Entrepreneurs: What to Do if You Don’t Have an Idea

This post was originally published in OnStartups. I hope to be doing further guest posting on that site, which is one of my favorites. Thanks to Dharmesh Shah for his edits.

Don’t have an idea yet for a startup?

Then get off your butt and go work for someone else’s cool startup!  And the first place I would want to work would be a company that has momentum, powerful friends, and has been thoroughly vetted by pros.lazy relaxed

How can you identify these opportunities? It is easy–just look at the companies the best venture capitalists are backing. A company that has just received a round of funding with star investors definitionally is the kind of place you should be working at to best experience the highs and lows that startups are about…and by screening for companies to work for via the lens of a VC, you improve the odds that there are more of the highs.

Check out the job postings from Sequoia CapitalUnion Square VenturesFoundry GroupSpark CapitalBenchmarkFirst Round CapitalKleiner Perkins, etc.  And, of course, HubSpot (Dharmesh’s startup) has raised over $50 million from top-tier VCs and is looking for great talent.

Not quite as efficient, but just as valuable is to hang out at a top accelerator and meet the companies there. Y-Combinator has its own job board, as does TechStars, and I suspect that many of the accelerators in the TechStars NetworkDogpatch LabsFounderFuelMassChallenge, etc. will have something up soon if not already.

Last of all, there’s the hackathons, get-togethers, and other social events, planned and unplanned.  But if it were me looking for a job, I’d go with the folks that have already passed one of the hardest startup challenges–raising bucks. As Damon Runyon said, “The race is not always to the swift, nor the battle to the strong…but that’s the way to bet.”

PPS–If you’re interested in becoming a VC, I give the same advice: go work for a startup first.


Do like Chris Sacca: “Create Value Before Asking for Value Back”

I’m a full-time angel, plus I’m a procrastinator and an information consumer. So, I spend a LOT of time on the cruising the net, and find a lot of great content.  But a video from Foundation, Kevin Rose‘s new venture, was so insightful and full of entertaining stories that I had to stop in my tracks and immediately zip off this post saying just how great it is.  ”Create Value Before Asking for Value Back” is a theme brought up by superangel Chris Sacca around 15-16 minutes into his interview by Kevin, and it is at the heart of how Chris created his incredible and meteoric rise from nearly bankrupt, unemployed lawyer to Googler to one of the top superangels. Chris relays that “what really built a …business opportunity for me was just being helpful.”

Kevin too has his own story of how he got into Square, Jack Dorsey‘s incredibly hot follow-up to Twitter. Kevin loved the product, but the investment round was spoken for many times in advance–who wouldn’t want to back Jack? Nevertheless, as a fan, Kevin decided to “do a mitzvah” and help Square by producing a slick, professional HD video demonstrating how the product worked when the company had nothing of the sort available. While he was hoping perhaps to get noticed and have good karma come back to him, there were no strings attached to his efforts. Lo and behold, Jack then cleared some room for Kevin to invest in the seed round, and as we now know, those shares’ value has shot up a zillion-fold. Everybody wins. That is a classic example of how not just current angels, but anyone, can add value to a startup, shareholders, themselves and the world. When you look at Kevin’s track record, while Digg and TechTV made him famous, it’s those angel investments at Square, Twitter, Foursquare, Facebook, etc. that sets him apart from us mortal investors.  And the Square story is prima facie evidence that you can do very well by doing good.

This meme, which has a dark side corollary as well (“what goes around, comes around”), shows that it is just good business to be decent. It’s very apparent to me that the best deals that I see are the ones not that show up via the angel group circuit, but opportunities that come across my door specifically in return for past friendship or favors, be the source mentees, fellow investors, attorneys, or some other connection. The good karma reward is equally true for folks looking for jobs, investors, or customers (with the last case being proven by the success of Zappos.) Angels–when someone comes to you with a deal that doesn’t work for you, gain some karma points: even if you’re not going to write a check, try to at least respond to the emails, offer some constructive criticism, suggest a lead, or at the least leave the entrepreneur with a smile and encouragement.

Back to Foundat.io/n (Great show, why such pretentious spelling!? I blame del.icio.us): I haven’t seen the 6 other previous shows in the series, but I can’t wait. Kevin, like Jason Calacanis, Sequoia’s Mike Moritz, the brilliant Esther Dyson, and several successful hedge fund managers, started out covering tech or startups as a journalist or analyst well before becoming an investor. It turns out that the combination of networking, sector knowledge, and comparative analysis is pretty much an ideal background for angel investing. Add to this mix the ability to gracefully do favors for others, and you’ve got an ideal recipe for successful early stage investing. And when you, like Chris Sacca, can create value before asking for value back, it turns out you’re on the way to universal love, wealth, and the ability to do good–sounds like heaven to me. Pay it forward.

But first, check out that Foundat.io/n interview with Chris Sacca.

Why Every Angel Should Beg to Mentor at an Accelerator

The Original Mentor

Most angels who volunteer as mentors cite noble reasons to do so: “paying it forward”, “giving back”, educating the next generation of entrepreneurs, and so on.  I love people who help others purely for altruistic reasons, and I hope such motives stay foremost in mentors’ minds.  The more favors you do, the more come back your way. At AngelBootCamp on 6/14 in Boston, there’s a great session with Katie Rae (TechStars, Project 11) , David Skok (Matrix), Roy Rodenstein (HackerAngels, just back from mentoring in Russia) and Sean Lindsay (Founder Mentors) entitled “Preaching Words of Wisdom: The Art of Mentoring”. Every panelist is a terrific, experienced mentor.

But besides creating good karma, there is one other big benefit of mentoring at an Accelerator: it’s SMART BUSINESS for an angel investor. One of my first pieces of advice on the opening panel at Angel Boot Camp in Boston this Tuesday will be for any angel, new or old, to affiliate themselves with MassChallenge or any of the other great accelerators now recruiting mentors.

#1 Inside Track to Great Investments in Accelerator’s Startup Cohort

Last year, I remember attending my first TechStars Demo Day and being part of a feeding frenzy of investors looking to be able to get into the oversubscribed round at one of the standout companies. A number of angels—Joe Caruso, Jean Hammond, Will Herman—were already invested, and another, Dharmesh Shah, announced his investment by tweeting (OK, “Marginizing”) live during the demo. All that social proof created a ton of well-deserved excitement, and for most, if you were late, you were out. Then and there I realized that there was a demonstrable financial benefit to getting in at the ground floor with the startups at the best incubators.  I was totally smitten with the event, but I also realized that a smooth, well-rehearsed 6 minute pitch was too seductive and too quick to prod for holes. (BTW—the good companies don’t always sell out fast: take the case of Occipital/Red Laser.) Being on the inside as a mentor means that you also can discern when to stay away from what might generally be acclaimed as a hot investment: I can promise you that you’ll never be able to do better due diligence on a startup or gain better insight into the founders than by working side-by-side with them during an accelerator program.

#2 Inside Track to Investments In Other Mentors’ Companies

I’m probably one of the more risk-averse angels, with a strong predilection for backing repeat entrepreneurs. And who better to back than fellow mentors, almost all of whom have started and ran successful startups prior to becoming angels and mentors. Last year at MassChallenge, I backed one of the startups (Pixability) run by an MC judge, and this year I plan to be backing a stealth startup being quietly put together by one of the TechStars mentors. That deal will never see the light of an angel group pitch, and it will be done totally with those angels who the founders know intimately.

#3: Community and Networking with other Mentors

I’m currently finishing up mentoring the Summer 2011 crop of companies at TechStars Boston. When you check out the list of mentors, you can tell that there are fantastic connections to be made. These connections aren’t necessarily mean just local—you might find Brad Feld or David Cohen in from Boulder, several prolific and experienced VCs checking in, or several of the NY mentors stopping by as well. Who better to help evaluate and discuss various investment issues than with your peers (or more often in my case, my superiors?) Just keep a lot of free meal slots available, and bring business cards. For instance, I ended up having dinner with Sean Lindsay (Viximo, Founder Mentors, etc.,) Fred Destin of Atlas Venture, and Harry Briggs from Balderton Capital, one of the leading VCs in Europe. Sean knows web engagement like the back of his hand, I found a slew of Wall St connections with Fred (yes, he used to be on the really Dark Side) and Harry brought a whole different global perspective on internet startups, in addition to stories about cricket, which we don’t normally hear around these parts. It was a great evening. Currently I’m looking to become more integrated into the Montreal startup community, so helping out as a mentor with Founder Fuel will give me an up-close view not just of the local startups, but also the regional angels and VCs. I can’t think of a better way than getting down and dirty with founders to find out from them who in the community is most knowledgeable and helpful to entrepreneurs.

#4 Education—YOURS

It’s assumed that mentors are the ones dispensing wisdom to mentees. But it’s a two-way street. While one-on-ones are the standard means of mentorship, accelerators also provide terrific opportunities to learn via participation in groups.  For instance, last month I sat in as a hot, VC-backed entrepreneur disrupting a big business gave a master class at an accelerator privately showing off the slide deck which he had just used to close a major B round of funding. The speaker fielded questions on what the objections were, what he handled well and where he might have lost points, gave tips on how he successfully managed old investors while bringing in new ones, etc. This was a fabulous, closed-door event where I was able to be the proverbial fly on the wall, just watching, all due to my involvement as a fellow mentor.

Equally important can be the small group meetings, where instead of one-on-ones, a handful of companies within a broad sector will meet. Last year I participated in the life science/healthtech group events, and was amazed at the amount I picked up from the companies. All of the entrepreneurs came with different perspectives into the industry, relevant resources such as lists of the best blogs, and insights as to what is coming down the pike in terms of new developments that hadn’t crossed my radar screen.

So, how to get involved?  Contact your local incubators—at this time last year there were more than 100 and the number (and quality) continues to grow. Mass Challenge is about to start, and there are several ways to get involved. Your local incubator probably has something similar.

Here’s an excerpt from a letter I sent out to Massachusetts angel groups looking for angels to volunteer at MassChallenge. (I’m coordinating some of the angel sessions.) With 125 Finalists participating over the next 3 months (or you also can follow them via MassChallenge on AngelList), there’s plenty of opportunities to get involved.

There are four basic ways for angels to participate in MassChallenge:

1. “Open Office Hours”
Entrepreneurs will sign up for sessions to talk about issues facing their companies.
This is a great way to get to know a lot of companies and entrepreneurs in a short period of time.
Contact:  ty@tydanco.com, (or just reply to this email) and we can start assigning time slots on a first-come, first-served basis.

2. Mentor
Angels who want to take a relationship with one or more companies more deeply can apply to be a mentor.
The Chief Mentorship Officer is Karl Buttner
Contact: mentor@masschallenge.org

3. Group Meeting/ Event
These will either be arranged either via a business theme or in a 
pitch setting.  Should the angel have some specific business expertise he would like to share e.g. cloud computing or financial technology, we would look to gather companies with an interest in this area to be led by the angel–perhaps a case study of a company you feel would be instructive, straight Q&A, etc.
Contact :  ty@tydanco.com,

4. Investor Pitch “Master Classes”
This would be a public event open to all companies – to see 3-5 companies pitch to angels and receive feedback. This was done last year by about 40 companies, and was considered one of the most valuable learning experiences of the program.
Contact:  ty@tydanco.com

Again, I’ll be at the Angel Boot Camp on June 14. If any of you want to get involved in MassChallenge, find me or John Harthorne, Akhil Nigam or Karl Buttner of MassChallenge.

evertrue_logo_stacked_gray

Next week I’ll write about my latest angel investment, EverTrue.  EverTrue is the TechStars company I have been mentoring, and they are raising a $1mm round. Most of that $1mm is already spoken before DemoDay, much of it by mentors. I don’t want to steal any of their fire, but Evertrue is a story of a classic lean startup blessed with brilliant execution. I’ve worked with them, talked to their customers, sat in on a sales call, and seen them successfully recruit talented developers in a tight market. The Evertrue story is due for a good long telling, and I’ll talk about it in the very near future.

9 Point Checklist Before Investing in an Angel (or VC) Fund


In the last post, I discussed how commingled funds, whether they be managed by micro-VCs, leading angels, or traditional venture capital funds, can be an important component in an early stage investor’s overall strategy. This is especially for those who otherwise can’t assemble a diversified portfolio. In this post, I’m going to talk about 9 areas I think are most relevant to look at before investing in a startup fund. They are:

1)     The Manager’s Background /Reputation

2)     Prior and Current Investments

3)     Focus:  Sector, Geography, Stage

4)     Philosophy: Size, Due Diligence, Participation

5)     “Edge”

6)     Co-Investors

7)     Decision Process

8)     Professionalism

9)     Rapport

This isn’t just academic: Except for my individual angel investments, everything I’ve got, from index funds at Vanguard to the more exotic, is managed by external managers.  I’ve invested in several angel funds before, and I’m looking at some different angel funds right now.

And there’s a ton of funds to look at.  As First Round Capital notes on its site:

And never in history have entrepreneurs had more choices for seed-stage funding. Early-stage capital has exploded, with new funds entering the ecosystem and late-stage funds playing earlier in the funding cycle.  Indeed – in the last few years we’ve seen strong seed-stage investment activity from funds like Felicis Ventures, FirstMark Capital,FlyBridge Capital Partners, Flywheel Ventures, Formative Ventures, Foundation Capital,Founders Collective, Founders Fund, Foundry Group, Floodgate Fund and fBFund And those are just some great funds that start with the letter F.

Much is written about how to select an institutional investment manager. There’s an entire industry of investor manager consultants (Frank Russell Company, Cambridge Associates, etc.) dedicated to the task. I’ve been on both sides of the fence on this one, having managed institutional fixed income for years, and having been on the investment committees of a few large foundations that chose managers.  While many of the principles carry through to selecting a commingled seed fund, the number one tool of all limited partners, i.e., starting searches by reviewing “top quartile” managers based on past investment returns, simply is unavailable in early stage managers.  Why? There is a paucity of good data, and it’s a relatively new field.

So what to do? Well, here’s my checklist. Your mileage may vary.

I.                 Background of the Manager

Just as there are the big kahunas of traditional Venture Capital (the Sequoias, Kleiner Perkins, etc.) and the old pros starting feisty newer firms (Union Square Ventures, Andreesen Horowitz), there is a known pecking order in Angel World. There are big kahunas (Ron Conway of SV Angels) and feisty upstarts (Dave McClure of 500 Startups) in angel land as well.  While having a big rep makes it easy to attract money for your fund as well as deal flow, in my mind that’s not the big thing. It’s experience, whether that experience comes only from investing in the sector for a long time, or even better, investing combined with a successful career as a founder/entrepreneur yourself.  Just as focus, flexibility, drive, work ethic and humility are important in a founder, they are just as important in a manager. And that background goes a long way towards understanding how that manager will be able to source quality deal flow, which is the life blood for an early stage manager.

Example: NextView Ventures, Boston MA

NextView is less than a year old, which might lead people to the wrong conclusion that the managers are just starting out. Each of three partners, Lee HowerDavid Beisel and Rob Go has a great background as entrepreneurs (LinkedIn, PayPal, Ebay, BzzAgent, Sombasa, About); and as VCs (Spark Capital, VenRock, Masthead, Point Judith). While they have bi-coastal connections and are beginning to gain a larger reputation (e.g., via Lee’s recent article in Fortune, Rob’s highly-regarded blog), they also are totally hooked into the regional scene (David founded and runs theWebInno events in Boston) As in virtually any endeavor, the team is paramount. Make sure your team is marked by having not just experience, but success.

II.              Prior and Current Investments

There is no better indication of what types of investments someone will make going forward than by dissecting past investments.  Study the portfolio: are these the types of investments you would want to have made yourself if you had had access to them?

Example: Felicis Ventures, Palo Alto, CA. Who wouldn’t want to invest with someone who has found places in such hot companies as Groupon, LinkedIn, Twitter, etc.  Scouring some of the other names in their portfolio, you can see that the manager, ex-Googler Aydin Senkut, also backs Tasty Labs (Joshua Schachter’s (of Del.icio.us fame) latest company), Room 77 (which wowed everyone at the Launch Conference), or RovioMobile (Angry Birds). These are overallocated, highly-sought companies that you can’t simply invest in by handing over a check; instead, you have to be hand-picked in advance.  If, on the other hand, you see companies you don’t know, and worse, know and dislike, ask the manager why they invested in them, and see if you like their logic.

An interesting flip side is to ask about a manager’s “anti-portfolio”, i.e., the good companies that they passed on.  There are plenty of good reasons to pass on a company, such as they don’t fit within your stated investment thesis or mandate, you didn’t buy the premise and didn’t see the pivot coming, etc. Fred Wilson of Union Square Ventures, perhaps the hottest VC firm today, wrote about why he passed on AirBnB; one of the longest-lived VC firms, Bessemer Ventures, talks about decades of greatest misses here. To me, though, I’m less interested in why they missed—just that they were able to be in a big time game and at least have a chance to see the winners.  If the biggest success someone has had access to was some mere 4x small win, don’t linger—you can find better.

III.           Focus: Sector, Geography, Stage

I’m not going to argue that anyone should be looking at, or limited to, any single sector.  As an angel, I dabble in several: it’s my money, it’s my responsibility.  But for outside managers, I want there to be a focus. Most early stage funds focus on some aspect of tech, for the same reasons most angels do—it’s capital efficient. But there is plenty of room for you, should you so desire, to think about hiring a manager to give you diversification on either a sector basis (e.g., healthtech), geography (especially important if, like me, you’re living outside of major entrepreneurial regions), and stage (which is why large pension plans typically dedicate slices of their PE allocation to both growth funds and LBO funds, representing different market characteristics and risk.) There has to be a hook that will allow the manager to specialize in something so that they know everything going on in that space.  A micro-VC can have multiple foci, but only if they have multiple principals. As far as stage goes—do they strive to be the first institutional money in, investing in lower valuations, managing relatively small amounts of money, and then handing off to later stage investors? (First Round Capital, profiled here.) Do they wait to invest at the A round, looking to invest $millions per company, through to B and beyond? (Most traditional big VC funds.) Or do they try to do the whole gamut, including tiny investments to $50 million slugs (Andreesen Horowitz; Yuri Milner of DST). Again, no necessarily right way, but there are some wrong ways. See if you buy their approach and reasoning.

Example: IA Ventures, New York, NY    Roger Ehrenberg, founder of IA Ventures, is an “Investor without Borders,” as likely to be looking for deals in Israel as he is in the U.S.  But while he has no geographic bounds, his firm focuses like a laser on “Big Data”; he’s earned a reputation as one of the must-see guys for companies in that arena. Just like it’s best to be own a small market, it far better to be the big fish in a carefully selected small pool than to be roaming all over the tech market.

IV.            Philosophy:  Size, Numbers, Due Diligence, Participation

At the core, you can divide angel funds, micro-VCs and VCs in a graph with two axes: the first is size of fund, and the second is number of investments. Let’s start with numbers: the larger the fund, the more the pressure seems to be to hang on for home runs. That’s a function of VC math, and the reason why many proclaim the “VC model is broken”: the more money the VC draws in, the larger their 2% carry, and they can live fat off the land, eschewing singles and doubles and holding out for home runs. Personally, I buy Basil Peters’ “Early Exits” strategy for most angel investments—there’s nothing wrong with a few doubles, and I probably would never consider a fund with more than $100mm dollars in it.  Small is good. However, being small doesn’t necessarily mean you can’t be swinging for the fences—Mike Maples Jr. of Floodgate bluntly states that Floodgate is going after “thunder lizards”, companies that will blast through their markets like Godzilla.  Higher risk, higher return. Something for everyone, so know your manager.

While size generally is a good indicator of philosophy, most telling is “numbers”—how many investments does a fund anticipate making? With that information, you can figure out two important ratios: average $s invested per company (which can tell you how many rounds are going to be invested along the way), and average # of companies per partner, which tells you how much attention each investment is going to receive.

The latter is the biggest style item, as it goes to the heart of a manager’s philosophy. There is a strong case to be made for index-style investing, which in startup land is often derided as “spray and pray”. While normally index investing is meant to give rock-bottom costs on efficient markets such as large cap  domestic equities where it is really difficult to justify active management, in inefficient markets like startups, the argument is two-fold: when one is investing so early, especially when before product-market fit is found, it’s a numbers game: it can be hard to judge between the top 20% of companies you see, and the hope of landing that 100x or even 1000x return company can justify a portfolio with literally hundreds of companies. (Revisit Sim Simeonov’s analysis on diversification.)

Examples: SV Angel/Yuri Milner’s Start Fund;  Dave McClure’s 500 Startups.  While the Ron Conway of SV Angel and Dave McClure of 500 Startups could not be more different, their investing styles are essentially alike: Invest broadly in areas you know, and then work your butt off for your companies, realizing that there is only so much of you to go around.  The Start Fund, which invests $150k in every Y-Combinator company at to-be-determined market rates, is the closest approximation right now we can find to a broad, high quality index fund. The first batch through was 40 companies at a time, and the next batch this summer is around 60. It’s provocative, but I think effectively investing across the board at an incubator as selective as Y-Combinator has many things going for it.  SV Angels also has managed other funds, but I’m not yet familiar with them other than this video.  500 Startups focuses on data, design, and distribution, in a quasi-accelerator fashion making use of terrific external mentors, as there is only so much McClure to spread around. When I asked him what his due diligence was, he glibly joked “writing the check”—in other words, he makes very quick decisions from the gut informed by his background at some seminal startups as well as manager of the Facebook Fund.

Who’s best to do this type of investing? Someone with massive dealflow and a lot of experience. I myself am waiting for the day that Naval and Nivi bring out their “Best of AngelList” Fund. Since they spend time interacting and interviewing all of the people who get to post to AngelList, I imagine they know a thing or two about spotting winners, and their deal flow would be global and second to none.

On the other side of the coin, there is the hand-crafted style of investment manager who makes few bets, but lavish portfolio companies with their time and attention. The idea here is that better coaching and selectivity leads to fewer write-offs leads to better ROIs.  Jeff Bussgang’s terrific book “Mastering the VC Game” makes the good point—calculate the number of companies being handled by each partner. How many boards can a person sit on effectively? Not many. But that’s the point—500 Startups and SV Angel don’t want board seats—they want quality, but they want breadth.

Example: Manu Kumar’s K9 Ventures, Palo Alto, CA  K9 only invests in local companies where they can add value.  How hands on? He actually funds companies at concept stage—for those of you who remember CardMunch, Manu was so integrally involved that he’s a co-founder of the company.  That’s the furthest thing from “spray and pray”—more like “invest in and dig in”. In that way, he’s more like a typical VC.

V.            Edge

There’s more early stage funds around then I can count. How can a firm differentiate themselves…not to their LPs, although that’s important, but to the startup companies they need to court? Reputation is important, as is focus, but what can give it an edge?

Example: Borealis Ventures, Hanover NH    Borealis is a small shop out in the boonies. While its three partners have the classic background I mentioned earlier (including stints as early employees at Yahoo, SoftDesk, etc.), Borealis’s unique edge is its intimate connection with Dartmouth College. Those ties, from involvement with the Dartmouth Entrepreneurial Network of alums to faculty/founders and the Tech Transfer Office, got it in to megahits like life science companies Adimab and Glycofi.  While there are hundreds of VCs circling Stanford, Borealis is the only game in town in Hanover, and that town houses Dartmouth College, its Business School, its Med School, its Engineering School, and a surprising amount of entrepreneurial mojo.

Example: Project 11, Cambridge MA.   OK, I know this firm is just getting started—I blogged about it as The Future of Seed Capital. Most of their investments stem from having a personal relationship. Their edge: their access (and role within) the TechStars Network. Katie is the director of TechStars Boston and sits in on the selection process in TechStars NY. Accordingly, she sees not just thousands of applications, but also is tight with the entrepreneurial plans of the TechStars Boston mentors—that’s leverage and reach! Additionally, Katie and her Project 11 partner Reed Sturtevant (they worked together before at Microsoft and at Eons) put on working sessions all over various incubators, and are co-located in the space at Dogpatch Labs Cambridge. Accordingly, they see hot companies like GreenGoose (originally out of Betaspring in Providence, RI), peerTransfer (MassChallenge, Boston, MA) in a far more intimate way than just attending a demo day, increasing the certainty of attracting winners and avoiding flashy but flawed startups.  That kind of intimate contact with promising, vetted companies at the pre-seed stage? That’s a real edge.

VI.          Co-investors

If “a man is known by a company he keeps”, it also holds true for VC firms of any stage. The best sign of respect for someone’s judgment is co-investing alongside. That’s the basis of Chris Farmer’s work on “Investor Rank”, which is akin to Google Page Rank. It’s a simple matter to cross-reference deals on CrunchBase to see who else is finding and valuing the same startups as the fund on which you’re doing your due diligence, and who’s in how early.

VII.         Decision Process

OK—I’ve been noticeably absent on talking about sidecar funds of angel groups. Why? Lots of reasons, but a major one is that angel groups act so slowly, and therefore second-time entrepreneurs often pass them by in favor of their existing connections. How slow? Well, it might take a few months to get from a selection meeting onto the next opening in a monthly meeting, and then again another 2 months to get due diligence together and actually execute. Who would you rather call on, someone who can give you a quick answer, or someone who takes 4 months from start to finish?  There are reasons beyond financial in order to invest in some angel groups’ funds—see my last post on that. But if more than one person is needed to pull the trigger (which generally I prefer), I want to know how the decision is made.

Example: CommonAngels III.

I’m in this fund for a few reasons, but mostly because of my experience sitting in on the group’s meetings. The membership is deeply talented and experienced in tech, and that network constitutes this fund’s advantage providing significant deal flow, vetting capability, and value add.  Large buy decisions for this fund occur in those deals for which there is substantial amount of investment and/or involvement by member angels. In addition, CA’s two professional managers of the fund run an active seed program, making seed investments in those deals which will close too quickly for the usual consideration by membership. The quickness with which they can execute these seed investments also gets the fund and the group in the door for further follow-ons.

VIII.        Professionalism

This goes without saying—you don’t want to entrust your funds to people who are cavalier about paperwork, reporting, etc.  You should get examples of the fund’s communications back to the LPs. Should you wish to back a new firm who otherwise passes the above tests with flying colors from their past lives, first make sure that they have this in place. Some entitities entrust their back-office matters to Village Ventures, which oversees the activities of many venture funds. That’s fine as well—but find out in advance how you’re going to receive tax accounting, statements, etc., from all of your big winnings. Remember, these are long term commitments—avoid long term headaches.

IX.             Rapport

I’m not talking about the personal rapport between you and someone within the Fund’s management. I have no idea who manages my small cap index fund at Vanguard, for example. But I’m talking about the rapport between the partners, and between the partners and their companies.  Again, this is going to be a long-term arrangement between you and the firm, and you don’t want the partners of that firm to be undergoing a company divorce.

Example: The Foundry Group, Boulder, CO  Consider what Brad Feld of the Foundry Group said in his post about Deeply Held Beliefs:   We will never add anyone to the team.  I have three partners (Seth LevineJason Mendelson, and Ryan McIntyre). We’ve worked together for a decade.  We’ve committed to each other to work together as partners “until we are done investing as VCs.”  We work extraordinarily well together and have no interest in ever introducing someone new into the mix.

I believe the best funds are those where everyone works together in the same office, and everyone is on the same page on any investment. Those of you who have worked in a distributed workplace where there are clashes of personalities with geographical lines know what I mean.

I especially like those teams who have worked together before in good times and bad, and who are equal partners. If you can visit the fund in person and see the interaction of people, all the better. My time at Year One Labs in Montreal is one reason why I hope to be involved backing their next vintage fund.

As for checking up on the relationships between Fund and their portfolio companies, that’s easy to do nowadays. Peruse their list of companies, figure out a connection to one of them via LinkedIn, and make a few calls.  Maybe peruse The Funded, although I wouldn’t take any single comment as truth. But it doesn’t take long to get a sense of the general drift.

OK, that’s my checklist of points to investigate. Below I’ve started a further list of some of the well-known firms I didn’t squeeze into the article above. A crowd-sourcing request—if you know of big names I’m leaving off (though let’s stick it to folks managing fund sizes below $250mm, please let me know in the comments area, and I’ll add them in.

Some other well-known names not mentioned above:

SoftTech VC

Lowercase Capital

Founder Collective

O’Reilly AlphaTech Ventures

Harrison Metal

Real Ventures

True Ventures

Who do you like that I’ve missed?

My favorite reading from the week of May 15

And the awards go to:

Rob Go of NextView Ventures for his post on considerations  for the ideal seed round composition; and also to Roger Ehrenberg of IA Ventures for his complementary piece on finding the right investors for the mission.  Startup guys raising their rounds now, read these two article pronto;

Fred Destin of Atlas as part of a really good angel panel, which among other things, talks about how the speed of AngelList threatens traditional (and slow) angel groups;

Fred Wilson of USV for his post on Sizing Option Pools in Connection with Financings;

From more than a week ago, but I just listened to (and can read here) a podcast by Mark Suster with Joel Spolsky of StackOverflow; and while we’re at it, his excellent article on building an entrepreneurial community (take note, Burlington…)

Delighted to read all articles about the terrific success of the LinkedIn IPO! Congrats CardMunchers! Here’s my favorite article, via Greg Gomer of BostInnovation.

Also happy to see this video interview and article about my latest investment, Saygent, here on TechCrunch. Congrats Guy and Mariya!

And last bit, which I’ll revisit when I continue my blog posts on MicroVCs, David Lerner’s interview with Jeff Clavier.

Enjoy!

Everything You Wanted to Know about Commingled Startup Funds…but were afraid to ask

We're talking EARLY stage

One of the smarter people I know, an engineer by training who has gone on to successfully manage $billions on both the “buy side” (i.e., institutional investors) and sell side, has asked me to write some posts aimed at educating people who want to invest in angel funds, rather than in individual investments. Seeing as we have more or less the same background (excepting the engineering degree), and I’ve done this exercise myself, I’m going to more or less reprise what I went about learning, skipping out all of the stuff which might be relevant to direct investing (e.g., term sheets, valuations, other legal stuff taken care of by the money managers.) Not sure when I’ll post all of these, but the topics I see myself covering are:

1)      How angel investments fit into both high net worth portfolios and institutional portfolios

2)      What is the right amount for an individual to be allocating to angel investing (See “How to Not Lose Your Shirt…”)

3)      Nomenclature (angel vs. super-angel vs microVC vs VC). (Just go to the link for Manu Kumar’s take on it.)

4)      Reasonable return expectations, holding periods, and the limitations of current research on the topic

5)      Nine questions to ask an early stage fund when interviewing them

6)      A review of what industry sectors are amenable to angel investing, under what conditions

7)      A review of my favorite 10 posts by other authors on angel investing strategy…even though I might disagree with them. (Funny, I’ve never seen anything written on angel fund investing that wasn’t by a fund principal.)

8)      Strategies for a beginning (or advanced) investor in  early stage funds, and how investments in incubators are different

9)      A list with links to all the larger super-angel and micro VC funds (hint—I will definitely need to crowdsource here for many of the funds on the West Coast).  Perhaps as I research this, I’ll try to get some of the bigger names to give us a quick podcast, although I’ve no idea yet how to set those up.

10)   Portfolio construction, diversification, etc.

I’ll also try to enlist a few pros from later stage funds to opine, edit, or if we really get our way, guest post.  In my previous lifetime as an LP of a two reasonable-sized foundations, I okayed some investments in fund-of-funds, and had a few consultants giving us their take on who is good or bad in the private equity world, with perhaps even some medium-sized VCs included. But there’s a lot of difference between VC land and angel world, as has been discussed ad nauseum in the blogosphere.

I’ve been totally neglecting this blog, but for good reason—I’ve written 6 checks to startups, made 5 other commitments, and I’ve given term sheets or am otherwise trying to get into 3 other deals…all since January. Plus invested in one fund and committed to another.  (Checks cashed: UpNext, Draker Labs, Noise Toys/Apptitude, Green Goose, Saygent, and Powerhouse Dynamics, with commitments to Crooster, Evertrue, MassiveDamage, and two stealth companies.)  That is just a frightening pace, basically double the rate of last year.  But given my (supposed) discipline backed up by a shrinking wallet, the investing pace will surely slow way, way down, as I mentioned in this earlier post.  Which leaves plenty of time to spend trying to help out the existing portfolio companies, should they want more attention. Since I’m guessing they all don’t want elderly back-seat drivers, that means plenty of time to write a course on commingled angel funds for my buddy.

But until then, here’s a link to Business Week’s online article, “SuperAngels Shake Up Venture Capital” which focuses on First Round Capital, along with WSJ’s review article last year, and a slightly more comprehensive survey by ChubbyBrain. They’re a bit dated, but they get you started. We’ll have similar background reading homework in each of the lessons.

Montreal ACCELERATES! Or, Ty’s Excellent Adventures Up North

Montreal startup

The opportunities in Montreal are looking even hotter than the Canadiens (6-3-1 last 10 games), and a lot of the excitement is due to companies emerging from a new group of accelerators. While the idea of new business incubators is hardly a new one, the last 5 years have seen an explosion of activity.  As I mentioned in my post on the MassChallenge, last time I looked more than 100 accelerators had sprung up in the U.S.

The startup scene in Montreal appears to me to be growing at least as fast.  I’ve visited there twice in the last two weeks, and things were hopping.  First was a kick-off party by Capital Innovation, headed by Martin Duchaine, which brings together angels (primarily from Anges Quebec), VCs (including RealVentures, Inovia Capital, BDC Capital, and healthcare investor GO Capital, ), accelerators (including YearOneLabs, Bolidea, MontrealStartup, and Tandem Launch Technologies), regional development authorities, entrepreneurs, service providers—in short, the whole entrepreneurial community.  There was considerable press attention at the party, but particularly I’d like to mention NextMontreal, edited by YearOne Labs co-founder Ben Yoskovitz, as THE source for all startup-related news.  Capital Innovation is in its 4th year, with 6 larger events taking place throughout Quebec, ending with several of the best companies winning cash prizes and exposure.

I returned to poke around some of the more interesting opportunities at the incubators. Raymond Luk, one of the co-founders at YearOneLabs, introduced me to some of his portfolio companies who are based at RPM Montreal, a giant co-working space,  well equipped with high-speed net, and high-speed espresso (I guess that’s redundant), and super high-speed entrepreneurs. YearOneLabs, like Project11, which I wrote about here, is EXACTLY where I want to go to find cool companies. The founders recently sponsored a Google Hack-a-thon at their offices, bringing in ambitious nerds from all over. And Raymond’s initiation of StartupDrinks undoubtedly brings even more talent to their door.  Unlike large VCs who can make a cushy living from their 2.5% management fees on big bucks, YearOne’s managers’ interests are totally aligned with investors. They don’t make a penny from management fees, their compensation is 100% dependent upon performance.

My favorite company at YearOne was Localmind, which is described as “what would happen if you crossed Quora and Foursquare”.  It’s a modest, 2- about to become 3-person shop, with a decidedly audacious vision of “Knowing what’s happening. Anywhere. Anytime.” And the buzz is out that this is worth following. The headline in GigaOm says it all:  ”Localmind iPhone App is the Future of Local Crowdsourcing”, with the article picked up by the New York Times, and expanded upon by The Next Web.  This is definitely a company to watch, but would-be investors can relax a bit–they’ll be building out the system for awhile before looking for additional funding. Localmind is debuting at SXSW, and you should soon be able to download an invite for their beta here. One interesting item for trend followers: Localmind’s founder, Lenny Rachitsky, is an American who moved to Montreal to take part in the tech startup scene there. Among other things, the government gives major tax credits and other subsidies to software companies. But rather than tell you how that works, I’ll dig up some articles that might explain this better.  (Readers, feel free to add links in comments section.) That, along with changes that make it friendlier for American angels to invest in Canada, make it clear that on the tech front, Montreal is decidedly open for business.

On the other side of the development spectrum from Localmind is Wajam, one of the Bolidea companies with serial entrepreneur Martin-Luc Archambault in charge.  Martin-Luc has already had a few successful launches and sales, and to date he has personally assembled (and financed) a large team of developers working on social search.  Social search is hot now, and Wajam is a friendlier version of Greplin, which I use instead of Google Desktop to search for correspondence that comes in from, say, LinkedIn.  Like Greplin, it incorporates streams from your friends from various social sites such as Twitter, Facebook, etc., but has the added important convenience that it can be laid over any search engine. Hence, Googlers can access through Google, Bingers via Bing, without having to go to a separate website. (I corresponded with one VC who prefers dedicated websites to plug-ins, but as a user I disagree) and ultimately there is no reason Wajam can’t be overlaid on Amazon, BestBuy, etc.  Thanks to Alexandra Dao at Wajam for the terrific tour of the private beta version. Alex was one of three separate hackers I met from Guelph, Ontario, all of whom  I moved to Montreal for the flourishing tech scene.

Martin-Luc has a clear vision of how he is going to acquire users and monetize the site. Interestingly, he consciously is not going the “get as many users as possible right away with a minimum viable product”, preferring to do his testing within a smaller testing group, and only then launching publicly.  Here’s a video of Martin-Luc talking about Wajam.  When it raises funds, it will be well above the normal angel valuation range. Nonetheless, this is one of those big upside possibilities where an experienced, successful team takes on a big market and big problem—the fact that search now become less usable as content farms screw up the credibility of search results. In my opinion, that makes it VC material.

And there are plenty of more companies out there.  As I get more involved with Montreal via CapitalInnovation, I’ll blog more.  Right now, as a newbie to the Quebec investing scene, I’m still unsure who to seek out besides Michel Brûlé (winner of Canada’ angel association “Angel of the Year” award in 2010, Vice-Chair of Anges Quebec, and a massively successful entrepreneur on his own) and a few young guns like Daniel Robichaud and Martin-Luc Archambault (who, like Raymond Luk and Martin Duchaine, is on the Board of Anges Quebec in addition to his role as an entrepreneur and super-angel.)  I like some of the VCs I’ve met, but due to a variety of factors, venture funds have yet to bring in meaningful returns in Canada. Nonethless, the majority of US Venture Funds have had a sorry decade as well. I’ve heard in the Canadian instance the industry had the misfortune of most of the institutional money coming in all at the 2000 top of the market, followed by a long drought which was only cured by the re-infusion of government funds into the system.  But I have no way to verify that yet–I’m still mostly in the dark on the context and history here, and thus still a bit cautious.  As Warren Buffet says, “If after 10 minutes into the poker game, you don’t know who the patsy is—YOU are the patsy.”  More on this as I figure it all out.  Unfortunately, it’s taken me more than 10 minutes so far…but I’m still feeling very solid about the possibilities.

Cool Networking Map from LinkedIn

You can now play around in LinkedIn to see it create your business network map. Here’s mine:

Business Connections Graph from LinkedIn

You can get them through the LinkedIn Labs Network function. I just love network maps. Though you can’t see the actual dots and connections on this, I can see who’s connected to whom on my copy. If you care, here’s more on the mapping function: herehere, and here.

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