Entrepreneurial Ecosystems

Listen

Listening is louder than it sounds.

Most entrepreneurs like to talk and the more obsessed we are, the more vociferous we seem to get. Idea machines must be willing to share compelling stories, but listening is a key part of any transmission. This may seem obvious, but with precious air time up for grabs and knowing so much about our own interests, listening can devolve into feeling like a required distraction.

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Hearing is passive. Listening is active.

As we guide people through the layers of understanding, active listening forms a bond much faster than forcing yourself to be heard. The fear of not having time to deliver your message will linger, but when we truly tune into what another person is saying, it shows we care. It also helps us better harmonize our thoughts within the moment and counters the common mistake of overloading others with too much numbing details all at once. Knowing each conversation is part of a broader relationship and community-building journey, good listeners are almost always given a chance to make a bigger impact.

Ready for an experiment? The next time you meet someone new, embrace your inner scientist. Set your introverted/extroverted mindset aside and focus your attention on asking as many thoughtful questions as you can. The less you talk, the better. This will feel awkward if you just fire question after question, so be concise with each response, then return to more thoughtful questions for a more natural interaction. Consider expanding this social experiment by purposely doing this throughout an entire networking event. Remember who you talked with and track how the listening-focused conversations evolve. Over time, how do these relationships built on listening, compare to others where you’ve been more outspoken? Here are a few tactics to support your practice.

  • Center your internal attention.
  • Stay engaged with eye contact.
  • Use jarring questions to dodge small talk.
  • Don’t interrupt or jump to conclusions.
  • Occasionally paraphrase what was said.
  • Avoid the urge to make it about you.
  • Ask curious questions to go deeper.
  • Exit gracefully, without a sense of rush.

This type of active listening will extend your ability to hear more, but also make your responses more in-tune with what others are thinking, versus always trying to prove your point. Selflessness may keep a conversation from landing exactly where you want in that moment, but as you move from one topic to the next, you’ll learn how others work. When done well, an unspoken bond forms. This synchronization creates space to explore more directions you’d like to take future conversations, but now with the priceless ingredient of shared enthusiasm.

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Listening within a support network ignites optimism, connection, and motivation. A healthy balance is to also listen to your challenge network, which keeps us intellectually humble and rooted in reality.

By Ben McDougal, ago

Online Event Management

Live event management is a handful. Virtual events should also be well thought out. How can we create a memorable experience when everyone is participating online? Let’s teleport into this topic together.

First, consider what must be accomplished. What cannot be achieved without this time together? Determine how long the virtual experience should last. It’s usually less than you think. Next, line up the right technologies to ensure it fits the needs of your virtual experience. As tech is selected, use security tactics to avoid unwanted distractions. With objectives and logistics in place, it’s time to flesh out the experience.

While our connected era has unlocked the next level of efficiency with these virtual interactions, a drawback to online gatherings is the lack of time before and after a meeting. This means there’s less serendipitous interplay. Stay efficient, but it may be wise to weave in random value through manufactured moments that still feel natural for participants.

As attendees arrive, use your opening remarks to set the tone. Generate cohesion with jolts of genuine energy as any rules of engagement are quickly confirmed. If there’s a meeting agenda, run through that and connect it with meeting goals so attendees know what to expect.

After a welcoming attendees with a concise, energizing, and clarifying introduction, have fun unpacking the primary discussion. Stay on task and try to avoid distractions, but leave time for interactive dialogue. With less open dialogue due to the limitations of a virtual experience, this is one way to create space for those manufactured moments of serendipity. These conversational buffers help to avoid having the loudest voice be the only one that’s heard and invites an inclusive environment with deliberate space for everyone to participate.

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The term “hybrid” is hard to define. There’s value in weaving tech into in-person events so that others are able to virtually feel the experience. There’s also value in keeping things simple so the focus remains on your attendee’s engagement. Experiment with what works for you, but one interesting combination is to go all-in with live events, and then add strategic online events into the mix. This avoids fragmented coordination, eliminates the hollowness of virtual content within an in-person experience, and creates ease for organizers who benefit from both types of environments.

As you bring your online events together, you want interactivity so it’s not talking heads with attendees pretending to listen. Do this by including icebreakers, musical moments, pop-up polls, breakout discussions, scavenger hunts, doodling exercises, physical activities, and scheduled breaks. Encourage note taking and grab screenshots as artifacts to share later. Leave time for questions before wrapping things up.

As you bring things to a close, it’s important everyone feels a sense of accomplishment. If ramblings drag on before the meeting abruptly cuts off, people will leave feeling empty. Keep the virtual energy juicy, review key takeaways, and encourage action to tie a bow on the efficiency of all your online events.

By Ben McDougal, ago

Live Event Management

There’s something exhilarating about bringing people together to enjoy an experience you built. Anyone can bring a few friends together. Creating an environment for the public to connect requires more attention.

Controlling the chaos of an event is easier with solid planning beforehand. First-time events are always the hardest, but every event has unknowns. The more thought put in before people arrive, the smoother your attendees’ experience will be.

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I’ve developed and managed countless events throughout North America. More tips and tactics, as well as, insight from my own experience is layered into the Event Management section of YDNTB.

Basic details include the venue, time, and guest list. Who’s the audience? Based on those you want to attend, how can the venue support the right vibe and is it accessible? How will transportation and parking work? Looking at community calendars, will your event compete with other related events?

With basic event details in place, how can you promote this event so people you want to attend notice it? Will a website be needed or is social media enough? Is it free to attend or will there be a cost? If it’s free, how will you cover costs? Speaking of costs, how could sponsorships work? What’s the plan for food and drinks? Is there a registration process? If not, will you still be able to gather attendee data? Is security staff needed?

Think about your own goals for the event and how you want attendees to feel when they leave. Beyond the basics, what’s the agenda look like? Will there be any sort of programming? What about special speakers? As the host, if you plan to say a few words, what are the key points you want to make? Are activities planned or is casual conversation enough to keep everyone engaged? Will you be able to capture enough media while still managing the event? If not, does it make sense to hire someone to capture photos and video to use later? Can you rally attendees by connecting them on social media before, during, and after the event? Could showcasing live social media activity boost awareness for those unable to attend? Where’s a good place to send everyone interested in the after-party?

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Stay tuned! Next week we’ll shift focus to online events.

One common mistake is assuming an event is over when the last guest has left. Detailed planning leads to smooth events. Concerted efforts to commemorate events lead to future opportunities. Finish strong with thank-you notes, tagged photos, video highlights, recap articles, and follow-up conversations.

Event management is challenging and stressful, but super energizing. The more you bring people together, the more effective you’ll become. As the basics become second nature, it’s easier to get more creative. This leads to larger crowds, more memorable experiences, and longer-lasting engagement. Like everything, the more you practice, the better you get.

By Ben McDougal, ago

#GiveFirst

The energy of accelerating others is unmatched.

When talking with others, forget potential transactions. Instead start by focusing on how you can help. People gravitate toward those who choose genuine selflessness over their own interests.

Showing you care can be as easy as a quick thought to help someone else take their next step. Perhaps there’s a helpful introduction you can make? It can even be as simple as showing you care enough to listen.

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Early in my career I was told that everything felt like a one-way street with me. From then on, I made an effort to listen first and talk less. This is difficult when all you want to do is invite people to your next event or sell whatever it may be. Be willing to show up, stand out, and follow up to seal the deal, but pave two-way streets that allow your relationships to flourish by pulling as much as you push.

However you choose to contribute, the trick is not expecting anything in return. This benevolent attitude has been encapsulated in the hashtag #GiveFirst. Here is a Techstars podcast that explores this mindset. Brad Feld also wrote this book to highlight the #GiveFirst philosophy.

Maintaining a #GiveFirst mentality will spawn meaningful discussions faster and more often. This happens because without ulterior motives, you’re able to explore anything without remorse. Over time, this allows more meaningful connections to evolve, versus contacts without context. When you play the long game of investing in the success of others, the real fun begins.

Concerned you’ll never achieve your goals if you’re always trying to help others? Don’t be. If you relentlessly #GiveFirst, you will earn the attention of people eager to return the favor. You’ll also get asked about your own work more often. That’s when you spark intrigue by saying it’s a secret, before shifting the discussion back to them. They’ll laugh, love it, and come back for more.

By Ben McDougal, ago

Stand Out

Being remarkable in a networking environment is not rocket science. Be friendly, vulnerable, funny, curious, and eager to help without getting stuck in one place.

As you continue to show up, you’ll learn from others and also learn more about yourself. You’ll be able to ask great questions and be adaptable to any conversation. You’ll need to share your work less, which will allow you to make more introductions. This will make you stand out as a connector.

Ready to shake things up? Avoid the temptation to ask the most common question at networking events: “So, what do you do?” Instead, consider more interesting ways to get people talking.

– How are you feeling?
– How do you like to spend your time?
– What does a day inside your office involve?
– What mindset inspires your best work?
– What’s a recent project you enjoyed working on?
– Are there any roadblocks you’re working through?
– Is there anything I can help you with right now?
– Would you do this work if money weren’t a factor?
– What did you do before your current role?

You only have a moment to make a good impression. It never hurts to throw in a specific topic to help people remember you. Avoid small talk like the weather. Also, family means everything to most people, but avoid going too far down that rabbit hole. Here are a few creative conversation starters to sprinkle in.

– What are your superpowers?
– Where did you travel to last?
– Have you ever been a mentor or an advisor?
– What are you reading or listening to right now?
– How would you describe the internet to a child?
– If you’re a pro wrestler, what’s your entrance song?
– Is there anything that may surprise me about you?
– What’s an interesting paradox you‘ve answered?
– How do you define success? How about happiness?
– Have you ever regretted not doing something?

When it’s time to move on, there is also an art to exiting a conversation. This is handy when conversations have gone on too long. One tactic is to bring more people into the conversation. Kindly introduce everyone to each other. You then have the option to stick around or excuse yourself. Even if you leave the chat, your energy will remain a part of that new conversation as you mingle elsewhere. If you’re at a networking event, another approach is to joke that it’s time for both of you to go meet more new people. This lighthearted suggestion eliminates any awkwardness.

If you’re the one holding conversations too long, you’ll know it when people try similar exiting tactics on you. To improve your relationship-building skills, stop draining the energy from each interaction. Be cognizant of how long you hold onto each conversation. Abandon the idea that everything must happen in one exchange. Even if it feels abrupt, don’t be afraid to move away from conversations before they feel complete. Ending interactions a bit early leaves room for more conversation next time. This creates a subconscious gap to fill and therefore more reasons to reconnect.

By Ben McDougal, ago