Entrepreneurship

Slow & Fast

“Slow is smooth, and smooth is fast.” -Kerty Levy

This tweetable thought randomly emerged over coffee today. It’s interesting how philosophies on life, wealth, and happiness evolve from entrepreneurial endeavors.

Perhaps it’s the personal nature of building your own business that causes such reflections? It might be the transformative skill of verbalizing your thoughts and ideas with others? Maybe it’s less about business and more like a beautiful side effect of mindfully aging?

The reason(s) and frequency at which you allow yourself to explore big ideas surely depends on the environment, people you interact with, and knowledge you pursue.

This makes me thankful for my own entrepreneurial experiences, but more important, the immeasurable blessing it can be to expand our minds by plugging into startup communities and entrepreneurial ecosystems. A willingness to show up and the trust built through such generosity has allowed me to become apart of so many other founder stories. As I mention throughout YDNTB, consistent action over the long run is required, but the remarkable insight we pick up along the way can provide a path toward true understanding for anyone, on almost any front. As we support entrepreneurs through the art of connection, the invitation to have more diverse discussions is unlocked more often. Whether it’s strategic, tactical or philosophical, what a gift this can become.

Along with stimulating conversations with agreeable people in a support network, it’s important to weave in perspectives from a challenge network. This is a group of disagreeable people we trust to point out blind spots, which helps us overcome our weaknesses with critical feedback we may not want, but need. Curious interactions within a challenge network also unlocks humbling opportunities to be wrong. This helps us avoid misguided confidence through intellectual humility, and brings us closer to the truth.

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Smart people change their mind all the time. Find joy in discovering you were wrong. You’re now less wrong than before, and when we admit it, we’re not less competent, we’re being honest and displaying a willingness to learn.

By Ben McDougal, ago

Life’s a Pitch

Humans are innate storytellers. We use stories to relay understanding. Whether it’s a caffeinated conversation, a business networking event, dinner with friends, or on-stage in front of others, entrepreneurs must be able to translate the story of their business to anyone.

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Pitches are built to impress. Presentations are meant to share. One size does not fit all. Consider the environment, audience, and format to cater how your story is told. Preparation that includes thoughtful awareness will optimize engagement.

Startup founders and small business owners should be able to pitch in any situation, on the spot, and without props. There are many templates that highlight key areas to include within a pitch, but the overall objective is to deliver a lasting impact in the least amount of time. Honest enthusiasm, transparent vulnerability, and concise simplicity are great ways to accomplish this. To prepare for any audience, it’s wise to craft a few different versions of your story. Here’s a collection to consider:

1 sentence – Sharp conversation starter.
42 seconds – Ideal for concise intros in a group setting.
6 minutes – Time to deliver enough detail needed to support valuable Q&A.
10 minutes – Room for more details, but be careful not to numb the audience.
1 hour – A talk meant to deliver value, with details of your business included.

Slide Deck Design

When a slide deck is part of the equation, take full advantage of this opportunity. Building a slide deck establishes the cadence of your performance. Slide decks should create flow while supporting your verbal presentation with clear and impactful visuals. Slides should not include full sentences or too many bullet points for you to read aloud. Titles or short phrases may help guide the audience, but great slide decks use very few words. When it comes to slide deck design, keep transitions between each slide simple, but consider how content comes and goes on each slide. Subtle animations and thoughtful hints of movement will help you stand out without being too distracting.

With a remarkable slide deck in place, practice your presentation and sync it to the timing of each slide. Whether you use animated content or not, it’s best to have a single click to move between each slide. On stage, your attention should be on connecting with the audience, not the slide deck or the clicker.

If questions are allowed after your speak, consider including supportive back slides. Back slides are placed after the final slide. They are used to highlight material not included in the main presentation. Handy back slides include detailed pricing, competitive analysis, marketing strategies, research data, and intricate financial information. People who understand what they’re talking about can use fewer words, and back slides allow you to deliver a strategically simplified presentation. For the audience, this reduces the numbing effect of information overload. With back slides ready, you can indulge in clarifying conciseness. This makes for a more impactful tone. It can even be good to purposefully leave out a curious topic from the main presentation. When the inevitable question pops, you can use the sneaky back slide to share a more focused response. Memorize the order of your back slides and you’ll soon be leading a more authoritative exchange. In short, back slides prove you’re a pro.

To complete your slide deck preparation, export everything into one PDF and create a JPG file for each slide. The richest presentation will always come directly from the software (I prefer Keynote) a slide deck was built from. The PDF and JPG formats can be used as shareable marketing materials. More important, they are quick substitutes to counter any sort of last minute technical issues. Deliver the digital assets on time and organizing everything on a flash drive, just in case.

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Business pitch competitions and grant programs are a good way to financially supplement your business without diluting the equity structure. For example, when we were first building FliteBrite, we won a $10K pitch competition and earned a $25K grant from the Iowa Economic Development Authority.

Being prepared is obviously important when all eyes are on you. Memorize the order of your slides, but not what you plan to say. Memorizing a pitch word-for-word is safe for some, but a more genuine tone comes from the heart. We’ve all seen people lose their place in a memorized script or fumble through notecards. Avoid this embarrassment by practicing what you plan to say out loud. The mirror at home is a fine place to start, but nothing compares to a live audience. The sentiment of your pitch should remain consistent, but it won’t sound the same each time. As you tell your story, feedback from people you don’t know will sharpen the business and help you continuously evolve your transmission.

By Ben McDougal, ago

Pain Relievers vs. Vitamins

Think about the last time you were really sick. In those moments of agony, consider how much you appreciate pain-relieving medicine made to ease the torment. Most of us don’t hesitate to buy solutions that ease our pain.

Now, think about a time when everything was going your way. You may take vitamins to support a healthy lifestyle, but if you miss a day, who cares, right? Think about your medicine cabinet. For every vitamin you routinely take, how many others sit on the shelf collecting dust?

Vitamins are good, but pain relievers are great. This is an analogy we can bring into business. As you consider your product/service, are you providing something that solves the pain of a target customer, or is it a nice-to-have that may (or may not) provide clear value?

If you’re unsure, you probably have a vitamin. If people like the idea, but hesitate to buy, you probably have a vitamin. If you always find yourself explaining why someone needs what you have, you probably have a vitamin. How can such assumptions be made? Pain relievers are easy to spot. They sell as fast as the supply can keep up with demand.

Ready to mutate a vitamin into a pain reliever? Ongoing customer discovery is the best way to keep a pulse on your company and helps entrepreneurs build toward sipping from the holy grail: product-market fit. As you ease the true pain of your target customer, stories that sell (marketing) highlight how you do so. Forget the impressive jargon. Lean into the pain.

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Unrelated to this week’s reflection, I love local bookstores. I always spend more than I’ll ever make in sales of my own book on their shelf, but these places are just so cozy. It’d be hard to get rich, but the wealth of owning a bookstore must be endlessly rewarding.

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

Mentor Madness

Mentors help entrepreneurs without asking for anything in return.

These diamonds in the rough may be hard to find and the vulnerability to ask others for help can feel heavy, but don’t be afraid. Most entrepreneurs and intrapreneurs enjoy helping others. Not everyone is graced with extra time, but there are good mentors in every community. Local mentors provide huge in-person value and the online universe offers infinitely more ways to find good fits. The wider your engaged network is, the more strategic you can be when selecting mentors as well. Even with a wide spectrum of options, take time to consider whom you trust and who will trust you in return. Be respectful of everyone’s time, but don’t be afraid to approach the giants you admire most.

As an entrepreneur talking with potential mentors, be transparent about your situation, concise with storytelling, and clear with specific needs. Spell out your vision, the current state of your business, what makes you a pain reliever vs. a vitamin, and how this mentor’s experience could help you navigate the fog.

As you explore mentor relationships, it’s unlikely one person can support you on all fronts. This means you must get comfortable working with multiple mentors.

The more one mentor can help, the more attention they deserve. When you give a mentor more attention, it should not feel like they need to do the same. Approach each exchange with composure. Make it convenient for people who aren’t required to care. Go out of your way to be effective and efficient. Learn how someone likes to communicate and make detailed emails concise. Answer questions directly and find ways to keep connecting new dots. Think about deliberate deliverables. As things come together, slow play the delivery of assets and things you want to discuss. This will keep progress from feeling too heavy. It also creates space for concentrated feedback on more specific topics. A mentor who helps you in a meaningful way will rarely disappear, so there’s no need to overload them with too much at once. This practice helps you stay on top of ongoing conversations, while also allowing mentors to add more precise value. Optimizing mentor relationships this way will inspires trust, action fueled by accountability, and solidify a lasting sense of accomplishment for everyone interested in your success.

Along with learning from mentors, consider being a mentor yourself! Success (and failure) leaves clues so no matter what you’ve achieved in life, you have wisdom to share.

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Interested in mentorship? Here are characteristics to consider.

If you decide to offer your time in this way, be generous, but also realistic about how you can help. Mentoring can become a nagging task if you’re stretched too thin and the moment you feel resentment, the quality of your support diminishes. To avoid this pitfall, be upfront with the time you’re willing to commit and deliver whatever is promised. When volunteering a significant amount of time, be sure to feel at peace about the impact you’re making.

Your time spent mentoring should feel easy, efficient, and fun, yet challenging and rewarding as well. A #GiveFirst mindset paired with an authentic connection to founders you care about creates space for honest feedback and a magical experience for those who learn, earn, and then give back.

By Ben McDougal, ago