UPDATE 2: Impossible singing challenge.

1st March I sang to an excited and patient crowd at The Winchester in Newton. I was joined for a collection of duets and some acoustic jams and it was fun. I didn’t get booed off so I consider this a success. We also raised a whole bunch of cash for OMG Tech! and the closing number was the entire OMG Tech! team belting out You’re the One That I Want. An awesome night, and sorry if I left anyone’s eardrums irreparably damaged.

Next challenge? I will keep you posted. I am having a few weeks off from doing the impossible :) But I WILL let you know.

UPDATE: Impossible singing challenge.

So this year’s challenge of mine is to learn to sing, get a gig in front of a heap of people (100 would be cool) who want to pay to hear me sing. Well I am almost there, whooo. I am not sure the quality of singing is what people may expect (way to sell it Vaughan) but it will happen. The hour is soon. Actually probably more than an hour. Perhaps an hour and a half. But basically the gig is nigh in February. But I need your help friends!

I am constructing a setlist of hits to sing. I need your inspiration, as to why, well that will be clear soon. For now I need you to suggest some fun songs, that are also fun for people to sing-a-long to as well (important). The gig will be a bit of self deprecating fun and, well, a bit of a sing-a-long. So I need your ideas.

Use this form to tell me what to sing.

So what are you waiting for? Hit me with your best shot.

Living Impossibly – My TEDx Experience

I recently had the opportunity to share a very personal story at TEDxAuckland. It’s a story of doing impossible things, and how my mother inspired me to do so. The experience doing this talk was one of the greatest experiences of my life. Mainly because I got to share the story, but also the amazing people I met along the way, the other speakers and the organisers. Rehearsing with the other speakers was intimate and fun. And on the day, the buzz of the event, and the mind filling stories on the day were exponentially more powerful when presented in front of a few thousand people.

Do something impossible, and if you get the opportunity to talk about it, do it. It is one of the best things you can do, especially if you are like me, scared shitless of talking to a room of people.

Be amazingly impossible.

UPDATE: Wow. I just realised it is 4 years TO THE DAY. Could not think of a more fitting way to remember it than sharing this. Funny world huh?

It’s ok I’m only busy for a while

This is a pretty typical view of my calendar, in fact this is next week and I haven’t even scheduled in all my catch ups and things to do yet. This is just the meeting requests! I also have to squeeze in things like “real work”. I consider this normal.

Only busy this week


The next week after, it looks identical. The week after similar but with a few holes. In fact if someone wants to catch up with me, my default response is:

“Oh man I am slammed for the next 2-3 weeks, but I am wide open after that so get in touch then”.

When Mel pulls me up on being home late constantly, or leaving home early, or not being able to schedule in family things my default response is:

“I’m sorry, I am slammed for the next couple of weeks, but look, here see, it’s ok my calendar gets less busy then”

And that is true. My calendar, as of today, is mostly free in 3 weeks. Woohoo! Relaxing times ahead.

However, my calendar is a rolling window of destruction with it’s view into a maelstrom of craziness.  By the end of Monday, I have filled the Monday and Tuesday 3 weeks out with new appointments. I don’t get less busy in 3 weeks, I just don’t know yet the things I will be busy doing.

This is a common theme with a lot of people I know. And if you have a calendar like this, then you have a risk on your hands. It is okay for me, I have learn’t how to manage my calendar well over the last year, but every now and then, I teeter over the edge of the crazy busy precipice, people frown at me because I am too busy then I pull back. For the most part it works for me. But here are some things I have learnt.

You need to stop thinking you are only busy “for a while”, and start thinking you are busy FOREVER, and develop some tactics to prevent your calendar turning into a blackhole from the weight of everyone’s expectations and collapses into itself.

Don’t just use your calendar for meetings with other people.  Unless that is all you do in your life, meet and talk and drink copious amounts of coffee (actually not too far off for me), you will have regular commitments and things you need to do. Put them in your calendar like:

Email. When I am not in meetings, I am writing email. In fact when people ask me what I do, I am usually honest and say “Talk a lot and write emails”. Depending on your volume schedule in an hour at start and an hour at the end of your day. That keeps you focussed in-between to get other stuff done.

Lunch. You do it every day. Book it out.

Preparation. You probably need to read stuff, or prepare notes, or papers, or just stare out the window and think about crap from time to time. Put it in! Perhaps just schedule in an hour now and then for general “prep”.

Travelling. Unless you live in your office and have all interactions with humans in your office, you will need to factor travel. Also, try and make all meeting at your place. Then you don’t need to factor this in.

Phone catch ups. I found this cool app on my iPhone the other week. It’s called Phone. And you can “ring” people and talk to them. I spent ages trying to figure out how to delete it, as people would”ring” me. But it is actually quite useful if you have the power. If you need a regular 10 min catchup with people, then do it as a phone call when you commute. Just pre-arrange it with them as they may have been trying to delete the Phone app from their smartphone too.

Coffee meetings. Those vague requests for a “catch up” over coffee, set a quota on how much time you can give to these each week, and put them in as a placeholder. Say 10-11am as many days a week as you can spare, block them out with placeholders, and once they are booked they are booked.

Friends. These can also be your lunch slots, but make sure you are scheduling in time with people important to you. Drinks after work. Coffee. Whatever. Put it in!

Exercise. Run, swim, walk. Plan it in. Walking or running meetings are awesome time hacks. Pro tip: in a running meeting make it with someone who needs to do all the talking. Also, swimming meetings are not productive.

Plan out your calendar with the “non-meeting” things every Monday, so you have a 3 week rolling window of all your other stuff too. Then the gaps you have left, they are the slots you can give to all the time bandits who want your attention. All the things you need to do every day are as important as each other. Be firm with your time.

Here are some “don’ts” to do as well.

Don’t convert pre-planned slots for friends, email, lunch, reading etc for meetings (unless it is critical). You are kidding yourself if you think you can squeeze all these into the imaginary gaps in your day.

Don’t work late every day. Even if working late is pounding emails at home on the couch or networking. Keep a quota of evenings free for the people you live with. If you are solo, well fill your boots, you need to get out and meet people at networking events.

Don’t think about everything being an hour. Default all your meetings and catch ups to be 30 mins. Doing this alone gives you twice the time.

Don’t think it is going to get any better.

So here is my calendar 4 weeks out. This is my regular template, with my regular commitments and I fill in the blanks between 10am and 4pm with anything that comes up. The placeholders for exercise, lunch and coffee etc I move around to suit. If no coffee catchups, they get converted. Evenings limited to two late out nights. Sometimes it’s one. Sometimes it’s 3.


I keep this updated a couple of months in advance. It works well. I think it gives me a good balance. Yours will probably look different. But give it a go.

Being busy isn’t bad. Having a full life is a good life. But make sure you are filling it will all the right things, and making room for everything you consider important.

5 Years ’til the Future

I was thinking about and progressing a five year goal of mine this morning and I realised something cool.


Did you know that in 5 years it will be almost 2020? That is THE FUTURE. All of a sudden it felt to me that the future is almost here. You know, the real future. 2020. It sounds like a real futuristic year. After the year 2000 we went into this period of lame years. Not that the years were lame in content, but the numbers just sucked. First of all we went through that period where no one was really sure what to call the years in short hand. “oh-one”, “two-double-oh-seven”? Then Twenty Ten arrived and it sounded better, and I was expecting it to be impactful in some way. The sound of it was quite punchy, and you could imagine a sci-fi film from the 80’s leading with “It was the year Twenty Ten!” and it would be all future and shit. But it didn’t happen. Twenty Ten just felt like any year.

I got to thinking about Twenty Twenty over coffee this morning as I pondered my 5 year goal I am working on (I will share at a later date). Other than an assessment of how well you can see, this year 2020 sounds like it will, finally, be an impressive future year. I have high hopes because today, right now, we live in an age now where the future feels just around the corner. We have Elon Musk and Richard Branson (and others) going into space. We are entering a golden era of manufacturing, with electric cars (Musk again), Makerbots and Kickstarters for almost anything you can imagine. Innovation used to be “The Internet”, now it’s real stuff of the future, and anyone can build it. Things you can touch, and sure that are connected via The Internet, but finally the future is almost tangible.

Five years is not that long. Like, if you had a five year goal to do something, then you would do that, THEN IT WOULD BE THE FUTURE. And this excited me no end. This is what excites me about 5 year goals, amazingness waits at the other end. But there is another reason I get excited about the impending and exciting future, because there is a dark side of five year goals that people don’t usually contemplate. It is something I have known about for a while, and probably explains some things about me and what motivates me.

Five year goals are awesome. 5 years is long enough to achieve something pretty cool, and because it feels like half a decade is a good nice rounded (yes I know it isn’t a round number) period of time. People always tend to think in terms of 5 years. It is a tidy number. You can fit two in a decade. And you can do all sorts of things in a 5 year goal.

Start a business.
Learn a language.
Move to a new city.
Have kids.
Grow kids.
Wait for kids to move out of home.
Change some aspect of you physically.
Get fit.
Build a house.
Travel the world.
Change some part of the world.
Fall in love.
Get married.
Achieve great things in your career.

There are all sorts of more interesting things you will think of as you contemplate what you want to achieve most in a 5 year goal.

There is one reason in particular I love the 5 year goal. I want to share it with you and this may be a little depressing. But it’s super important to contemplate and I ask you to contemplate this. Not to depress you, but hopefully to get you to think about 5 year goals a little differently. I am a little nervous about this, because it took me by surprise about 10 years back and I didn’t want to leave my room for a week.

Using the 5 year goal as a rough unit to achieve all the great things in life you want to achieve. Big chunky meaningful things. How many can you do? I mean think about it, and assume you can’t do many of the goals in parallel. And some of them may just be unattainable. The reality is life is all consuming and if you want to achieve something big you need to give it 100% of your focus.  So if you had to give 100% of your focus on achieving amazing new things, outside of the noise of regular daily life, how many could you do before you, you know, die? Kick the bucket.

Say you are 30. You can do two chunky 5 year goals then you are 40. That is cool. 40 is cool. I am 40. It IS cool. Then you can do two more the you are 50. I am sure 50 is cool too, but at 50 you will find that perhaps the options of goals in your list shrinks somewhat. It is kinda late to be thinking about growing kids or climbing Everest, not too late, but you know what I mean. Not the optimal time to do it. Two more then you are 60. That business you wanted to start? You can still travel, but not backpack like when you were 30.

You have a finite number of 5 year goals. Pick the wrong ones, or get them in the wrong order, and you find yourself wondering where all the years and your dreams to spend them on went.

Sucks huh? Sorry.

I personally hate thinking about the fact I have perhaps 6 – 8 big goals I can achieve, and all the ones I am most excited about doing right now have an expiry of perhaps 55 years of age. So I only have 2 or 3 of these I can do. Arggggh! What? CHEATED!

But I don’t think about that, you can’t because it is just depressing. Instead I think about what if you only had 3 things you could achieve in your life. Not an infinite number, just 3. What would they be? This I find incredibly liberating as it really focusses me on the things I want to do with my life. Before I use it all up. It focusses me on the future constantly, wondering what the next 5 years will bring, and how I will maximise them. And that’s why I am pretty excited about 2020. I have the feeling there will be some pretty cool stuff to do in the future. Perhaps some new goals will become apparent, like go to space! But one thing that won’t change is I have only a fixed number of goals left to achieve.

And that is why I get impatient in life. And why when I find myself procrastinating I get on with living it and achieving one of those 5 year goals.

Observing July

Found this old story I wrote in a journal a few years back, from a previous life. Thought it fitting on this July eve sitting by the fire.

My stove snaps and grumbles as it quietly snacks on the wood I feed it, loyal like my old dog was. I sit by the window observing the world with eyes closed. The window doesn’t close fully and I recline in my chair leaning onto its peeling frame to let the wind blow across me in. The fire warms me and the chilled air cools and I can’t make up my mind on which I prefer.

My legs and arms are crossed with my hands buried deep into my armpits. I have to extract them to sit up and toss the stove another bone, and I miss the outside air washing my face. The Kanuka is dry and burns quick and the smell leaves me wanting to smoke a fish. With pose resumed I close my eyes again.

The rain is clapping onto the thin and very tin roof; its waves of applause almost smother the sound of the fires delight. It teams together with the wind from time to time and manage a splash of droplets across my face. I know the surprise is coming but can’t stop my eyelids flinching, no matter how hard I try. I smile at the rains game, with the cooler of my cheeks rising slower and stiff.

Out in the greyness, beyond the baubles of water on the pane, through the essence of smoked snapper, past the waving Toi-toi and behind the drenched and exhausted dunes come beats of the waves. Kkrooowwkkkshhccccssssshhhh. I try to count them, sometimes two or three at the same time.

I stretch out further in my chair re-crossing my legs with left over right this time. I dry my face on my sleeve and close my eyes again. They all vie for my attention. I just sit and observe, letting my mind filter each sound in turn.

snap, tip tap tappy tip
fhewww e ewwww splash
tippity, snap, tip tap, kkrooowwwkkkkssshhhcccssssshhhhhhh.

I’m observing this July day with resting eyes.

CEO Idol

Every year I do an impossible challenge. It’s a thing. Okay so obviously the things I attempt are not impossible, because impossible is impossible! Right? It’s funny how often we use the word impossible in life not really meaning what we think it means.

impossibleImpossible. We say it but really, is it?

In previous attempts I have cycled solo from Steward Island to Cape Reinga. I told people and they laughed at me in my face, as I was a 100 and something KG fat guy who hadn’t done anything physical ever, and hadn’t ridden a bike since I was 13.  I dropped from 100+kg to a trimer 80ish on the way.

I’ve quit drinking for a year, quit watching sports. I’ve quit reading, listening and watching any form of news media.  I have started my own software startup. I have run 1,000km including 5 half marathons.  Again not bad for a recovering fat guy.I am pleased to confirm that I have succeeded in every challenge so far. See, not impossible.

I’ve mainly been alternating between quitting things and doing crazy physical things. I figure this way I gradually remove all the things that make my life worse, like bad news and smoking and do lots of good things for my body that make my life better, like running and cycling crazy distances.

This year I am adding a new category to my impossible challenges. To learn a new skill. I’m not talking about learning to do woodworking, or pottery, or hand-gliding. I have to learn a new skill and reach expert level. Well perhaps not expert, but generally nail it in some epic way.

This year my challenge is to learn to sing, in a band. Now, that alone sounds pretty doable. So to make it an impossible challenge, I need to learn how to sing (I am not a singer. Ask my kids) and get a paid gig singing in front of at least 100 people, for MONEY. And not get booed off. So not only do I have to learn to sing, but master a level so I am good enough that someone wants to pay me money and attract a crowd of 100 or more people. I have to overcome all my horrible fears and demonstrate my new skill publicly in front of a bunch of really critical people, basically not my family. Considering that any form of public speaking turns me into an incredible sweating twitching nervous wreck, singing is bound to give me a full nervous breakdown. I think I can probably get half decent enough at the signing bit. It’s the public gig part that is the impossible bit for me. But just as I felt a few years ago when I announced my bike ride of NZ to everyone, and quietly shat myself, I then overcame all my own doubts and I then went about doing it. One step at a time. Instead of focussing on what you have to do at the end, focus on each step that will get you there. One at a time.

That’s the bit I think that makes people think things are impossible. Self doubt. When you stop saying “I can’t” and then start saying “I’ll give it a go” you will find out there is a whole lot of things you can do. Amaze yourself at how impossible you are.

So I have the most part of a year to get a paid gig and nail this. In the meantime, DO NOT ask me to sing a song for you. I might punch you in the face. I am terrified of this challenge, and I need to slay some demons first before I can even consider humming a tune. But I will invite you along to my gig, if you are happy to pay ;-)



Moxie thoughts – UFB

Tonight was another fantastic Moxie session, thanks to Hayden Glass for organising these.  Tonight we were talking about the UFB rollout in New Zealand and what this means to us all, what opportunities it creates, and the value it brings.  Well that’s what I thought we were talking about.  I tend to absorb the discussion at the Moxie Sessions, then post-process it a lot.  Mulling over the conversations of the evening.  I am a little bit slow.  But here are some thoughts to share with the group and anyone else who is interested.

Here is what I think about UFB and the opportunities it creates for NZ, other than giving us faster Netflix, albeit illegally.

UFB is infrastructure.  It will take us years to roll it out to the majority of NZ’ers.  When we do it will be a great asset for us to use and abuse on porn.  Unless we find something else to do with bigger pipes to the home and business in NZ.  Consuming video, be it Apple TV, Netflix or Hulu (or Sky TV should they join this Internet phenomenon thing), is the obvious app for UFB.  It is the chunkiest content or data we consume today.  But consuming more of this via UFB just means we need to import more data from content producers offshore.  This doesn’t help NZ thrive, at worst it means we spend more time at home in front of screens lining US content producers pockets.  UFB will give us amazing infrastructure, and we will be the envy of the rest of the world.  This is the suggestion, not my assertion.  So how do we make the most of fiber, UFB and this advantage we will have over the rest of the world?

We need to get in the business of content generation.  New Zealand needs to export digital content to the world, or technology that helps generate and the consumption of digital content. This is a great opportunity for NZ, to do really cool shit with data.  Or we could wait until we can legally get Netflix and Hulu here and just consume.

10 years ago YouTube didn’t exist.  Neither did Twitter, and a lot of other tech we take for granted today.  YouTube was a couple of dudes.  So was Twitter.  They had some infrastructure and an idea and they built some stuff.  They happened to be in the US.  What if the next killer data app was invented in NZ.  I use the “Invent” word as this is something we Kiwis think we are good at. Inventing.  What if we invented a teleporter?  That sounds like it will need a lot of data, to send a whole person across space.  Might need fiber for that.  What about the next raft of Xeros, Vends and other software apps.  Sure you don’t need fiber for these, but to encourage every SMB to move their office infrastructure to the cloud. Fiber helps with keeping this fast.

In short, I think we need to get in the business of content generation and export it to the world. Content isn’t Shortland Street episodes either, but it could be.  It is apps, video, entertainment, and devices (yes hardware) that leverage off of really fast connections.  Holographic video conferencing.  A better Skype. Live reality TV streamed from your Google Glass glasses. Whatever.  We need to get in the business of exporting more bits to the world.  UFB has to help give us a competitive advantage here. Let’s get a bunch of big thinking ideas people together, give them access to capital and let them invent the future tech that will be in every home in 5 years time.  That’s what UFB enables us to do.  Not watch Netflix.  Although that is a pretty good use too, and I would like that.  It is just a pretty lame outcome of the UFB project if that is all we do.

Just some random thoughts.

Keeping busy, aiming high, and taking names.

I am part way through a bunch of projects so it is probably time for an update as I have been quiet lately. For very good reason.

For those that don’t know, I do a crazy goal every year. So far I have stopped reading newspapers (online and the “offline” versions) and TV news media for a year. That was a few years ago and I haven’t resumed media consumption since. I cycled the length of New Zealand solo, from the bottom up. Uphill. Started a startup. Gone from watching 5+ hours of rugby a week to none. Did a year of not being a consumer. And some other weird but interesting challenges.

Last year I was a little late in starting, and at the beginning of August I kicked off a dry year. 12 months of no alcohol. 10 months in and I can report some interesting findings.

Firstly, wow! Is alcohol really a big part of our life and culture or what? You don’t really realise this until you step outside and look in. The simple gesture of sharing a drink with someone is the thing I miss the most, and it is really hard replacing the significance of this with some other social interaction. Mostly people expect you to have a beer with them after doing a deal, or completing a project, or hitting a milestone, and when you suggest an orange juice, there is that awkward “I’m sorry, I didn’t know you had a problem with drink” situation or are you some religious fundamentalist where you have to explain that it is a dry year just for the challenge, and no other real reason other than just because. Going to a party and watching everyone progressively turn into morons over the course of the evening is quite surreal, and highly amusing. I can’t rate this high enough for it’s entertainment value. Sometimes I miss being a moron.

So two months to go and not sure if I will resume my habit of a glass of pinot in the evening. Running has become my new wind down tool.

About that running. So this year’s goal is to run 1,000km. The 1kk it has been dubbed. Roughly 3km a day. 20 a week. I picked 1,000k’s as it is specific, measurable (with your iPhone or a GPS watch), achievable, realistic (anyone can run 3km, you just need to do it every day) and time-bound, 1 year to do it. That makes it a SMART goal. Or something. But yeah, like my goal from 4 years ago to ride NZ solo, it comes down to being able to do something really achievable (run 3km, ride a bike for 6 hours) and repeat it on a regular basis, like daily.

In the first month I wondered if I could ever run 5k’s without stopping or puking. Now I can run 15km without any pause. Crazy to think I went from desk jockey to serial runner so quick. I now can’t wait to get out for a run. I love it.

I am 39% through on my 1,000 and on track to complete it by 31 December.

Screen Shot 2013-05-25 at 9.10.30 AM

I do a couple of 5km runs during the week then do a big 15+km run on the weekend. This works the best. I tried running 3km every day, then 6km every second day, but have settled on my current regime and it means if I feel like it I can push for a 20km run on the weekend. A secondary goal for the year is to do a half marathon.

The other thing I am running is my startup Vend, my goal from 3 years ago to do a startup my way.  Well, not 100% my way, I am not inventing anything new here. But 100% how I want to do it, and so far I have learnt my approach is not conventional, well in New Zealand anyway.

Vend is going exceptionally well.

There are many ways to measure the success of Vend, depending on your point of view. We are not cashflow positive yet, which seems to be to some the only way to measure success. Obviously that’s the endgame. Same for Xero and other high growth companies. We have been cashflow positive twice! First time it lasted a day then we bought a new laptop. We were a handful of people then. Second time we hired 4 new people, and havent stopped hiring since. We are, as Rod so eloquently puts it, not going to swim to the side of the pool. I think of us as going from the “Medium” speed swim-lane to the “Fast” lane. We want to grow as quick as we can to capitalize on the opportunity we have to establish Vend as the #1 platform for bricks and mortar retailers globally.

We have been doubling, tripling, quadrupling the value of the company every year, supported by our customer and revenue growth. We are growing between 10% and 20% month on month.

We have won a bunch of awards. 2011 Innovator of the year, Xero add-on partner of the year, Best Workplace 2012 in the Small Business category, 2013 Hi-tech Exporter of the Year (under $5m), 2013 Best Service Product, and others. I am proud of every award my team has earned. It is great recognition that we are doing amazing things, and will continue to.

Our team has gone from 1, me in 2010 to 11 at the end of 2011, 40 today and heading for 140 people as soon as we can find them, in three countries as we roll out our teams to the US, Australia and Europe. If you are looking to be part of something big, get in touch.

When I started, I wondered what it would be like to have 10 people on board. Then 40. Culture is a big part of our success. We have fun, work hard, and are passionate about retailers. We have built an amazing team who all feel like they have always been on board. That tells me we are doing something right when your team feels like one big family. 140 people will be the next cultural challenge for us, something we are not attempting lightly.


We have raised money four times. $100k, $1m, $2m, and just the other week we closed a round for $8m meaning we have raised $11m of capital in 3 years. We have raised all of our capital outside of the US with a large chunk of it coming from NZ, but half of our investment coming from offshore from Germany and Australia. I have an amazing shareholder list including Sam Morgan and Rowan Simpson from Trade Me, Christoph Janz, Christopher and the Point 9 team, Paul and Matt founders of Seek, Craig Winkler from MYOB, David & Nicki Wilson, Brian Gaynor and the Milford team, Koz and Amnon and the Southgate crew, Josh, Lance, Sacha, Nina and Craig, Miki and each of the Vend team who are all shareholders too. All A listers and all see the same big picture we see. We are building the #1 platform for bricks and mortar retailers. They all know a think or two about building big things too.

Not that there are rules around how you build a startup, but we feel we are writing our own in a way. Everything from our focus on culture, how we have raised capital, our global approach, and our product strategy. We are aiming high and pulling the slingshot back as far as the team can pull it, and are launching into the stratosphere.


So that is my update. Exciting times. Super busy times!

I wouldn’t want it any other way.

Long Exposure Effects

You got an idea.

You have taken that idea through to a product or a service.

You are ready for customers.

Now what?

There is always an element of “Built it and they will come” in every startup founders thinking when they come to launch day, 10X if it is an Internet business because every potential customer just needs to click on a link to your site, and “kaching!”.  Of course this is completely delusional thought.  Even just getting a link in front of a potential customer is pretty hard.

Again, same caveat as before, all I can do is share what I did and hope that it was right and is good advice.  If not, well at least I got you to click on the link to my blog post.

Before I even had a working version of Vend I was looking for every piece of exposure I could find, any opportunity to tell the world about what I was doing.  I had a working(ish) prototype on my laptop and I sat and had coffee with anyone who would listen and look at what I was doing.  The list got pretty long.  In a way I was testing the market, making sure what I was building was actually needed and wanted.  Of couse a lot of people thought I was mental, and didn’t think I would even get Vend off the ground, and if I did, it would most likely burn.  My prototype was ugly and I was hopeless at demos.  I really wanted to show off an idea, with broken code and a good story.  I probably wasn’t doing myself any favours with my Adobe Fireworks skills.

But something was working, amongst all the people I spoke to, some were already telling others about this crazy/awesome/ludicrous (pick 2)  idea that I shared with them.  Even if they didn’t like it, they were telling people about me and Vend.  Simple word of mouth was spreading my idea, albeit slowly.  I was already starting to talk to future investors as an outcome which I talk about elsewhere, but how do you get the all important validation from CUSTOMERS, the real people wo will pay you money?

Ben Kepes was one of those early people I barraged over coffee and Skype and any other channel open to me, including airport lounges.  He liked the idea, and suggested I enter for the Cloud Connect Launch Pad, an event in the Valley.  All I needed was a pitch, and a video demo.  Easy, I can use iMovie!  I was working on something at the time to help me with explaining my grand vision, so I did a quick recut (yes, seriously in iMovie) and submitted it to the Cloud Connect LaunchPad just to see what happened.  I don’t know if it was the charm of my kiwi accent narration, or my awesome iMovie edit skills, but VendHQ (as it was back then) was selected as a semi-finalist.  Whoohoo, I had no idea what the Cloud Connect conference was, or where exactly Santa Clara was, but if things went my way I would be there on stage as a finalist pitching my idea.  All I needed was 18 bazillion people to vote for me online.

Webstock was rolling up the following month, and a couple of weeks before the voting ended for the Launch Pad event.  And so I spoke to as many people before, during and after webstock making sure everyone knew Vend was a semi-finalist.  The levels of interest in what I was doing were increased somewhat, what was this Cloud Connect thing and why is Vend a finalist?  My demo video was doing the rounds, where I extolled the virtues of Vend and what it could do.  Part vapourware, part good iMovie edits, but it was working.  I had two retailers introduced to me, as a result.  Someone knew someone opening a store who needed a POS, and so I was introduced via email at Webstock.

These two retailers became my first beta users, and are still big Vend fans.

As part of my video I waxed lyrical about how awesomely Vend integrated with Xero, which it didn’t at the time, but I was working on it!  Tony from the Xero API team got in touch and invited me over to Xero HQ.  We sat around the board room table, and they eyed me up looking very seriously.
“You can’t use our logo and tell people you integrate with Xero when you don’t” he told me sternly.  “But tell me more about Vend and when can you get the integration ready?” he continued.  They thought Vend would be a smashing add-on.

VC’s were watching the video, and sending me emails to find out more.  Having something that people could watch and see what I was going on about for over a year made opening doors much easier.  Emails, Skypes, and phone calls.

Vend was not picked as a grand finalist, but just being a semi-finalist gave us exposure, our first two customers, and also introductions to a half a dozen VCs as a result of my video doing the circuit.  Well that and id being a smashingly good idea.

At Webstock one of the people I bored to death with Vend Vend Vend was Matt Cooney, Editor at Idealog at the time.  He was used to founders telling them why their next big idea was worthy, hoping for a plug in Idealog in their new future.  Matt was bored, and I wasn’t doing a great job of it.  Possibly the hangover post Webstock closing party was not helping.  But I smiled a lot.  I think that helped.  A year later Matt recounts that hungover pitch, and my face is on the cover of Idealog.

Me banging on my drum constantly got me talking to the majority of my future investors. Sam Morgan, Rowan Simpson, Christoph Janz, Sacha Judd, Lance Wiggs.  Each of them I shared coffee, or lunch, or a bike ride, or a Skype.  It was never the case of me sitting down with them, telling the story of my vision, and them saying “Great, how do I invest?”.  These relationships took several coffees, bike rides, and Skypes.  The more I spoke to them and updated them on the vision and progress, I painted a picture of where we had been and where things were going.  On overage, 6 months from first coffee to them joining the team.  These things take time, so you need to start telling your story as soon as you can.

I also was not shy in approaching people either.  What have you to lose?  New Years in 2010, I was at my summer home at the beach and was following Robert Scoble on twitter.  I tweeted him, on the off chance he might be interested in Vend and doing a post.  A few months later I was in his house at Half Moon Bay California telling the Vend story.  I sold him in 140 characters on Vend enough for him to invite me to his house to do a video.

Then I spoke to NBR, originally about getting Sam on board as an investor, and then to talk about our PayPal partnership..

Then there was the time I presented at Under the Radar.

Then the time I presented at Webstock Mini.

Then there was a geek talk about HTML5 at WDCNZ.

I am terrified of public speaking (can you tell?).  But any chance to tell a story and I was in, even if speaking in front of a room of people smarter than me make me feel physically ill.

Then there was the time I blagged my way into the board rooms of PayPal, Xero, Intuit, Google, Groupon, Square… the list is a long one.  The point is you have to start somewhere, with something that tells your story.  I didn’t even have a product, but I could sell the idea on day one.  And these stories I told, let on to introductions to journalists, investors, partners and perhaps even future investors and acquirers.  But most importantly it led to CUSTOMERS.  My first half a dozen customers came from referrals from people who had heard the Vend story.  They liked it enough to tell someone else.

Have you got your story?  It wont be perfect at first.  You just need a story.  I cringe when I look at all our early pitches and promo videos.  But they did the trick. Your list of intros will eventually get very long too.  But everything starts at the number 1.

Start talking.

1,000 1,000

Update: Oh, BTW. I clocked up the last k at 3pm on 31 December. I had to take the last 3 weeks slow just so I could hit the last KM on NY eve.

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Next year, 2013, I am doing something I am calling my 1kk challenge.

“What’s a 1kk challenge Vaughan?” I hear you ask. Well, as you asked…

Every year I do a mad challenge. A few years back it was cycling the length of NZ solo, this year is going dry for a year, a couple of years back it was starting some startup thingy. I have quit watching all televised sports for a year (now into my 6th year), quit all mainstream news media for a year (into year 3 now).   Sometimes it is quitting things, sometimes doing new things.  I try and alternate.  And so next year I am doing a 1kk.

The idea is simple, you can run, walk, swim, ride, pogo but you have to do it for 1,000k’s (1k-k).  Or 1,000,000 meters.  Woah, that sounds a lot.

1 million meters

You don’t have to do it all at once, that’s a lot of running or walking and would be MAD, but the aim is that over the course of a year (or a bit longer or shorter) you clock up 1,000k’s.

I am going to run it. The aim is a daily 3km run, or a weekly 20km run. 1,000km is far enough that you would need to keep to a regular commitment to do it, and obviously measure it.  Doing something 3km a day is achievable by almost anyone, and get’s you into a good regular fitness pattern.  Well that’s what I figure anyway.  Ask me again in July if it is a good idea.

You should do it to.  If not only so I have someone who can hold me accountable, but more importantly ’cause I think it would be awesome!  We can become best buddies on RunKeeper.

You may just walk it, that’s a 3km walk a day (2.74km to be precise). Rollerskate? Might be tough. It is a WHOLE YEAR, and trust me, that’s a long time to do something EVERY DAY. But the rewards from doing something like this are huge, HUGE! How great will you feel at the end?  AWESOME, trust me.

I will post how I go here.  If anyone is keen to do something similar let me know.  Think twice about that xmas ham.