comments

It’s what’s in between that counts

It’s 12:15am. I have a 4:30am wake-up call, and I even opted for the reminder at 4:45am. I’ve been in Chicago since Saturday and I go to NYC tomorrow at 8am for meetings and to speak at The 99% Conference on Thursday. I leave Thursday night to head back to Chicago to be in our office for meetings on Friday before I head back to Colorado on Saturday. I leave for San Francisco for a week seven days later.

I should be asleep, but instead I’m totally awake. I can’t turn my brain off to save my life.

I was thinking about how much you hear people talk about just doing what it takes to get work done, to hustle your way to success, to push yourself to make things happen. It’s not an uncommon thing to hear me say when I speak, and in fact, it’s the topic of Jake and my speech at 99% “The Do-First Work Ethic.”

What you don’t hear people talk about very much is the time in between “killing” one thing and “crushing” the next. These are the times I find the most important. The moments of clarity that support my sanity while I’m so up-to-my-eyeballs in work that I feel like it will never end (and it rarely ever does).

I don’t like to say “this will work for you”, rather I like to say what works for me in hopes that you can find your own calms before the storm. While I was in Chicago I made time to have lunch with my Mom, Step-dad and sister Lisa. I made time to have a drink and say goodbye to my best friend Burton before he and his girlfriend Sarah moved to London tomorrow. I made time to see my friend Ben and take my brother Josh and his college roommates out for dim-sum (and also got pulled over for talking to my girlfriend on the phone while driving in the process). I made time to have dinner with my oldest friend Scott and his lovely girlfriend Audrey. I made time to have chicken wings with my Dad (our ritual) and visit with my Step-mom and sister Katie. I made time to watch two movies in my hotel, and spend an extra few minutes in the shower each day with the water extra hot, just concentrating on breathing.

This may seem like a lot of time, but in reality it wasn’t. I said “I’m really sorry, but I have to go” more often than I would have liked to. The little bits of time I took to connect with my family and friends, watch movies alone and steal moments of silent meditation are the times that keep me going when I’m feeling worn down and have more things left to do than things that are done.

Why am I telling you this? I feel that I have a tendency to push the idea that life is about work and it should be the priority. For me, this is basically true, but as the saying goes “if you love what you do then it’s not work.” However, loving what you do doesn’t make you immune from fatigue. It’s so important to me to steal as many personal moments as I can in between. So, for as much as I have a lot to say about how to work, here’s some advice on how not to: don’t forget to make the time for things you enjoy (however short of time it may be) and stay grounded in reality by staying connected to those you love.

If beginning tomorrow there were twice as many hours in the day, I’d certainly use them, but even a hustler has gotta sleep.

Apr 14 2009
13 comments

Are you more than your title?

I’m likely not the best chief creative officer there is. In truth, I’m a little unclear as to what a chief creative officer really does in a normal company, though I have a pretty good idea. When I worked at an ad agency, pretty much everyone from creative director on up shuffled paper for a living. I assure you, I’m no paper-shuffler.

I’m fully aware of the fact that I’m one of the people at the front of an enormously successful company who got the opportunity to be there by simply being in the right place at the right time. Not to discount the work I’ve done, what I’ve been able to achieve or who I’ve become professionally, but the reality is that the only reason that I have the title I have is because it’s the title I took.

In reality, I’m not sure you could really give me a title. This goes for a lot of the people at our company. If we tried, our business cards would have to come with an index. Beyond the fact that a lof of us wear many hats, I also feel that some of the original employees of Threadless that have large titles also deal with the reality that if we left Threadless, our title would not be indicative of our skill-set and experience level.

The good news for many companies is that as you grow, the aforementioned situation becomes less the norm, as people are hired to fill specific roles – people who are qualified to fill these roles, regardless of where. For Threadless, as our company gets older, the need to hire specific people to handle specific tasks, rather than every task being a group effort increases. While I love the period of time that we were scrappy as hell, I think this is an important step in the growth of any company – to bring in highly skilled people for specific areas of your company where expertise is needed. This creates a mixture of your core culture with the ability to maintain the growth of your business. I’ve said it before, good businesses are run by people who are aware of their own shortcomings.

So what does this all mean? While the question of “could I actually go fill the role my title represents at another company?” is certainly a bit frightening, there’s comfort in the fact that (1) the business landscape is changing and people are more and more being measured by the results they deliver, not the title on their business card; and (2) clearly I’m not alone in these thoughts.

The type of companies that are grabbing headlines and having their founders and executives smiling on the covers of magazines these days are the type of companies that likely started out as hobby businesses (like Threadless). When you have a project that goes from taking up a desk’s worth of space in your dorm room to being a full-on company generating the type of income that could pay the tuition of every kid at your college, you’re likely going to find yourself catapulted into a position that is realistically a giant mismatch with your current level of experience.

That isn’t to say that someone couldn’t rise to the challenge of the position they’ve landed in (as we have), but what it realistically means is that they’ll fill the position in a manor that’s hyper-tailored to their specific company creating a highly specialized skill-set. In other words, the more that companies like these become the example of modern businesses, the less important a title will become.

Therein lies the double-edged sword. The less important a title becomes, and the more it merely becomes an identifier – specific to a company – of “the right person to talk to” in an organization, the harder it will be for people who have practiced old-school business and are able to hold down jobs simply by hiding behind the highest title they’ve achieved in their career.

I’d love for this change to happen, and completely overhaul the way people think about roles and responsibilities. I’ve been thinking about this a lot as I approach my 30th birthday at the end of the month. In my early 20s I couldn’t wait to be 30. This was driven mostly by the fact that when I began my own company when I was 21, people were more interested in judging me by (1) how long I’d been in business, (2) what positions I had held previous to starting my own company, and (3) my age. No one seemed to be concerned with the results that I could deliver, at least not right off the bat. I found this to be frustrating, and very telling that a changing of the tides would be on it’s way as more people like myself were starting small businesses and could easily compete with “the big boys”.

It makes me excited to see that we’re heading into a newer business climate where the only thing that really matters is results, and it’s less important who is behind those results. As I roll into my dirty thirties, I’m happy to be part of a new business generation that will rarely judge someone by their age or experience level, and base their evaluating solely on skill and the ability to produce results.

These are great times for the young, smart and driven to make noise and create a serious impact on the burgeoning new business world.

Apr 11 2009
10 comments
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  • Some call me a tattooed metal-head with a mind for innovation, an eye for design and nose for tomfoolery. I call myself a tireless design enthusiast, a lover of community and food, a maker of things. As for you, just call me Jeffrey.
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