Category: Mentors

  • A Perspective on Investor/Mentor Whiplash

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    The other day Fred Wilson posted an opinion and some tips on Investor/Mentor Whiplash. He took the position that that is a big problem for accelerators as well as early stage and seed environments. Brad Feld took this as a bit of a misunderstanding on accelerators, he insists that TechStars creates an environment where early stage companies can learn to manage the whiplash. Brad Feld states:

    I disagree with Fred. It’s not a big problem. It’s the essence of one of things an accelerator program is trying to teach the entrepreneurs going through it. Specifically, building muscle around processing data and feedback, and making your own decisions.

    On the surface this seems correct. A problem (one of many) new founders face is the overwhelming barrage of mentorship (good and bad) and information mixed with the inability to filter. An accelerator should be able to provide the environment where a strong group of peers with some guidance can help to build the “muscle around processing data and feedback.” In the last 6 years I have noticed that is a common problem founders face and their ability to manage it is important to their success. It wasn’t until I experienced the whiplash myself a 2nd and 3rd time that I fully appreciated the damage it can do even if you are prepared for it.

    Generally what I tell early stage founders:

    • Only talk to customers once you have something to show them — but that shouldn’t take you a long time, don’t go heads down for months. Asking people what they want and not focusing on something specific they can touch/feel is a path to busy work and infinite sadness.
    • Avoid the mentor parties/socialization. Find two (or three) good people with opposing views and bounce specific data off them but only when you have done something that requires fresh eyes to advise you how to interpret the results.
    • Focus on what isn’t working when getting feedback from mentors. Founders need to be positive but you need to focus on the bad things when talking to your close mentors that have been through it already. If they can’t help you with the tough stuff why are you spending a lot of time with them?
    • Don’t expect a direct answer. Experienced mentors know you are the best person to run your company, not them, and they have developed a way of not telling you what or how to do things but instead challenge you to figure it out in a positive way.

    Whiplash from mentors doesn’t just happen in startups, it happens everywhere people are giving you advice or have something to gain by influencing the decisions you are about to make or the opinion you develop on something.

    Being prepared and learning to manage the whiplash isn’t just the essence of accelerator programs, it is the essence of education that culminates in the top level you can achieve to filter information – a phd program. At the phd level the filter muscle is almost too strong but that is a topic of a whole other blog post.

    The scary thing for entrepreneurs is that accelerator programs are too often run by people that don’t know how to effectively educate people and/or they have something to gain financially by the decisions founders make.

    I think this *is* a big problem in accelerators. I wonder if the ability to teach that skill to founders (or select founders that already have that skill) is the difference between a successful accelerator (which is really only TechStars and YC) and one that isn’t (pretty much everyone else)?

    [Editor’s note: This post was originally posted on Jesse Rodgers’ Who You Calling a Jesse blog on July 31, 2013.]

  • Making the business case

    I have spent a lot of time in Halifax in the past year. I have been out for HPX Digital and for 2 workshops with Toon Nagtegaal (LinkedIn). It has allowed me the privilege of hanging out with Atlantic Canadian entrepreneurs. I’m going to try to spend additional time in Moncton, Saint John, Charlottetown and hopefully St. John’s (but a road trip like that will require additional planning and spousal support).

    My next 2 trip are very different. The first is another workshop with Toon. The second is to attend Atlantic Venture Forum (still working on travel plans).

    We are looking for startups that are “at the point where you have to push your business or business idea to the next level”.

    The Workshop

    Subset of PhaseMap by Toon Nagetaal

    The workshops with Toon are interesting. You can read Peter Moreira’s piece on the workshops. The workshop is a Thursday to Sunday ordeal. It’s called an Investor Readiness Workshop. The goal is to put companies through an artificially intense meat grinder and focus on building a stronger investment presentation. The goal is to walk through your business plan, your assumptions, and your traction. Toon provides his guidance from his experience funding companies in Europe and North America. I provide my experiences as an entrepreneur and what I’ve learned living for a short period of time on the other side of the table.

    The goal is to provide Atlantic Canadian founders practical advice about refining their business plan. It revolves around Toon’s PhaseMap methodology and software tools.

    The PhaseMap methodology helps define and articulate a business case around 4 questions:

    • Do customers need and want my product? = Value Proposition
    • Is there a market, big enough and ready to pay now? = Market
    • Do customers wan to buy from me? = Positioning
    • Can I deliver? = Execution

    Why?

    • Learn how focusing on your customers pain is the key to defining your value proposition, market and position. Practical real world, in the trenches advice about raising financing from both sides of the table
    • To provide the team with methods and tools they can use to learn more about customers and product/market fit.
    • Provide individual feedback to startup teams throughout the session, both to guide the iteration and strengthening of their startups and to provide strong group learning

    Who?

    Ideally, founders either written a business plan, started the investment circuit, and/or generated a few business models or a Lean Canvas or two. The target audience is companies that are actively raising investment capital. The focus is on how to make the case for your business. How good is your business case and how well you are able to present it? These are the crucial factors founders will learn in how to convince others of the quality of your plans.

    How much?

    Update: I’ve been informed that if companies are willing to cover their own travel expenses, the good folks at ACOA are willing to make exceptions for companies from across Canada.

    The workshop is sponsored by ACOA. If you are a founder based in Nova Scotia, Newfoundland, PEI or New Brunswick you are eligible for ACOA sponsorship. The ACOA team has informed me that the workshop is open to any Canadian startup willing to cover their own travel expenses to the region. The fees are divided between the founders and ACOA. Fees for founders are $750 for up to 2 founders to attend. This covers hotel and food costs. The remaining fees are covered by ACOA.

    When?

    The next workshop is June 6-9, 2013 in Halifax.

    Attend

    It’s a fun, intense weekend that is designed to help startups and founders.

    [gravityform id=”10″ name=”PhaseMap Workshop” title=”false” description=”false” ajax=”true”]

     

     

  • 7 Ways To Rock a Startup Accelerator Mentor Day

    Editor’s note: This is a guest post by serial entrepreneur and marketing executive April Dunford who is currently the head of Enterprise Market Strategy for Huawei. April specializes in brining new products to market including messaging, positioning, market strategy, go-to-market planning and lead generation. She is one of the leading B2B/enterprise marketers in the world and we’re really lucky to be able to share here content with you. Follow her on Twitter  or RocketWatcher.com. This post was originally published in August 31, 2012 on RocketWatcher.com.

    I spent the day yesterday at FounderFuel for their Mentor Day. If you aren’t familiar with FounderFuel they are a very successful startup accelerator based in Montreal. And what a day it was – 8 startups pitched and then did roundtable breakout sessions with over 50 mentors including VC’s, angel investors, entrepreneurs and senior executives. Here’s my mentor’s perspective on how a startup can really get the most out of a day like that:

    1/ Pick your Target Mentors Ahead of Time: 50 mentors is a lot and they represented a wide cross section of folks that have deep experience in different consumer and business markets, and have a range of skills from technical expertise to sales, marketing, finance, and legal experience. Selecting a subset of the mentors with experience relevant to your business will help you target your discussions.A handful of the teams that needed marketing help reached out to me by email before the day and that helped to make sure that we connected at the session which I thought was pretty smart.

     7 Ways Rock a Startup Accelerator Mentor Day2/ Ask for Feedback on your Pitch: The mentors are both experienced pitch artists, and listen to pitches a lot. What better folks to give feedback on what worked and what didn’t work with the pitch you just gave? In this case the companies are all still in the early stages of the accelerator program so it’s a great time to get feedback that will improve the ultimate pitch you give on demo day. The feedback will also give you a feel for the differences in what an Angel investor might be looking for over what the more traditional VC’s are looking for in a pitch. “Tell me one thing that would have made my pitch better” or “What was missing from my pitch?” would both be great ways to start that discussion.

    3/ Ask for Specific Help: The mentors are ready and willing to help but they can’t guess what you need. Coming with a set of specific requests helps shape the discussion in a way that is most helpful to you. Don’t be afraid to ask for specific introductions – even if the folks in the room don’t have the answers you need, chances are they know someone who does.

    4/ Listen, Ask Questions (and Filter later): – The mentors yesterday came from really different backgrounds and had worked in a broad range of industries (consumer, gaming, retail, enterprise, financial services). Sure we’re all smart folks but you wouldn’t believe how different our opinons were about questions the startups were asking. For example, at my session with Openera – a tool for automatically organizing files and attachments –  we got into a discussion about selling to consumers versus enterprises as a starting point. I ALWAYS tilt toward enterprises when people ask me that because I know/love enterprise sales. The mentor beside me, Yona Shtern, the CEO from Beyond the Rack on the other hand thought selling B2C (or B2C2B) was just fine. Only Openera can decide who’s got smarter advice for their business (yeah OK, in this case it’s probably the smarty-pants Beyond the Rack guy but hey you get what I’m trying to say here). Another example – in the discussion with InfoActive (a very cool tool that lets you easily create beautiful interactive data visualizations), I immediately saw the applicability to creating interactive marketing materials. I’m a marketer, that’s the obvious use case for someone like me.  The mentor beside me (James Duncan, CTO at Inktank) on the other hand saw the value in selling to IT departments that needed a way to easily create good looking dashboards to help IT communicate to the business side of the house. That’s a great use case that a marketing person like me would be unlikely to immediately think of. Both ideas might be worth investigating but only InfoActive can really decide that. Avoiding “mentor whiplash”, as the FounderFuel gang refers to it, is a critical skill for startups in accelerators that have deep rosters of active mentors. Remember too that time is limited so you don’t want to waste it having a long debate with a single mentor over a specific point. Listen, probe a bit if you need to, and then move on. You can always schedule follow-on time with a specific mentor to explore an idea later.

    5/ Take Notes:  You put a couple of CEO’s a VC, a senior exec and a CTO at a table together and guess what happens? We talk. A lot. Not only that but the conversation moves very quickly from one point of view to the next. Some teams were recording the sessions but the room was loud (did I mention we talk a lot?) and figuring out who said what later might be a challenge by voice alone. Having someone taking notes is a good idea to make sure that you’re capturing ideas as they are flowing.

    6/ Work the Edge Time: By far the best way to get 1 on 1 time with a mentor yesterday was to do it over the break or over lunch. That also gives the mentor a chance to ask questions they might not get a chance to in a round table session.

    7/ Don’t Forget Everyone’s a Potential Investor : The VC’s are easy to spot (and there were a lot of them there) but most of the mentors I talked to are also doing a bit of angel investing as well. For companies at this stage anyone that’s willing to invest time with your company might also be likely to invest cash as well.

    So there’s my advice. I’m sure the other mentors all have different opinions – yep, we’re funny that way.

  • Quota is not a dirty word

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    “We are ALL in sales” – Dale Carnegie

    I used to think that quota was a dirty word. It struck me as restricting freedom and potentially forced the exploitation of trusted customers and prospects to drive the bottom line results. But I was wrong. In reality, a quota is a number that is useful to incent certain behaviours. The trick is to incent the appropriate behaviours. It is a contract between a sales person and an organization about how to compensate behaviours based on outcomes.

    “Quota is a direct path to clarity and accountability.” – Shawn Yeager

    So many entrepreneurs can benefit from contracts with defined outcomes. I was chatting with a startup last week about the numbers he agreed to with his VC to unlock the next tranche of funding. He mentioned that he wasn’t going to meet the numbers, but he still expected the VC to unlock the funding. My advice to him was very straight forward, it was to figure out how to achieve the agreed to numbers, or immediately open a conversation with the VC about missing the numbers due to changing market conditions and see if the tranche can be renegotiated. In the case of this entrepreneur, the numbers were in the funding contract, and I fully expected the VC to hold the entrepreneur to deliver on these numbers. The numbers and metrics exist to help assess the risk and the ability of an entrepreneur to deliver.

    The secret with an early stage company is to set appropriate metrics, quotas and growth numbers that incent the correct behaviours out of entrepreneurs. The good news is that there are a lot of examples of SaaS, B2B and consumer metrics that can be used.

    There are a lot of different sources of metrics and numbers. Each of the numbers needs to be considered in corporate revenue goals, past historical performance, current product development stage, market share, budget, etc. The targets and growth numbers need to be established.

    I’ve taken to requiring all of the startups I mentor, to establish 3 metrics that we discuss in our mentorship meetings. Each of the metrics must be clear enough for me to understand, for example:

    • Number of paying customers
    • Number of registered users
    • Churn rate
    • Number of pageviews or unique visitors

    And each metric should have the current measurement, the predicted growth rate and the actual target number. I try to start each conversation around the metrics. And any issues related to the market conditions, learnings, corrections, etc. Then together we set the targets as part of the planning for the next meeting. This may include a redefinition of the metrics. The trick for me as a mentor is to try to help identify what metrics I think are most useful for the startup and founder to focus on next.

    What are the metrics other entrepreneurs track? How do you set your targets and quotas?

    What are the metrics and growth rates that investors like ExtremeVP, Real Ventures, iNovia Capital, GrowthWorks, Rho and others want to see from prospective early-stage companies?

  • The Mentor Manifesto by David Cohen

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    I am continually amazed at the horror stories I hear from entrepreneurs about finding mentors. About mentors taking large pieces of the company and not providing any value in return. It was great to see David Cohen’s The Mentor Manifesto this morning. It is great to see David take the time from his 11 cohorts at TechStars and try to explain “What does it mean to be a great mentor?”. This is an extension of his tips for entrepreneurs that includes how to Find and Engage Great Mentors as part of his top twelve startup tips.

    The Mentor Manifesto

    • Be socratic.
    • Expect nothing in return (you’ll be delighted with what you do get back).
    • Be authentic / practice what you preach.
    • Be direct. Tell the truth, however hard.
    • Listen too.
    • The best mentor relationships eventually become two-way.
    • Be responsive.
    • Adopt at least one company every single year. Experience counts.
    • Clearly separate opinion from fact.
    • Hold information in confidence.
    • Clearly commit to mentor or do not. Either is fine.
    • Know what you don’t know. Say I don’t know when you don’t know. “I don’t know” is preferable to bravado.
    • Guide, don’t control. Teams must make their own decisions. Guide but never tell them what to do. Understand that it’s their company, not yours.
    • Accept and communicate with other mentors that get involved.
    • Be optimistic.
    • Provide specific actionable advice, don’t be vague.
    • Be challenging/robust but never destructive.
    • Have empathy. Remember that startups are hard.

    I hope that I can live up to the manifesto for the companies I mentor at UW VeloCity, FounderFuel and those I’ve been working with in Toronto and Waterloo.

  • Single People Should NOT Do Startups

    Last night, my 1 and half year old didn’t fall asleep sleep until 11pm (normal bed time = 7:30pm) and then woke up at 2am and screamed till 5am. He is cutting his eye teeth. On top of that I have worked 16 hour days almost the entire week, I am on heavy coding deadline(s) and working constantly with guys in Indonesia & China all night long. It sucks, I’m super sleep deprived. But. I will make it all happen and still be there for my family.

    You see, there is this weird meme in the startup world that says “families” + “startups” don’t work. Dave McClure doesn’t help with his family life mocking “Don’t do a startup, you will fail”.

    I, in fact, also got an up-close look at this “anti-family-ism” recently at a young startup office where the mid-20s founders insinuated that “you can’t have kids and a startup”. It drove me nuts (to the point that I felt obliged to write this article).

    First off there is a whole range of great entrepreneurs locally here who have successfully done both. David Crow (@davidcrow), Tara Hunt (@missrogue), Shyam Sheth (@shyamsheth), Michael Garrity (@mgarrity), myself (@dpmorel) and many others manage this struggle. It is definitely difficult but it is do-able. I’m sure lots of them have good tips (like… work after your kids go to bed… also when single folks are out at the bar).

    In fact, this week I am here in New York at the Peek office. We split our offices with another startup, who have several young single founders. My new theory is this – YOU SHOULD NOT BE SINGLE AND FOUNDING A COMPANY.

    Why?

    • Startup founders are not sexy. They constantly look tired (and are constantly tired). Most entrepreneurs who have been in business for a few years have this disheveled, haggard look to them and wear the same clothes near every day (men and women alike). I have not had my hair cut in about 3 months and my sideburns may be a living creature. I am staring at a female founder in the office who has the classic entrepreneur red, weary eyes with giant bags under them.
    • Your mind will flick over to some business problem on a dime, which makes you a boring date, and you’ll have a hard time keeping relationships going.
    • You likely won’t have much time for other hobbies, so nobody will really be interested in you in the first place. “oh you work 18 hour days, yeah, very exciting”
    • Entrepreneurs are basically living Zombies. They have no emotions. You keep hitting them with stuff and they won’t stay down or react. They just get up mindlessly and keep going forward with arms out. They also maybe eat brainz.
    • When you have sex, you’ll probably get interrupted constantly by emergencies and “important people”
    • You can’t get drunk – you don’t sleep enough for your body to handle it properly, you don’t have time to drink that much, and you probably have an important meeting first thing in the morning. And we all know how hard it is to find a new mate without the social lubricant of drinking.

    I could go on. But generally new relationships take so much time… you have to keep this veneer of your “perfect self” and do things for the other person all the time and spend time with them on weeknights. No, no, no… its an impossible work-life balance.

    Startup relationships + startup jobs = NO.

    It feels like its a lot easier to do a startup with a long standing relationship and understanding partner who will support you emotionally and mentally. Having kids adds to this – all your problems melt away and disappear as you chase your kids around or play some silly game, a wonderful reprieve from the constant stresses and to-dos of your under-resourced, over-leveraged business.

    How about the rest of you? How do you find balancing your startup gig + your current life stage? Other family folks – I’d love to hear how you balance your busy family + busy job in the comments?

  • Teaching Software Engineering and Startups at UofT


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    About 5 years ago I was asked to teach a 4th year undergrad software engineering course at the University of Toronto. The course had been previously cancelled due to low enrollment; in an era dubbed the “Software Gold Rush” a cancelled course indicated something was wrong…

    Software engineering is difficult to teach
    Students are expected to learn how to avoid mistakes they never made. A great divide results from the instructor talking about concepts suitable for a mature organization when students are all about working their ass off and getting things done the night before. We borrowed several lessons from startups, having been personally involved with two startups over a dozen years. The way startups work are much closer to students ways of doing things. Since launch, course enrolment has tripled and two Y Combinator applications have been submitted based on class projects. Here is what we have learned so far:

    1. Use a startup software process
    Students are all about getting things done the night before; similar to how startups work. Teaching a heavyweight process feels foreign because students haven’t made the mistakes to understand reasons for the overhead!

    2. Change the project every year
    There is nothing more of a turnoff than a make-work project with antiquated technology. Instructors that use the same project over and over are sleepwalking. A new project each year puts the instructor and students on equal footing, solving problems together. Make the class goal to have someone apply to Y Combinator. Discuss the non-technical issues of software such has how people are going to use the product, how are you going to sell it, what is the competition like, what is the business plan. One big class project brings issues into the classroom better resembling the real world. This also allows non-trivial projects to be developed and students to test-out roles (e.g. project management) that would not otherwise exist.

    3. Allow controlled crashes
    Let the students make mistakes. For example, let them avoid source control. A student who looses code because of clobbered checkins will be a lesson learned for the entire class. However, when crashes occur, it is the instructor’s responsibility to manage and fix it. After the mistakes have been made, teach them about process. Keep things light and give them references for their future travels. During lectures on process, tie them into the mistakes that were made. Make process real.

    4. Demo early and often
    Create a culture where the principal deliverable is working software rather than documentation. Use early demos to correct mistakes and give guidance rather than having them worry about their grades.

    5. Instructors should code
    The instructor-student relationship changes dramatically if the instructor contributes code. Everyone becomes a peer instantly. This improve communication and follows the startup philosophy that even managers should write code.

    Next steps
    The course has been well received by the students at UofT. I have much more regular contract with students from this class than the other courses I have taught at UofT and UofW. I am interested in hearing from anyone who is interested in providing continuity to the students; a partner that would provide input on the project at the beginning, stay involved with it during the course, and offer a path forward for interested students ready to commit to a startup.

  • Pre-Launch Marketing for Stealthy Startups

    Editor’s note: This is a guest post by serial entrepreneur and marketing executive April Dunford who is currently the head of Enterprise Market Strategy for Huawei. April specializes in brining new products to market including messaging, positioning, market strategy, go-to-market planning and lead generation. She is one of the leading B2B/enterprise marketers in the world and we’re really lucky to be able to share here content with you. Follow her on Twitter @aprildunford or RocketWatcher.com. This post was originally published in January 3, 2010 on RocketWatcher.com.

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    Some products and services don’t have a pre-launch phase.  For companies where building a minimum viable product isn’t a months-long effort, it makes sense to just launch a beta and then start talking about it.  For other companies however, the product might take a bit longer to develop and talking about it before it’s been released in some form could be pointless (because you don’t have a call to action yet), risky (competitors position against you or customers get confused because there aren’t enough details) or both.

    One of the techniques that I’ve used in the past is to engage with the market by talking about the business problem that your product or service is going to solve, without getting into exactly how you plan on solving it.  At IBM we sometimes referred to this as “market preparation”.

    For larger companies this often entails spending a lot of time (and money) with industry analysts and industry leaders sharing your company’s unique point of view on the market and why it is currently being under-served.  If you do this properly you’ll come to a point where your point of view starts to align well with that of the influential folks you’ve been working with.  By the time you launch, these folks will be standing behind you saying that your view of the market is one customers should consider.

    Pre-launch startups generally don’t have the time, clout or cash to change the way Gartner Group thinks about a market but that shouldn’t stop you from taking your message out directly to the market you care about.  There’s never been a better time for startups to get the message out.  Here are some considerations:

    1. Create a clear message about your market point of view – you will need to create a set of messages that clearly illustrate what the unmet need is the in market and why that need has not been met by existing players.  You can go so far as to talk about the characteristics of the needed solution (without getting into the gorey details of exactly how you plan to solve it).
    2. Develop case studies that illustrate the pain you will be solving – Gather a set of real examples of customers you have worked with that have the problem and clearly illustrate the need for a new type of solution on the market.
    3. Spread the word – Launch a blog, write guest posts for other blogs, comment on relevant blog posts,  write articles, write an e-book, speak at conferences and events, open a Twitter account and start sharing information that illustrates your point of view.  There’s no end of ways to get your message out there.  Do your homework and find out where your market hangs out.  What forums do they participate in?  What blogs and newsletters do they read?  Get your message in front of them in the places where they already are.
    4. Engage and gather feedback – Starting a dialog with your potential customers about how you see the market gives you a chance to test your messages and see what resonates and what doesn’t.  You’ve made a set of assumptions (backed up by customer research hopefully), the more folks in the market you can talk to the more you can fine-tune your market story.
    5. Capture where you can – If it makes sense you can start capturing a list of potential beta customers or a mailing list that you can use when you launch.

    Editor’s note: This is a guest post by serial entrepreneur and marketing executive April Dunford who is currently the head of Enterprise Market Strategy for Huawei. April specializes in brining new products to market including messaging, positioning, market strategy, go-to-market planning and lead generation. She is one of the leading B2B/enterprise marketers in the world and we’re really lucky to be able to share here content with you. Follow her on Twitter @aprildunford or RocketWatcher.com. This post was originally published in January 3, 2010 on RocketWatcher.com.

  • Founder Fuel Jam Session in TO

    FounderFuel

    Nothing like the last minute planning around here. Ian Jeffrey (LinkedIn, @ianmtl) from FounderFuel is planning on being in Toronto today (June 27, 2011) and tomorrow (June 28, 2011). He is planning on meeting with startups and founders to share his experiences launching FounderFuel, the mentorship and incubation/acceleration plan for participating startups and to talk about tech startups generally. If you are interested in talking with one of the emerging technology company incubators/accelerators you should come and talk to Ian and learn about what is being offered in Montreal. There is a lot of choice in the marketplace for entrepreneurs, and the best way to see the differences are to connect with the people behind the scenes like Ian and the FounderFuel team. This is a great way to evaluate the program, get introduced to the people, and connect.

    FounderFuel Jam Session

    Date:
    June 28, 2011
    Time:
    7 PM EDT – Presentation & Overview
    8 PM EDT – Startup 1-on-1s and discussion
    Location:
    Camaraderie Coworking, 102 Adelaide Street East, Toronto, ON, Canada [map]
    Register to attend:

    From the looks of Alexa Clark’s (@alexaclark) photo exposition at Camaraderie, it is a great space to host a startup. I know that Matt (@mattskilly) and Aron (@defrex) at Hipsell have their startup offices there. It is a great space for startups requiring a great work space, a central location, and the benefits of an enabled coworking culture.

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  • The Next 10 Years…

    Editor’s note: This is a guest post by serial entrepreneur and investor Howard Lindzon of StockTwits andSocialLeverage. He was born and raised in Toronto and has a soft spot for his hometown and Canadian entrepreneurs.  You can find this post on Howard’s blog and to stay up to date you can follow him on Twitter @howardlindzon or StockTwits @howardlindzon.

    Nobody knows!

    Nobody knows what the next 10 minutes will be like, let alone the next 10 years.

    It used to be no one cared what the next 10 minutes were going to be like. Twitter has changed that for good at this point.

    What we can do is look back for patterns and try to project them into the future or as we do in the stock market all day, spot patterns that are upon us or emerging.

    It’s a fantastic business to be in.

    William Quigley has a really good post up hypothesizing on the next 10 years in web, tech and VC land. Here is some meat:

    Let’s also keep in mind that public companies are generally a lot less risky than private ones. Less work and lower risk. That is how it used to be for public shareholders, but that era has ended for good. Let me give you some perspective on how much things have changed since the last tech cycle.

    Amazon.com, the world’s largest Internet retailer, went public at a $440 million valuation. Hard to believe, isn’t it? A company worth $90 billion today was worth just over $400 million when it went public in 1997. That skimpy valuation represented less than one times its forward 12 months of revenues, a multiple more closely associated with a corrugated cardboard manufacturer than the most important innovator in retailing in the past 100 years.

    eBay went public at a $650 million valuation, representing less than three times its forward revenues. Amazingly, this valuation was considered adequate even though at the time of its IPO, eBay had already established itself as the pre-eminent auction site on the web. Go back to the earlier part of the 1990s, and it gets even more extreme. Cisco, the most important company in computer networking infrastructure, went public at $225 million, a valuation representing just over one time its annual revenues.

    William is talking my book so I totally agree but I always have one foot out the door. I have been called to task often over my years managing money for being too risk averse.

    I consider myself ‘liquidity averse‘. I don’t mind paying up for the highest momentum public companies for the liquidity they provide and I won’t pay up for start-ups for the liquidity denied. I assume liquidity is a miracle and need to maximize my upside for that risk. STARTUPS ARE HARD! No matter what happens the next 10 years, you need to read this post and remember the miracle of effort needed to make a start-up succeed.

    Not many people I have run across in my 13 years of managing money deploy my strategy or thinking and that emboldens me. I believe the two ends of the investing spectrum are very connected and I am fascinated by the ‘tells’ I see by watching the all-time high list and Angel List.

    While I am not sure of the next 10 minutes, let alone the next 10 years, I am confident in my work that thousands of web entrepreneurs will take notice and follow my strategy in the years ahead.