A few months ago I recorded an episode of theStories Lived. Stories Told. podcast hosted by Abbie VanMeter. Abbie was an excellent host, who made the experience very straightforward and the kept the conversation flowing. We talked about D&D in the context of leadership and communication. Heres the official blurb:
How do games like Dungeons and Dragons enable us to practice a CMM-informed way of relating, participating, and communicating?
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Today, Abbie and Tom explore Dungeons and Dragons (D&D) as a powerful practice and metaphor for developing more relational, emergent, and collaborative ways of being and leading, touching on the value of experiental learning in scenarios our brains will remember as real; the need (both in game and out) to coordinate across different meanings being made in each of our own imaginations; and the opportunity to transform and be transformed by collective storytelling and world building.
I had a great time recording the episode and we covered a lot of ground. You can find it by following the links below:
Dungeons & Dragons is built on teamwork, creativity, and shared storytelling. However, at least once in their journey every Dungeon Master will eventually encounter a problem player—someone whose behavior disrupts the game, frustrates other players, or creates unnecessary conflict. Whether it’s an attention-hogging player, a rules lawyer, or someone who constantly derails the campaign, handling these individuals effectively is essential for maintaining a fun and engaging experience for everyone.
Types of Problem Players
The problem player takes many different guises. But the one thing they have in common is disrupting the game and reducing the fun of everyone else at the table. Here are a few of the more common varieties:
The Spotlight Stealer – Always wants to be the center of attention, overshadowing others and making the game about themselves.
The Rules Lawyer – Constantly argues about the rules, slowing the game and creating friction with the DM and players.
The Disruptor – Makes inappropriate jokes, derails the story, or causes in-game chaos just for the sake of it.
The Lone Wolf – Ignores the party and pursues their own goals, disregarding group decisions.
The Power Gamer – Focuses entirely on optimizing their character for combat, often at the expense of roleplaying and team dynamics.
The Flake – Frequently misses sessions, arrives late, or isn’t engaged when present, disrupting game flow.
Strategies for Handling Problem Players
Players who disrupt the game in the ways described above need to be dealt with. Otherwise, the alternative becomes a game that is not as fun. Players will leave the table with a sense of frustration and are much less likely to come back to your table. Here are a few strategies that myself and other DMs I know have used to minimize the disruption caused by problem players.
Have a One-on-One Conversation – Most players don’t realize they’re causing issues. A private chat can help set expectations and find solutions. I’ve found this is the most successful strategy, particularly if you enter the conversation with tact and not in attack mode.
Set Clear Table Rules – Establishing a social contract at the start of the campaign ensures everyone understands acceptable behavior. I would encourage every DM do this at the start of a new game, especially when new players are present.
Redirect and Reinforce Positive Play – Encourage collaborative play by giving equal spotlight time and rewarding teamwork. Simply moving round the table and asking what each player is doing in turn ensures that everyone has a chance to shine and that no one person dominates the action.
Use In-Game Consequences – A rules lawyer might meet enemies who don’t follow the normal rules. A lone wolf might face an enemy too powerful to handle alone.
Know When to Ask a Player to Leave – If a player consistently ruins the experience despite multiple discussions, it may be best to part ways. But make sure to have tried speaking to them first, offering them a chance to change their behaviour.
The Business Parallel: Problem Employees
Of course, this article wouldn’t be complete without a parallel to the workplace. Just like in D&D examples above, businesses also deal with problem employees—individuals who disrupt workflow, cause conflicts, or refuse to collaborate. A few of the more common problem employee types include:
The Credit Hoarder – Takes all the glory, ignoring the contributions of the team.
The Policy Lawyer – Constantly challenges company rules, slowing down processes.
The Office Disruptor – Engages in gossip, negativity, or distractions that harm morale.
The Lone Operator – Works in isolation, refusing to communicate or coordinate with colleagues.
The Bare Minimum Worker – Does only the absolute minimum required, affecting team efficiency and ultimately morale.
Managing Problem Employees
Dealing with problem employees is not dissimilar to handling problem players as a DM. Communication and tact are the name of the game as well as understanding when to enforce consequences. A few good examples include:
Provide Clear Expectations – Just like table rules, workplace policies should be well-defined and enforced. These should be explained to new employees as part of onboarding and reinforced by the organization’s leaders.
Encourage Constructive Feedback – Open dialogue can often resolve behavioral issues before they escalate. This is key to nipping problems n teh bud and letting employees steer back on the path before becoming disruptive.
Recognize Positive Contributions – Reinforcing good behavior can shift workplace culture in the right direction.
Use Consequences When Necessary – Performance reviews, coaching, and structured feedback can guide employees toward improvement. However, use these sparingly and only when other attempts have failed.
Know When to Let Go – Sometimes, letting an employee go is the best option for the team’s overall success. Weighing up the time and effort being spent on performance managing an employee and the impact on the team against keeping them is a hard but worthwhile exercise.
Final Thoughts on Problem Players
Whether at the gaming table or in the office, a single disruptive individual can have a significant negative impact on team morale and productivity. By addressing issues directly, setting clear expectations, and reinforcing positive behavior, both DMs and business leaders can cultivate a more cooperative and enjoyable environment for everyone involved. Ultimately, strong leadership, communication, and proactive management are key to dealing with problem players—whether they’re rolling dice or filing reports.
In Dungeons & Dragons, the Dungeon Master is the architect of worlds, the keeper of lore, and the facilitator of the collaborative narrative. But more than that, the best DMs are long-term strategists—quietly planting seeds, managing moving parts, and adapting to chaos while keeping their eye on the horizon.
Sound familiar?
That’s because successful business leaders do the same.
Whether you’re building a company, leading a team, or mapping out a new initiative, the skills and mindset of a great DM are surprisingly applicable to long-term business strategy. Here’s what you can learn when you trade your quarterly report for a DM screen.
Think in Arcs, Not Just Encounters
New DMs often plan one session at a time, focusing on exciting battles or clever puzzles. But experienced DMs know that the real magic happens when the individual moments serve a larger arc. The villain introduced in session two becomes the shadowy mastermind behind the season’s climax. A throwaway NPC becomes a key ally—or traitor—ten sessions later. Sowing the seeds and building them in to long reaching arcs is a fantastic way to tie a series of adventures into a meaningful and exhilarating campaign.
Likewise, in business, short-term wins are important, but they must connect to something greater.
Are your marketing efforts building toward a brand story?
Are your hires developing into a team that will thrive next year, not just today?
Are your decisions aligned with the vision you’re working toward five years from now?
Business strategy isn’t just about reacting to the moment—it’s about giving the moment meaning within a larger whole.
Set the World in Motion, Then Let It Breathe
Good DMs don’t script every event—they set up factions, tensions, and goals, then let the players interact with the world organically. The game evolves based on choices, not rigid plans. Understanding the goals of a faction of evil wizards lets you understand how they react when the players begin meddling in their affairs.
In business, the same is true. You can’t predict every outcome, but you can:
Create a strong strategic foundation.
Anticipate how customers or competitors might react.
Build systems that allow your team to respond to changes without losing sight of the vision.
The trick is to build a world (or a business model) robust enough to stand on its own, with the flexibility to adapt.
Don’t make your campaign or business strategy so complicated that it loses all flexibility.
Plant Seeds Early, Reap Rewards Later
DMs know that if you introduce a mysterious artifact or a hint about a lost kingdom early in the campaign, it creates narrative fuel for later. That kind of long-term payoff makes players feel like their journey has depth and continuity. Sowing rumors like those above really pays off when the players start connecting the dots and realize that enemy faction are looking for the powerful artifact as well.
In business, this means making investments today that will pay off down the line:
Building trust with clients before the big pitch.
Creating content or systems that scale with your growth.
Training your team in skills that won’t be needed until next year—but will be essential when the time comes.
Long-term strategy is all about foresight. You don’t need to know exactly how it’ll play out—you just need to sow the right seeds.
Know When to Pivot the Plot
Sometimes, (actually pretty often) the players ignore your carefully placed clues and head straight for the mountains. Other times, they befriend the villain you planned for them to kill. A rigid DM gets frustrated. A great DM adapts and makes it work—even better than before. I’ve had plenty of moments where the players have headed in unforeseen directions and it’s actually made the campaign so much better. It is useful to remember the goal of D&D is to have fun. Pivoting the plot still lets us achieve the goal, just in a different way.
Business leaders face the same dilemma:
Market shifts.
Customer feedback contradicts assumptions.
A competitor changes the game.
A good long-term strategist knows that adaptability is part of the plan. Sticking to your goals doesn’t mean refusing to change your path—it means changing the path without losing the destination.
Keep the Players (and Team) Invested
A campaign isn’t just about the DM’s story—it’s about the players’ story. A great DM makes sure every character has a moment to shine and a reason to care. They listen, adapt, and build the world around what excites the table. Everyone collaborates enabling awesome stories to emerge.
In business, your long-term strategy will fall flat if your people aren’t bought in. Just like players, your team wants to:
Understand their role in the big picture.
Feel like their actions matter.
See growth, purpose, and excitement on the horizon.
Strategy is not just spreadsheets and roadmaps—it’s storytelling. It’s culture. It’s giving your people a shared quest worth embarking on.
Final Thoughts on Business Strategy
Being a Dungeon Master is a creative, sometimes chaotic exercise in long-term thinking. So is running a successful business. In both worlds, your success depends not just on reacting well in the moment, but on building something that lasts. Something that adapts, engages, and evolves. Something with a story worth telling.
So take a note from your homebrew world: plan the arc, plant the seeds, and trust that with intention and imagination, your strategy will lead to something epic.