Author Archives: Scott Britton

Tools for Flossing the Teeth You Want to Keep

There was a lot of buzz on twitter about Nick Crocker’s Tedx talk called “Floss the Teeth You Want to Keep”. As a personal development buff, I not only loved the talk, but also enjoyed seeing others people who are passionate about bettering themselves come out of the woodwork.

If you haven’t had a chance to watch it you need to asap. His talk focused on the process of change in the context of improving ourselves. I can’t hold a candle to the real thing so if you want a more in-depth description go watch it.

One section of his talk focused on 10 things that help make change easier. I thought it’d be fun to highlight some examples and ancillary web tools that can make putting these practices in action easier. I already use most of these tools in one way or another, but plan to incorporate these into my workflow as I pursue changes in different areas of my life.

Services that Provoke Action

A friend of mine recently invited me to join a google group called Really Think. Not only have I found it to be incredibly valuable, but it has got me thinking a lot about how certain applications provoke actions online that might have otherwise not occurred.

On the first of every month, members of the Really Think group send out questions/topics/issues to think about. The questions can be about anything you find thought-provoking. They’re often non-tech related which honestly amidst a sea of push notifications can be very refreshing. Examples of questions I’ve come across since joining the group are:

What is the best way to tackle the obesity epidemic in the United States?
Who is Your Idol?

After the questions are sent out, members are encouraged to share their thoughts amongst the group. In general, the group is intended to be a mechanism for members to actually make time to collect their thoughts around topics they’re interested in  and then engage in a healthy discussion.

At the core, Really Think helps me to do something that I’d like to do, but frequently fall short on. Sometimes I just have difficulty setting time aside to think about many things outside my immediate environment. I define my immediate environment by the people, places, conversations, tasks, and activities I encounter on a regular basis. The mountain of twitter links, 8 books I want to read, and growing to-do list just isn’t conducive to me consciously taking time to meditate on things that are so important, but rarely engage me directly.

At a higher level, this group is forcing me to do something that I want to do, but just don’t make time for. I want to periodically take an hour to think about how we can solve American obesity and who I should strive to model myself after…yet I rarely do. The main thing that prevents me from doing this is really permission more than anything else. That is, giving myself permission to forego the million things “I have to do”  and put time aside to think about these things which are usually far more important. In short, Really Think has removed a barrier that prevented me from doing something I’d like to do, but find reasons not to.

I think this is really powerful and many services have emulated the same effect across the web. My personal favorite is Quora. So many people set out to blog, yet either never do or write three posts and stop. They know they should, but they find reasons not to.

Quora removes many of the barriers to blogging. People can broadcast their thoughts in long form without having to worry about the setup, whether there will be an audience, or what they should write about. This allows Quora to capture activity and engagement online that might otherwise not exist. Its interesting that people mainly identify Quora as a question and answer site, but in many instances its more of a short-form blogging platform. I’d venture to guess that many heavy Quora users don’t have a blog.

I think there is a tremendous opportunity for services that remove barriers enabling us to accomplish things we typically find reasons to push aside. These services provide a ton of value to both users and their eco-systems alike. I’m anxious to see entrepreneurs build services with similar higher-level functions and would love to hear what other services are helping people accomplish things they might have otherwise fell short on.

What the Changes in Twitter’s URL Shortener Mean for Bitly

Twitter has had a native URL shortener for some time, but it wasn’t until recently that they have begun automatically shortening URLs and link-wrapping those over 20 characters with a t.co URL. Alot of people are excited about these changes, including brands and media due to the condensed traffic source via the t.co link-wrapping. One service that has to be less thrilled about these changes is Bitly.

Bitly has been the dominate force amongst URL shorteners which has afforded them access to the real-time data kingdom. Sitting at the helm of real-time information sharing enables Bitly to derive incredible insights at both an aggregate and individual level. The applications to leveraging all the real-time data sharing on the web are endless, but one that particularly excites me is the ability to identify and understand broader web trends prior to anyone else. In short, I think the real opportunities for Bitly stretch far beyond link sharing analytics. But the amazing realm of opportunities Bitly possesses are entirely contingent upon the use of their URL shortener. So where does Bitly stand after the most recent changes? Let’s start with some questions.

Where is Bitly being used?

Bitly is used across many platforms which means that they have access to data extending beyond the Twitter eco-system. I’m sure Bitly points to this position as one reason they stand a chance as more and more platforms fill the holes they once occupied by integrating increasingly robust URL shorteners. And yes, the analytics services accompanying them will be here soon.

According to John Borthwick, last year less than 1% of Bitly links were being encoded on Twitter.com after their partnership ceased. I think this statistic misleads readers about how important the Twitter ecosystem is for Bitly. This statistic accounts for links that were being shortened on the site, not the total percentage of Bitly links being shared across the platform. What percentage of the Bitly pie are links shared on Twitter? From this, what percentage of users  were motivated to use Bitly out of pure convenience? I can’t find this information, but would love to know. If Twitter convenience truly does account for a large percentage of Bitly usage, they may be in some hot water…which leads me to my next question.

Who uses Bitly and why are they using it?

Bitly does two things really well on twitter – it enables me to squeeze a link within a tweet and provides rich analytics for tracking the interactions with that link. I expect that users that don’t care for the analytics will migrate to Twitter’s automatic URL shortener (t.co) because of its convenience. Conversely, Bitly users who derive value from the analytics will probably continue to use the service until Twitter reveals their analytics product. Whether these users choose to switch to Twitter’s native URL shortener once this becomes available will depend on a few things: how the product offering compares to Bitly, pricing, tracking habits across multiple platforms, and how intuitive the user experience is (people hate changing established workflows in the absence of a far superior offering).

But this begs the question – who is the demographic that is closely monitoring link analytics and doing so across multiple platforms? I’d venture a guess its primarily brands, online marketers/bloggers, and highly engaged tech adopters. To reiterate, in the near term I predict Bitly users who fall into these categories will continue to use the service, but I imagine that we will slowly see the more passive/social Twitter users move their native automatic shortener. For the record, I’m already a convert.

So where does this leave Bitly?

For starters, it means they must continue to innovate on their analytics offering because they have to assume that Twitter’s analytics package is on the horizon. Fortunately, they’re cross-platform…so they got that going for them. The less obvious question mark surrounds Bitly’s pulse on aggregate level trends.  As I mentioned earlier, their positioning at the beachhead of real-time information sharing enables them to derive insight into the real-time web’s broader trends. If the advent of Twitter’s automatic URL shortener does leave Bitly with a userbase composed mainly of brands, marketers, and techies, their aggregate data insight will be much less compelling; the pulse of often self-interested link publishers is likely different than that of the masses. Lastly, because Twitter is now indexing a large portion of Bitly URLs along with most others through the t.co wrapping, they have greater data sets to work with. Thus, they have the ability to offer superior data products solely for the Twitter platform. Did someone say monetization?

This post is full of assumptions, but it’s always fun to speculate. I strongly believe moving forward the company that holds the keys to the real-time data kingdom has the ability to power some incredible products far superior than link sharing analytics. These recent changes in Twitter’s URL shortener have definitely been a blow to Bitly. They must find ways to improve their product in order to retain the users who give them access to their critical mass of real-time data. Otherwise I fear they will only be a cross-platform analytics product who may never be able to seize their greatest opportunities.

Burn Your Boats

I heard an amazing story at my Church this weekend. I drew many parallels from it to my own life including some of the things I’ve learned in my journey as an entrepreneur. The story goes like this:

Alexander the Great’s powerful army spent years overwhelming opposing armies in their conquests. His men were fierce and swelled with the confidence that comes with consistent victory. Yet when Alexander and his men arrived on the shores of Persia they were visibly outnumbered.  Clearly outmanned, his men pleaded that it would be wise to go back and get more men. Alexander responded by ordering the men to burn their boats. As their only means of retreat went up in flames, legend has it that Alexander turned to his men and said, “We go home in Persian ships, or we die.”

One of the key themes from this story I relate to entrepreneurship is the nature of options. The inherent ambiguity you face in an early stage company often causes you to think 2 steps ahead. What if it fails? What if people don’t like the product? Often times these lingering questions can compel us to find ways to hedge our bets…for better or worse.

What I love about this story is that Alexander the Great made one of the bravest decisions anyone can make by intentionally removing his options.  His command sent a message to his men, but more importantly it put them in a new position: one defined by focus where there is no other option but to do your absolute best…or be defeated.

I’ve come to realize startup founders often find themselves similar circumstances. You’re a small company trying to disrupt a space typically occupied by larger incumbents. The odds are stacked against you and the uncertainty of success is evident.

I’d like to believe the odds of success for founders who disengage their options are far greater than those who don’t. Its extraordinary what you’re capable of when you put yourself in a corner. The straightforwardness of succeed or die propels you to do things you’d never do. Coupled with  laser-like focus, this is a powerful combination. Compare this with someone who gets back in the boat when the going gets tough. I know who my money is on.

For the record, I understand the importance of remaining objective, failing fast, and having a backup plan. I think the best founders integrate these things with the all or nothing approach exemplified by this story.

Early on make the decision whether or not you’re going to burn your boats. If you do, successful or not, the simple fact that you gave it everything you had will bring you peace regardless of the outcome. I feel that founders who are truly passionate about solving the problem they have set out to tackle are the ones  that will always be the first to burn their boats. This will be the subject of a future post.

 

 

 

 

 

How to Break in and Build A Network in the Startup Scene from Scratch

This is an old post from my personal blog I’m republishing here due to the frequency I’ve been encountering people trying to break into the startup world.

“I want to break into the startup scene…but I can’t code”

If I had a nickle for every time I’ve heard that…I’d probably have like $3.20. But seriously, I don’t know if its because the tech scene is hot right now or that the composition of my personal network is changing, but it seems like a lot of people I talk to who aren’t already in the startup scene want to break in to it. I feel that the common misconception many people have is that they have to be a developer or designer to do this. Although these qualifications help, its a far cry from a necessity.

This post serves as a personal case study of my journey to what I call really breaking in. If your looking to be just “a guy who works at a startup” that’s fine.  But if you want to build a solid network of people that you can call on, connect, and add value to you’ve come to the right place. In my opinion, having this type of network makes becoming a successful entrepreneur infinitely easier.

Step 1: Find someone you know and dropkick the door down.

If you have no technical experience or your Uncle isn’t Ron Conway look for people you know that are currently working in startups and see how you can get involved. I broke in by cold calling a guy I had class with 4 years earlier in college. Let me preface this by saying we weren’t really friends as undergraduates. I just saw a NYT article on his site, found his number on the press kit and called him in the parking lot during my lunch break to tell him how excited I was about what he was doing. A conversation or two later, I offered to work for free and eventually got the nod prompting me to quit my job the next day. Moving from a lofty two bedroom apartment in Chicago to back home with Mom and Dad wasn’t easy. Especially when you’re making no money (they covered my travel/lunch) and commuting over an hour by train. But if you really want to immerse yourself into this world full force, you can’t expect to be handed an opportunity. Once you have a window and a chance to get your foot in the door you need to do whatever it takes to seize the opportunity.

Step 2: Once there, drink out of a firehouse 

Ok you’re now a guy who semi-”works at a startup”. I could write a whole post on just this stage of the game, but I’ll stick to the general themes for the sake of time and what sounds like a good episode of Tosh.O.

At work: Try to get involved in as many different facets off the business as you can so that you can learn as much as possible. Ask a ton of questions about not only what is going on right now, but also the past and future to learn about how they got from point A to point B.

During your commute: Listen to podcasts/audio books about entrepreneurship, startups, VC. I really enjoy Entrepreneurial Thought Leaders and VentureVoice.

Step 3: Socialize and get used to buying other people  coffee and lunch.

Right from the get go its really important to start getting to know other people in the scene. Start out with people in your office, even co-workers if you’re shy.  A great way to do this is to offer to take them out for a coffee or lunch during your free time so you can hear a bit more about their experience working in the startup world. Once you’ve exhausted your co-working space just cold email people in your region who are doing cool things saying you’d love to buy them lunch to hear more about their project. I’m copying a cold facebook message below I used that worked many times:

“Hey RICKY BOBBY,

I just came across BESTSTARTUPEVER.COM on techcrunch and thought it was totally awesome. I’m working over at LESSAWESOME.COM down the street and would love to take you out for lunch or a coffee sometime to hear a bit more about what you guys are doing to see if I can help out in any way. I’m kind of new to this whole startup thing and would really appreciate any insight on your experience thus far. If you’re too busy, no worries just means I get to use the product sooner! Take care”

You have nothing to lose and startup guys rarely say no to a free meal…trust me. I was able to learn so much from these early interactions which is just one of many reasons why they’re so important.

Step 4: Look to provide value and seek nothing in return

 This philosophy should be the focal point of all of your interactions not only at this point of your journey, but throughout your entire life (in my opinion). When your talking with these people learn about their challenges and see if there is any way you can help. Common ways include feedback, pinging relevant articles, and connecting them with people who can help/their business has synergy with.

Connecting people is huge and something that comes naturally once you have met enough people. Think about who from your growing network could help someone out and then make an introduction (if they give you the okay). This goes a long way and helps you establish yourself as a connector.

STEP 5: Start getting people together by hosting events

Okay so at this point, you’ve got a pretty solid group of people in your corner. Now its time to ramp it up by getting together people who don’t know each other together in a group setting which can be really fun. Again, I like to focus these events on providing value for others. I have three events I host at different frequencies with a partner(s).

Startup breakfast: Once every 2 weeks I used to get 6 new people together early in the morning to discuss their challenges and get feedback from each other on how they can overcome them. INCREDIBLE

Poor Man’s Dinner: Either every other Thursday/Weds night myself and a friend get 8 new people together to shoot the breeze over some cheap eats. Really fun.

These steps have helped me to grow a pretty decent network in the NY startup scene. Also, don’t think you have to have some incredible skin on your wall like starting a successful company to validate putting events on. Remember you’re just facilitating the interaction of others, not lecturing on your accomplishments or what you know.

I also recommend going to multiple meetups and events each week and developing an active online presence (blogs/twitter with a splash of facebook). There’s a ton of other ways to grow your network, like build foursquare, but this is just how I did it. Now go out there and get it done!

Where Can You Win

Over 4th of July weekend I had a great talk with a friend’s Dad whose had a pretty stellar career in private equity. He probably still has American Online and couldn’t tell you what a hashtag is, but the guy is a total sage when it comes to business insight across the board.

We talked about how important it is to find a career that truly excites you: nothing new there. A more thought provoking conversation surrounded how we must objectively evaluate our personal strengths and weaknesses to see where we can win professionally. Its an incredible insight that I think is particularly important for entrepreneurs to think about.

If I was a betting man, or a VC : ), I’d always put my money on entrepreneurs who I think have a competitive advantage. I think an advantage can manifest itself in a few ways: talent, insight, relationships, and you might be able to throw timing in there. If you don’t feel like you have one of these going for you take a look in the mirror and ask yourself how you can win. If your answer is a unique idea my chips are on the other guy.  Let’s break these down:

Talent: Be objective about the talent you have and your chances of winning given those circumstances. Odds are if your team’s technical abilities are limited you shouldn’t try to build the most advanced search algorithm known to man. Unless of course you can hire the person who can do this. Stick to your guns and play ball at a level you can legitimately compete at. You’ll give yourself a better chance of succeeding. I say this not to discourage innovation, but to encourage success. If the sky’s the limit than rock on and let me know what you’re building.

Insight: The term “unique domain insight” is coveted for a reason – entrepreneurs who build businesses around spaces they deeply understand are more likely to win. They can see opportunities others can’t just as easily as they can anticipate potential hurdles and understand how to overcome them – so important. If you have no idea about the space you’re competing in hire or talk at length with someone that does.

Relationships: Sadly its not always the best products that win; sometimes its those who have forged the best strategic relationships. If you have them, good for you – this can make up for other shortcomings. If you don’t, evaluate the playing field and understand who does and what that means for your business. Do you want exclusive access to the twitter firehose for a groundbreaking data service. Better make sure somebody whose doing the same thing hasn’t beaten you to the punch.

Timing: This one is tough to argue because technically anyone interested in building a business has the same timing as you. I think this more speaks to first mover advantage (which isn’t always good) or unique insight into a confluence of factors. Both of these are a bit redundant. First mover advantage ultimately manifests itself as relationships with users, consumers, and partners. Insight on timing is, well, insight.

Ultimately, the thesis of this post requires entrepreneurs to ask themselves one question: are they poised to build the business they’rebuilding? I’m not asking are they the most poised because there will always be people out there who are better suited to do something. I’m asking at some level do you possess something that will enable you to win? Those who can answer yes have a far better chance of succeeding. If you can’t answer yes think about the collective superpowers of your team and where you can win – if you find something there that excites you the sky’s the limit.

Always Finish

Its so important to finish in everything you do – especially as an entrepreneur. When you’re doing startups there is never enough time in the day. You’re forced to pick and choose your battles and devote less time to certain things you care about. A hierarchy results where some things get more time and attention than others. I’ve found this segmentation to be fine, but when you start cutting it short on things it can be a slippery slope.

Three things that have been consistently important to me throughout my entrepreneurial journey are my professional goals, fitness, and diet. Early on, I decided that my diet and fitness regimen were going to take a backseat to me trying to kick the door down as an entrepreneur. I opted to go to the gym 3 days a week vs. my former 5 and eat out more because its quicker than preparing your meals – more time for work.

As the nights got longer there’d be mornings where I just didn’t feel like going to the gym. At weeks end I’d have hit the gym 1-2 times instead of my target 3. It was always easy for me to justify skipping because I was spending those hours catching up on sleep from working late. I’d tell myself those extra hours would allow me to be more productive at work…after all getting ahead professionally was at the top of my pyramid.

Over time I began to notice failure to accomplish goals outside the professional realm were taking a serious toll on my discipline. I’d feel urges to make excuses not to do something I needed to do at work. I’d find ways to stay busy instead of really focusing on things I needed to, but didn’t want to.

I had thought I was doing myself a favor by pushing aside other things like the gym and my diet for work…but one day it hit me. Cutting it in short in those areas had caused a bad habit and it was carrying over to all aspects of my life – especially work. Pretty ironic since I thought that I was actually doing myself a favor for awhile there.

The greatest lesson I learned is its fine to make sacrifices in certain areas of your life as an entrepreneur, but make sure you finish what you set out to do in every area of your life. You’ll be far better off, even if that means setting less ambitious goals at first. Just make sure your finish.

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