Communication

ChatUX

Chatbots have a PR problem.

On one hand, conversational AI combines large language models (“LLMs”), vast data sets, and interesting influence layers to provide insightful ideas and answers to almost any question. Chatbots provide a personalized interaction with education, content creator, language learning support, financial advice, customer assistance, helpful reminders for important tasks, co-founder assistance, and even mental health therapy. These AI companions munch on mediocre and are always available to chat. ChatGPT is the most well-known example, but other content creation methods, bot building platforms, and layered tools, such as BEN BOT and ChatSpot, are being activated in creative ways.

On the other hand, when most humans hear the word “chatbot”, the word serves up a slimy aftertaste. We think of automated help desks that put us in circles, fake followers on social media, the search tool that can never quite find an question, or that lead generation form that only wants to guide you to the next sale. Even with the best intention, a history of hacks fuel mistrust and makes it hard to avoid the spammy connotation.

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Hallucinating is when AI confidently delivers inaccurate responses.

Chatbots may not be able to interpret complex interactions, decode user intent, express empathy, or keep up with the rapid pace of change in the world, but it feels naive to pretend that conversational AI is not efficacious.

As we continue learning how to interact with this innovation, we need a term that is more inviting. A term that evokes trust. One that describes an intelligent counterpart with no agenda. When the user experience is not misguided by motive and AI is truly conversational, “ChatUX” may be the term we seek.

ChatUX describes the interaction between humans and software, unlocked by conversational AI.

Chat is an informal conversation or to talk in a friendly and informal way. UX is short for User Experience, which describes how we interact with a product or service. It includes our perception of value, ease of use, and efficiency. “ChatUX” can help us understand how to interact with emerging technology, while also improving the chatbot’s image.

ChatUX is not spam. ChatUX won’t take your job, sell you something you don’t want, or take over the world. ChatUX requires ingenuity. It is translation technology designed to access endless insight, with an ability to communicate it effectively. It’s software that speaks our language while supporting a timely, interesting, accurate, unbiased, and meaningful experience for anyone curious and generous enough to build beyond the status quo.

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I’m hosting a new podcast! Stay tuned for more caffeinated conversations around technology, entrepreneurship, intrapreneurship, and community building.

By Ben McDougal, ago

Attention Traps

As early moves are sequenced, a few creative assets can help founders translate emerging insight into valuable snapshots of the business. One-pagers, pitch decks, and investor memos are additional types of attention traps that entrepreneurs can use to ignite interest.

One-Pager

The one-pager is a punchy asset built to describe the most important elements of your business. Concise is nice, as the goal is to create immediate intrigue. One-pagers should be made to be seen by anyone. This means you must find a balance in giving enough details to show substance and realistic potential without giving away the secret sauce.

While you may know a lot about your business, the goal is to guide others through new layers of understanding. As you consider what content to include and how to format so much goodness into such a tight document, focus on creating curiosity to keep conversations flowing.

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The FliteBrite one pager from 2015.

 

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My guest column on consistency in the Business Record.

With a one-pager ready to share, invite feedback as you build confidence by sharing it with strategic investors, partners, and those who may kindle fresh progress.

Pitch Deck

Slide decks support a verbal presentation. Pitch decks add more information to help recipients (often investors) learn about your venture. With 10–15 slides, present the story of your business with eye-catching visuals, data-driven details, and links to more supportive content. Keep this asset concise and entertaining. Do so while identifying the market, problem, solution, signals of traction, moat-digging differentiators, team, competition, the ask, compelling calls to action, and contact information.

Knowing this attention trap is most often needed by founders raising financial capital, even if it’s in a closing appendix, it’s good to include more data-driven details to show research-based comprehension. Like back slides that support Q&A portions of a verbal pitch, market research, conservative financial projections, how money will be spent, and customer discovery results are all ways to prove you understand your business plan and how the numbers work.

That said, don’t numb readers. Avoid small font and word salads. Incorporate imagery that supports a captivating story. Translate your mission while making it clear how this venture will deliver serious returns. Like the one-pager, pitch decks are not crafted to secure an investment. They are designed to fuel interest and more conversation.

Investor Memo

Commanding an influential investor memo keeps people informed with the ongoing progress of your company. Along with sections you include in a pitch deck, investor memos create space to highlight the evolving details of your fundraising campaign, key performance metrics (KPIs), data visualizations, recent milestones, multimedia, needs of the team, and future goals for the company. Online platforms make it easy to manage dynamic, accurate, and interesting investor memos. The quick-to-digest but also real-time information is why investor memos are popular among well-articulated founders raising venture capital.

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If you can’t explain it simply, you don’t understand it well enough. -Albert Einstein

With these attention traps set, alternate versions of each asset may help you share impactful details with the right audience. For example, a pitch deck for local angel investors may be different than a pitch deck for a global venture capital firm.

Connecting everything adds efficiency but maintaining a well-organized data room is not for the faint of heart. As any company expands, so will the need to update different types of attention traps that support an evolving story for a growing variety of onlookers.

 

BACKGROUND CONTEXT
We had spent all month exploring early moves to evolve business ideas into reality. Using our time dedicated to no-code wireframing, actively listening to others, telling customer stories with a colorful business model canvas, and escorting execution with business plans, to translate emerging insight into snapshots of a business. The one pager, pitch deck, and investor memo are distinct types of attention traps entrepreneurs can use to connect with those who care.

By Ben McDougal, ago

Melting Momentum

Once something melts, it’s never quite the same.

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Inspiration is perishable.

From the moment we decide to start building an idea into reality, the force required is geared toward finding and then maintaining momentum.

Meaningful momentum is awakened in endless ways. Early momentum might mean showing up at an event for the first time, researching the competitive landscape, testing an early hypothesis, leaning into customer discovery, recruiting potential co-founders, building product, and eventually activating a launch sequence. Once a project is launched, the need for momentum never fades. If anything, it only becomes more important. There are many more examples, but growing the business, achieving milestones, and celebrating progress are all forms of valuable momentum. Even in later stages of a company, momentum drives activities like succession planning, navigating a successful exit, and considering how your human, financial, cultural, intellectual, and network capital can be recycled back into the entrepreneurial ecosystem.

No matter where you’re at in your own journey, if momentum is maintained long enough, the result can be a flywheel effect that feeds on itself. Anything you want to grow will always require endless work, but with less friction, momentum delivers more time, understandings, and space for different activities emerge.

On the flip side, if momentum is melting, it’s difficult to recapture. These are moments to consider when and what to quit. If there’s enough energy to keep writing the story, it’s neat how there’s always the option to keep building. A few sparks that can help regain momentum come to mind. For instance, (re)connecting with the startup community, learning something new, saying “yes” to unlock adventure, saying “no” to create space, travel, revisiting customer discovery, building a new feature, considering a pivot, onboarding new customers, and adding to the team.

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Need help regaining momentum?

The longer stagnancy lingers, the harder it will be to realign momentum. Tactics to maintain a creative state of kamiwaza, even when momentum is melting, starts with communication. Keeping honest communication consistent adds clarity and is the easiest way to appreciate the realities of slowness. Reducing the weird by exposing the why, also keeps different stakeholders on the same page, even during more lethargic times. By reducing the tension that quietly brews in silence, teams may be able to run at lower speeds. If left unattended, this can devolve into a lack of urgency that brings new challenges, but at a lower speed, perhaps less movement is needed to regain/retain the sense of shared momentum.

When we play long-term games with long-term people, momentum is crucial, but set your own pace by exploring the type of momentum you need at different stages within the work. This awareness helps you quit chasing momentum and sets us free to forge better art, at a sustainable speed. This helps us multiply mass and velocity, which equates to momentum when, where, and how it’s needed to keep building.

By Ben McDougal, ago

Reluctance

There’s an art to keeping the right people engaged, for the right amount of time. When things feel stale, it’s often a signal of disinclination. One way to infuse new energy into a group, is to create space by releasing the reluctant.

Life happens, so it’s natural for interest and commitment levels to change over time. While engagement may expand, anyone’s ability to contribute can just as easily be reduced as a mission evolves and roles transform.

The spiral of someone’s reluctance will soon create stress between others who are still devoted. The longer this misalignment lingers, the more tension it creates. Even so, people hold on too long and the group fears confrontation. This extends the pain for everyone. The reluctant feel guilty for not contributing, while the zealous begin to resent the perceived lack of integrity. Along with internal toxicity, those being served experience less dependably, which devolves into reduced trust, enthusiasm, and engagement.

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“Winners quit all the time. They just quit the right stuff at the right time.” -Seth Godin

Keeping an eye on our personal bandwidth adds clarity for what and when to quit. This self awareness helps us stay centered and motivated by the way we spend our time. It also helps maintain good relationships by avoiding the unnecessary roughness of dramatic encounters, even when it’s time to explore a new direction. When bridges don’t get burned, we can make a ruckus, move on, and actually expand our impact while still staying connected.

For leaders dealing with lingering reluctance, let’s finish with a few friendly tactics to keep the group vibrant, while maintaining lasting loyalty from the departed.

An easy way to start, is by respectfully inviting individuals who have written their story, to graduate gracefully. Sometimes, good people simply don’t want to quit on the people/program they care about. When given a polite opportunity to exit with elegance, appreciation leads to a smooth transition. Another approach is to invite everyone to do more. Inviting initiative often provokes less committed members to bail. Lastly, know the end will always come. Be clear with expectations, transparent as things evolve, and keep succession apart of ongoing planning. Compliment the internal clarity with external celebration. Make a habit of recognizing individuals who made a difference in the past and praising those who are being generous now. This nurtures an environment where people are inspired to do their best when they’re involved, without feeling a sense of loss when it’s time to let go.

By Ben McDougal, ago

Breakout Valuation

Breakout valuations are achieved when a business is valued based on how it makes people feel and its future potential, not just what it’s done in the past.

The nine components of a breakout valuation are confidence, vision, curiosity, people, communications, cash management, financial forecasting, capital strategy, and business design. Whether or not you sell your company, business owners who optimize in these areas, position themselves to capture a breakout valuation.

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This caffeinated contribution is a special adaptation from Breakout Valuation, which is the #1 New Release in Venture Capital and was written by my good friend, Patrick E. Donohue. Patrick is an entrepreneur, mentor, advisor, investor, valuation expert, and community builder who offers unique insights into the dynamics of money and business.

While you’re running a company, breakout valuations make everything easier. It attracts talented employees and quality customers. This expands your market position, makes financial capital less expensive, and invites vendors to extend better terms based on your surging trajectory.

Knowing what your ownership of the business is worth helps you make important financial decisions and becomes increasingly important as a business matures. If a business grows to the point where it becomes valuable to acquire, academic and finance professionals attempt to make valuation objective, but the complexity of each transaction makes valuation subjective in the end. Along with all the objective data, valuation is highly influenced by the environment, relationship, and personal views of the participants in a transaction. Knowing how investors and lenders use objective valuation tactics is crucial, but understanding the potential value of the business, articulating it to potential partners, and having them buy into the vision will arm you with an advantage to get what you want—a breakout valuation.

Breakout valuations are not aspirational. They emerge from what you are doing right now. It’s all about being clear with your mission and vision. It’s knowing your numbers and how everything comes together through a shared mindset, communication, and workflow. The pursuit toward a breakout valuation compounds, requiring attention today, and every day moving forward. This aggregates understanding and builds confidence. When the day comes to part with some or all of your business, the confidence from a breakout valuation will maximize the payout or deliver assurance in walking away from the deal.

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What are we doing today to support our goals for tomorrow?

By Ben McDougal, ago