Tooling (and AI, of course)

The market is overflowing with tools - AI assistants, collaboration platforms, analytics dashboards, niche SaaS products (with AI integrated!) for every imaginable workflow. It’s tempting to try them all. But tooling is not strategy. A good tool accelerates existing strengths; a poor one multiplies inefficiencies.

Some organizations love to collect tools like shiny objects. Every pain point comes with a new platform, subscription, or “quick fix.” And of course AI has entered the landscape by force, as chat but also wizards within other platforms. Some teams are being mandated to be using AI, so that the business is not “left behind”. The problem: tools don’t solve problems. People do. Tools only accelerate (or complicate) the work depending on how they’re introduced and adopted.

Effective teams treat tools as part of their operating model, not as shiny objects. They introduce them intentionally, guided by a few questions:

1. Fit — Does the tool align with the way people already work? If it requires people to constantly context-switch or feels like extra work, adoption will die fast. Tools should dissolve into existing habits, not demand entirely new ones.

2. Friction — Does it remove barriers or add new ones? Does it work for everyone on the team or just a subset of folks?

3. Focus — Is it solving the right problem, or just a problem? Does this distract from what we should be actually working on?

4. Flexibility — What’s the plan if the tool doesn’t work out? Too often, teams get stuck with tools that don’t scale or can’t integrate. Part of “trying something new” should always include the question: If this doesn’t work, how do we exit?
   

Organizations that answer these questions up front could save themselves months of rework and resistance.

Too often, teams focus on what tools to use instead of how to use tools well. A team that doesn’t know how to run effective meetings won’t suddenly become effective with an AI note-taker. A company that avoids tough prioritization decisions won’t magically improve by adding another project management suite.

The tools that truly stick for your team might not be the buzzy ones. FigJam for collaboration. Miro for brainstorming. ContentSquare for understanding behavior. Yes, ChatGPT for drafting and discovery. But sometimes a shared doc and a standing meeting are still the most powerful tools you can have.

The best teams don’t chase every new tool. They learn how to audit, experiment, and fold the right ones into their culture. That’s how tools stop being shiny objects and start being leverage.

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STAND-UP EXERCISE

At your next team stand-up, run a quick tooling audit together:

• List the top 3–5 tools your team uses daily.

• For each tool, ask:

  • How does this fit into our flow of work?

  • What friction does it remove? What friction does it add?

  • Are we using it to solve the right problems?

• Choose one tool to experiment with improving. Compare notes on how each other uses it. Does someone need more training? Are there ways to be using it more effectively? Simplifying? Or a need to sunset it or an overlapping tool?

The goal isn’t to chase the next new platform. It’s to ensure the tools in use are actually serving the team, the process, and the outcomes.

Signaling Decisiveness

As a product leader, you’re often navigating a space where formal authority doesn’t exist. Your influence is built through relationships and the respect you earn from your team, stakeholders, and peers. In this dynamic, how you carry yourself—what Sylvia Ann Hewlett describes as "gravitas" in Executive Presence 2.0—plays a significant role in how others perceive and respond to you.

Hewlett breaks gravitas into four essential components:

1. Projecting intellectual horsepower.

2. Displaying confidence and credibility.

3. Signaling decisiveness.

4. Maintaining grace under fire.

I’ve explored the topic of projecting intellect and expertise before, but we’ll focus on a less-discussed aspect of executive presence: decisiveness.

Decisiveness in Product Management

As product managers, we make decisions daily—about priorities, feature trade-offs, user experiments, and future research. These decisions shape the product’s trajectory and, in turn, the success of the business. To confidently communicate these choices to stakeholders, we must have self-assurance not only in our judgment but also in our ability to make those decisions quickly and effectively.

We’ve all experienced the pitfalls of indecision. When we delay making a choice, the situation often forces a default outcome upon us—typically not the one we’d have chosen. Avoiding this requires mastering the ability to make swift, informed decisions.

Gaining Confidence Through Information

One key to fast, confident decision-making is having access to trusted information that you can quickly digest and apply. Everyone processes information differently, so finding your ideal method for gathering insights is critical.

Some ways to gather the necessary information to confidently decide your product’s next steps:

1. Qualitative User Feedback – Mine your existing user feedback or lean on your UX team’s insights. Understanding the real-life experiences of your users is vital to making informed choices.

2. Internal or Quantitative Data – Build a strong intuition around user behavior by analyzing the numbers. Metrics often reveal truths that anecdotes can’t.

3. Experience with the Product – Use your own product like a customer would. Understanding the user experience firsthand gives you an invaluable perspective.

4. External Market Trends – Keep an eye on competitors, industry shifts, and broader consumer patterns. This will help you predict what’s coming and position your product accordingly.

5. Financial Modeling – Work with your finance or business partners to evaluate how various decisions might impact the bottom line. Long-term success often hinges on understanding the financial ripple effects of today’s choices.

6. Prototyping – Create mockups, sandboxes, or prototypes. Experimenting with different solutions can help you see how they perform in practice and make more informed choices.

While it’s impossible to cover all of these areas for every decision, pulling information from a few can lead to a decision that’s "good enough" to move forward.

The Role of Intuition and Circumstance

Of course, decision-making isn’t purely an intellectual exercise. As product managers, we juggle competing priorities, unpredictable constraints, stakeholder politics, and shifting business goals. Sometimes, our choices are influenced by factors beyond the data—like gut feeling or external pressures.

Even so, when you’re grounded in reliable information, you can navigate those complex variables with greater confidence. Decisiveness becomes less about bold assertions and more about informed, thoughtful action.

Leading with Influence, Not Authority

At the core of product management is the need to lead through influence. You don’t have the luxury of positional power; your authority comes from the expertise and trust you cultivate. Decisiveness is a key part of that influence. When your team and stakeholders see you making informed, timely decisions, it builds confidence in your leadership.

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STAND-UP EXERCISE

Discuss with your team how they typically make decisions, or how they might feel forced to make decisions. Of the methods discussed above, which ones are applicable to their learning style, the product, and the business. What other ways might they collect information to make better informed and quicker decisions?

Bonus: Learn about the framework of one-way door and two-way door decisions. Jeff Bezos explains the philosophy in this video.

Projecting Expertise

In Sylvia Ann Hewlett’s book Executive Presence 2.0, she breaks down EP as an amalgam of qualities that true leaders exude, a presence that telegraphs you're in charge or deserve to be. Through extensive research and interviews with executives, she has determined that the largest component to EP is gravitas. Gravitas is how you act and affects much of how others perceive your intellect. The ability to project intellect is an important skill for product leaders who are looking to gain respect and cultivate influence. Most product managers have extensive expertise, but they might need some coaching or framing to be able to project that within their organization.

There are a couple ways in which product managers especially should be able to project expertise in their product, users, and objectives.

1. Know your stuff cold. You should know the salient details of your product strategy, user journey, stakeholder requirements, etc. by heart, being able to recount them fluently without much filler or stammering.

2. Be able to go 6 questions deep. Be able to answer questions at the root of the issue or topic - have the context necessary.

3. Read the room. That means tuning yourself out for a moment in order to tune in to the needs and wants of others. Then you can course correct on the spot to establish a connection. You want to make your audience comfortable so that when you speak, they hear you. You aren’t compromising your message, you are calibrating it.

Product managers very rarely lead by position, it is most often through influence, which is based on relationships and expertise. To garner the respect necessary to lead without given authority, product managers must be able to project their expertise and intellect to others in a convincing manner. That is a learned skill all product leaders should develop.

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STAND-UP EXERCISE

Product team members may not feel like they are experts, despite their extensive knowledge on a subject. (In fact, the well-documented Dunning-Kruger effect shows a cognitive bias exists where people with limited competence in a particular domain overestimate their abilities, and high performers in the domain tend to underestimate their skills.) Use a stand-up exercise to illustrate to team members that they do have expertise.

Ask team members if they feel like they are an expert in a domain. You’ll likely get a combo of yes and no’s. Then, ask each team member to write down five topics that they could speak on for 10 minutes without any advance preparation. You could have this be open to any topic, or attempt to narrow it to professional topics. This exercise is entertaining to see what topics team members generate (and a good get-to-know-you activity!) but also creates discussion on how easy/hard it was to compile the list. Do they feel like an expert in these domains? Would they be convincing to an audience speaking about these topics?

Supporting Introverts on Product Teams

Extroversion is praised within American (and similar) society. People who speak the most, process thoughts out loud, or are very social often get a lot of attention, and it is typically positive. They often appear more confident or assertive. Extroversion can be a proxy for competency.

But it wasn’t always this way. In Susan Cain’s book “Quiet: The Power of Introverts in a World that Can’t Stop Talking,” she traces the history of valuing extroversion to the changing society of the industrial revolution. American values shifted when we moved from distributed agricultural communities and migrated into larger metropolitan areas. As members of small, close-knit communities centered around farming and family, society placed value on inward traits like work ethic, integrity, and kindness. But the new industrial cities created more anonymous environments, and the ability to stand out or have your individual ideas heard became more important. Extroversion was realized as a positive trait. (Susan Cain also has an excellent TED Talk on the power of introversion.)

Introversion and extroversion may be opposites, but most people fall somewhere on the spectrum between them. The exact middle would be defined as an ambivert, a true balance of either end. Introversion or extroversion also may depend on a person’s environment or familiarity with a group.

Regardless, the goal of a product team is to empower all members of the team to actively contribute. We are also always looking for team members bringing a variety opinions and outlooks, and having a diverse team in terms of personalities is beneficial. Having introverts on the team can balance the more outspoken personalities. Introverts can also bring a level of thoughtful deliberation and depth of perspective, where extroverts may be quicker to act.

However, just having diverse personalities on the team is not enough - you must accommodate everyone’s communication styles to encourage their participation. In addition to psychological safety, there are other ways to create a more inclusive experience for all personalities, especially in our meeting-centric business environment. Generally these accommodations lead to more thorough and thoughtful discussions and decision-making.

• Collaboration Tools - I am a huge proponent of Miro, but any collaborative virtual space can do the trick if it provides real-time commenting in multiple modes. Polling during a meeting can also be helpful here.

• Collective Brainstorm prior to discussion - Many of my stand-up prompts follow a similar format of asking a question of the team, providing an opportunity to answer individually (usually through stickies on a board) and then coming back together to discuss. Even if all ideas don’t get discussed, they are usually all read, and will be recorded in meeting artifacts.

• Agendas! - Letting meeting attendees know what topics will be discussed or what decisions will be made provide those people who need a longer deliberation time to do so prior to the meeting starting.

• Asynchronous “meetings” - Beginning a dedicated discussion thread via Teams or Slack allows team members to answer once they are confident, or to decide on the correct wording before sharing.

• What else? Brainstorm more accommodations with your team through the stand-up exercise below.

And, perhaps one of the best considerations of all personalities is simply making space for them. Paying attention to the different needs and preferences of everyone - and valuing those individual differences - creates a culture of respect and acceptance within the team. That leads to better team health, and happier team members - regardless of personality.

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STAND-UP EXERCISE

Ask your team to take an introversion/extroversion quiz to see where they might fall on the scale. I had my team use this one from TED.

In our stand-up, we discussed results by polling based on the quiz result. Then, they answered the question of their own accord, placing a dot on a spectrum of where they felt they landed between extrovert and introvert both in their professional life and their personal life. Discussing how these roles flipped for folks between the two environments was very interesting.

We ended with a brainstorm and discussion prompted by the question “How can we better accommodate team members along all points on the scale in meetings / ceremonies / work streams?” The goal is to incorporate those ideas into our product team meetings.

Supporting Users with Micro Interactions

Any product should not only provide utility or interest for users, but also support them in their interactions. One way to do that is through the use of micro-interactions - small indicators or animations used to communicate meaningful feedback to the user. This supports the user in a more intuitive, engaging, and efficient experience with the product.

Also, it is just a human tendency to expect something to happen when you click a button, scroll a page, add an item to the cart, swipe left on a card, etc.

To be defined as a micro interaction, it should be triggered by the user or the system AND give feedback on an action. A simple gif or animation is not a micro interaction because it is not triggered by the user. A button by itself is not a micro interaction, unless it provides feedback when the user clicks/taps. A video player is a feature, but the volume control slider within it would be a micro interaction.

For more examples of micro interactions, and a brief explainer on Dan Saffer’s triggers and rules, check out this article by UserPilot.

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STAND-UP EXERCISE

After learning about micro interactions, ask your team to come up with examples from the products they use (or competitor’s products, potentially). Are these delightful? Do they make the product more intuitive or efficient? Are any of them exceptionally on-brand (or maybe off-brand)?

Then think about your own product. Are there areas where a user could feel more supported in their interactions with the interface or process? Is there information that could be better or more holistically communicated? Is there an area where you can reinforce the natural desire for feedback?