Blog

  • Investor Reference Call Questions for Existing Investors

    Several months ago I was talking to an entrepreneur/angel investor that was interested in investing in a startup where I’m an investor. As part of his due diligence on the potential investment, he wanted to talk to existing investors and get their thoughts on the startup. Naturally, I obliged.

    Here are some of the reference call questions from a potential investor to an existing investor:

    • What’s your experience been like working with the startup? What’s gone well and what hasn’t gone well?
    • What’s your experience been like working with the CEO? What’s gone well and what hasn’t gone well?
    • What’s your outlook on the business? How has that changed from your original investment?
    • What are the dynamics of the board like? How productive are the board meetings?
    • Are you participating in this next round? Why or why not?
    • What questions should I be asking as a potential investor?

    New investors want to hear that existing investors are bullish on the startup and have had a good experience. Of course, existing investors often want the money from new investors to help the company, so there’s an element where potential investors have to make a judgement call as to the quality and truthfulness of the existing investor responses.

    Entrepreneurs would do well to keep their existing investors informed and engaged for a number of reasons, one of which is that potential investors in the future will expect to do reference calls with them.

    What else? What are some more questions for potential investors to ask existing investors?

  • Interns in Startups

    Over the years I’ve hired dozens of interns with much success. In fact, the first summer at Pardot we had 11 full-time interns and only three employees. Interns are great in that they’re excited to learn, eager to prove themselves, and want to be there. But, there’s absolutely one trait that’s required for the employer to have a great experience: the intern needs to be self-starting.

    Self-starting is the most important trait when hiring an intern.

    Think about it. An internship schedule is one where there’s little time to ramp up and be productive before the internship is over. During that time, the employer has a number of existing day-to-day tasks that have to get done outside of coaching and training the intern. Interns who are self-starting are more resourceful, more likely to figure things out on their own, and more likely to have the right balance of productivity to management effort.

    Finally, interns are a great way to build a talent pipeline. Finding smart people that get things done is hard. By investing in interns there’s a continuous opportunity to find strong candidates for full-time positions as the startup grows. We’ve hired many interns into full-time roles.

    Entrepreneurs would do well to develop a program for interns, especially in the scaling phase of the startup.

    What else? What are some more thoughts on interns in startups?

  • When the Startup Path is Unclear

    One of the harder challenges in a startup is figuring out how long to stay the course. Traction almost always doesn’t happen overnight. Pinterest took four years before the media started noticing it. Incremental progress is often evident but it’s not clear that success is inevitable.

    Here are a few questions when the startup path is unclear:

    • Problem – How well is the problem defined? How many people have the problem? How painful is the problem?
    • Feedback – What type of feedback do prospects and users provide? How strong is the feedback? How consistent is the feedback?
    • Metrics – What are the weekly metrics? What’s the week-over-week growth? At this rate, when will the metrics look “good?”
    • Next Steps – How clear are the next steps? Are there several OK options or one or two excellent options?

    Staying the course or pivoting is a regular question for entrepreneurs when success is elusive. Often, there’s no obvious answer but asking these questions helps.

    What else? What are some more questions to think through when the startup path is unclear?

  • Video of the Week: How To Gain 1000 True Fans – Kevin Kelly on London Real

    For the video of the week watch How To Gain 1000 True Fans – Kevin Kelly on London Real. Enjoy!

    From YouTube: Kevin Kelly discusses his famous article ‘1000 true fans’.
    Kevin Kelly is the founding executive editor of Wired magazine, and a former editor/publisher of the Whole Earth Review. He has also been a writer, photographer, conservationist, and student of Asian and digital culture.

  • Evaluating an Angel Investment

    With startups in vogue for many years now, more people are becoming first-time angel investors (“tourists” is the parlance for angel investors that come and go). A number of would-be angels have asked for advice when evaluating an angel investment.

    Here are a few thoughts:

    • Team – At this stage, it’s 70% the team. Are they resilient? Will they grind it out? How resourceful are they? Most entrepreneurs don’t have the necessary grit.
    • Idea / Market – At this stage, it’s 30% the idea / market. Is it a small, fast growing market? Is it resegmenting an existing, large market? Great ideas in great markets are key.
    • Timing – The ideal timing is 2-3 years before mainstream adoption. Being too early is a failure. Being too late is a failure.
    • Pro Rata – Investors are commonly granted the right to participate in future financing rounds based on their percentage ownership. Angel investors should plan on reserving $2 for every $1 invested (e.g. invest $100,000 initially and then have another $200,000 ready for future rounds to participate pro rata).
    • Next Round Likelihood – Raising an angel round is one small milestone in a long journey. What are the chances the startup can raise money in 12-18 months at 3x the current valuation? Most startups require multiple rounds of financing.

    Evaluating an angel investment is very subjective. With limited metrics and operating history it’s a bet on the team and market. Remember that angel investing should be viewed as charity and most angel investors never make money even after doing a number of deals.

    What else? What are some more thoughts on evaluating an angel investment?

  • The Sales Play of the Day

    Kyle Porter of SalesLoft tweeted his favorite sales play from today’s TOPO Summit. Sales plays are a repeatable process designed to acquire customers and turn them into advocates. Let’s look at the sales play of the day:

    1. Create specific content from lessons learned in the disco call.
    2. Conduct live (mid-sales cycle) value add workshops with multiple stakeholders.
    3. Reiterate objections and challenges in the sales presentation deck
    4. Customize the demo to their key challenges so they can see themselves in the product
    5. Create customized close plan to help deals close on time
    6. Memorable late stage marketing plays keep buyers from going dark (send them a pound of bacon!)
    7. Say “thank you” and thank your high value accounts after they sign with you

    https://twitter.com/kyleporter/status/852301862929743872

    Entrepreneurs would do well to think through their sales plays and work towards an effective, repeatable process.

    What else? What are some elements of your favorite sales plays?

  • Acquiring the First 10 Customers

    Signing the first 10 unaffiliated customers is one of the most difficult tasks as an entrepreneur. Building a prototype is straightforward. Getting mentorship and help is straightforward. Convincing someone to pay money for an unproven product at an unproven startup is hard. Very hard. Only, paying customers are the lifeblood of the business.

    Here are a few ideas on acquiring the first 10 customers:

    • Outbound ProspectingBuild a list of potential companies. Jump on LinkedIn and find the right people. Send them a personalized message that’s thoughtful and relevant. Be pleasantly persistent.
    • Inbound Marketing – Write a blog. Create a community. Engage with people on Twitter. Work towards 1,000 true fans.
    • Referrals – Ask a friend. Find the local chamber of commerce. Talk to previous colleagues. Use your network. People want to help other people.

    Acquiring the first 10 customers is challenging. But, once you get 10 customers, you can get 100. And then 1,000 and beyond. The key is finding the early adopters and building momentum.

    What else? What are some more thoughts on acquiring the first 10 customers?

  • Continuous Learning

    In the software development field there’s a concept called continuous deployment which describes a process such that when code is checked into the main code repository, a series of tests are run, and if they all pass, the code is deployed to production immediately. Imagine changing the position of a button on a web application locally and seeing that change in production for thousands of users to use 10 minutes later. That’s continuous deployment.

    Now, take the idea of continuous deployment and apply it to the entrepreneurial journey in the learning context. Continuous learning is creating a personal process to learn new things on a regular basis and apply them when applicable. With so many great books, blogs, and articles available combined with different mediums like print, screen, and audio, there are a number of ways to develop a habit of continuous learning. Start with a simple RSS reader or subscribe to receive new blog posts via email. Learn more, faster.

    Entrepreneurs need to develop a process for continuous learning and improvement. It’s one of the best investments available.

    What else? What are some more thoughts on continuous learning?

  • Seeking Startup Ideas

    Recently a would-be entrepreneur said he wanted to start a company but didn’t have an idea yet. Hmm, I thought, there’s inspiration all around and a limitless number of startup ideas. True, it’s hard to find a seemingly great idea but there are many ideas worth pursuing in fast-growing markets. The key: just start.

    Here are a tactics when seeking startup ideas:

    • Read – Start reading for 60 minutes a day. Whether it’s fiction, non-fiction, blogs, articles, etc. it doesn’t matter. What matters that you’re actively soaking up as much information as possible so that the mind can find patterns and trends.
    • Ask – Reach out to your five smartest friends and invite them to lunch. At lunch, ask about their current challenges. Ask about ideas they have for new products. Share your goal of starting a company and get their help.
    • Mind map – Get everything out of your mind down in a mind map. Do one new topic or market daily with at least 25 ideas regardless of their quality. Force yourself to put something down, and do it consistently.

    People think entrepreneurs have great ideas that magically appear. Not true. Most come from the little things, like encountering a problem and wanting to solve it. Be methodically and actively seek out inspiration for new startup ideas.

    What else? What are some more tactics when seeking startup ideas?

  • Video of the Week: Bootstrapping a Unicorn Outside of Silicon Valley | Ryan Holmes (Hootsuite)

    Our video of the week is Bootstrapping a Unicorn Outside of Silicon Valley | Ryan Holmes (Hootsuite). Enjoy!

    From YouTube:
    Growing a company from an idea to one of the largest investment raises in Canadian Venture Capital history. Join us as we sit down with Ryan Holmes, the Founder & CEO of Hootsuite. Ryan Holmes founded Hootsuite in 2008, growing the company from a lean startup to a global leader in social media with over 11 million users, including 79 of the Fortune 100 companies. Thought leader, dog lover and serial entrepreneur, Ryan has redefined the face of social media—bringing Twitter, Facebook and other social networks out of the dorm room and into the boardroom. A college drop-out, he started a paintball company and pizza restaurant before founding Invoke Media, the company that developed Hootsuite. Today, Ryan is an authority in technology and business. He writes regularly for publications like Fast Company, Inc, Fortune, and has a column in the Wall Street Journal. He’s also one of LinkedIn’s top 20 most followed Influencers and presents at the world’s top tech conferences. An angel investor and advisor outside of Hootsuite, Ryan supports programs that empower the greater startup community and future generations of entrepreneurs, including his own non-profit initiative, The Next Big Thing.