Managing Up: Successfully Lead from Below in Business and D&D

Managing up, or managing your boss, is an essential skill at work. However, it’s also a concept that can also translate to your Dungeons & Dragons (D&D) games. Learning how to manage up—both with your boss and your Dungeon Master (DM)—can improve your professional performance, foster collaboration, and make the experiences at work and the gaming table smoother for everyone involved.

What Is Managing Up?

In a business sense, managing up refers to the proactive approach you take in working with your boss. It involves understanding their needs, expectations, and communication style to ensure that you’re meeting or exceeding their expectations while maintaining a strong working relationship. It’s not about manipulating your boss, but rather aligning yourself with their goals and needs to improve both your performance and the work environment.

Likewise, in D&D, managing up means working in sync with your DM. The DM, as the storyteller and guide of the game, has a particular vision for the campaign, but as a player, you also have your own ideas and character development to consider. It is all about supporting the DM’s vision while also contributing to the narrative in a meaningful way, ensuring the game remains engaging for everyone.

Managing Up with your Boss

  1. Understand Their Priorities
    The first step to managing up is understanding what your boss values most. Do they care about hitting deadlines, creating innovative solutions, or fostering teamwork? Once you know their priorities, you can tailor your approach and contributions to support those goals. Regular check-ins and open communication can help you stay aligned.
  2. Anticipate Needs
    Being able to anticipate your boss’s needs before they’re asked is a sign of a proactive employee. This could involve preparing reports ahead of time, addressing potential issues, or presenting solutions to problems that haven’t yet been flagged. Proactively offering value makes you a reliable asset and shows initiative.
  3. Communicate Clearly
    Transparency is key in any professional relationship. Keep your boss updated on your progress, flag any obstacles early, and don’t be afraid to ask for clarification or feedback. This clear communication fosters trust and shows that you’re invested in the work.
  4. Be a Problem Solver
    Instead of bringing problems to your boss, try to present solutions as well. This makes you a problem-solver and not just a passive recipient of instructions. Managers often appreciate employees who can think critically and come up with actionable ideas.
  5. Support Their Goals
    Understand the larger goals and objectives of your department or company and look for ways to support them. Your success is tied to the success of the organization, and when you show that you’re aligned with the bigger picture, your boss will notice.
The Game of Thornes is full of leaders and their advisers with plenty of examples of managing up well, and badly…

Managing Up with Your DM

When considering your DM managing up is all about building a cooperative relationship that enhances the fun of the game. DMs put a lot of effort into world-building, crafting storylines, and creating challenges for players. When you manage up in a D&D game, you’re supporting the DM’s narrative while also helping to shape the adventure with your character’s choices.

  1. Understand the Campaign’s Tone and Style
    Every DM runs their game differently. Some favor a gritty, serious atmosphere, while others might lean toward humor and lightheartedness. As a player take time to understand your DM’s style and tailor your actions and roleplaying accordingly. If the campaign is dark and dramatic, try not to disrupt the tone with out-of-place humor or actions that could undermine the immersion.
  2. Contribute to the Story
    D&D is a collaborative storytelling experience. A great way to manage up at the table is to engage with the world the DM creates. Ask questions, develop relationships with characters, and tie your character’s backstory into the ongoing narrative. When you actively contribute to the world, the DM will feel like they’re building a shared story with you.
  3. Respect Their Efforts and Boundaries
    Your DM will appreciate it if you respect the effort they put into crafting the adventure. Don’t push too hard to bend the story to your desires. Instead recognize that the DM has a vision for the game. Work within the boundaries they set while finding ways to enhance the experience.
  4. Be Flexible and Adaptable
    Sometimes, things don’t go as planned in a campaign. A well-prepared DM may have to improvise due to unexpected player decisions. Being flexible and going along with unexpected changes shows respect for the DM’s creative process and keeps the game flowing smoothly.
  5. Give Feedback (Constructively)
    If something is working particularly well in the game, let your DM know! Positive feedback can go a long way in maintaining enthusiasm and improving the quality of the campaign. On the other hand, if something isn’t working for you, express it constructively.

Building Relationships, Both at Work and at the Table

Managing up isn’t just about making sure your boss or DM likes you; it’s about creating a healthy, cooperative environment where you can all succeed. In business, it leads to better performance, more opportunities for growth, and a stronger team dynamic. In D&D, it enhances the narrative, fostering a more engaging experience for everyone. Thereby ensuring that you’re contributing meaningfully to the collaborative story.

Drive by Daniel Pink: Motivation in Leadership and Dungeons & Dragons

Today we delve back into the world of leadership books and their potential D&D application. In his groundbreaking book Drive: The Surprising Truth About What Motivates Us, Daniel Pink challenges the traditional notions of motivation, which primarily focus on external rewards like money and punishments. Instead, Daniel Pink delves into the science of what truly drives human behavior, proposing that intrinsic motivation, stemming from autonomy, mastery, and purpose, is far more effective in today’s world. Through a blend of research and real-world examples, Pink demonstrates how these elements can transform the way we work, lead, and even play.

When I first read Drive I found it extremely useful, and still use its principles when leading teams today. Of course, I wondered what the applications might be at the games table. And, whether using them in our D&D sessions might help in their “real -world” workplace application. Below I look at the three motivations below highlighting their leadership and possible D&D applications.

Autonomy

Application to Leadership: Empowering team members with autonomy fosters a sense of ownership and responsibility. Leaders who trust their teams to manage their own tasks and make decisions create an environment where employees feel valued and engaged. This approach encourages creativity and innovation, leading to higher productivity and satisfaction.

Application to Dungeons & Dragons: In D&D, giving players autonomy in how they approach problems or explore the world enhances their engagement and investment in the game. A Dungeon Master (DM) who supports player-driven narratives can create a more dynamic and enjoyable experience for the entire group.

This also applies to the players themselves. Letting your friends make their own character decisions, regardless of the outcomes, makes for a more engaging and fun game. Always being told what your character should do is a simple yet effective way of removing all the enjoyment.

Mastery

Application to Leadership: Encouraging a culture of continuous learning helps employees strive for mastery in their roles. Leaders can foster this by providing resources, feedback, and opportunities for skill development. A focus on mastery not only improves individual performance but also strengthens the team’s overall capability.

Application to Dungeons & Dragons: Players enjoy progressing their characters and mastering new skills or spells. A DM who acknowledges and incorporates players’ growing abilities into the story makes the game more rewarding. Providing challenges that align with their skill level helps players feel a sense of accomplishment and growth.

Creating encounters that test the players abilities by providing a tough or unexpected challenge can help players feel that sense of Mastery when they succeed. Or even when they fail and learn from their mistakes. Alternatively, a game without challenge, does not hone this motivation and consequently will likely fall flat.

Purpose

Application to Leadership: Connecting work to a larger purpose can significantly boost motivation. Leaders who communicate the “why” behind tasks and projects help employees see the impact of their work, fostering a sense of purpose and meaning. This alignment with a greater mission can drive long-term commitment and passion.

Application to Dungeons & Dragons: A campaign with a compelling purpose or overarching goal can make the game much more engaging. When players understand the significance of their quests and how their actions affect the game world, they are more likely to be motivated and invested in the outcome. A DM who weaves purpose into the narrative creates a richer and more immersive experience.

This sense of purpose allows the players to band together. Their characters may be at odds with one another, or not normally ally with the others. However, having an overarching purpose lets the party evolve into a team, all pulling in the same direction.

Drive by Daniel Pink: nice graphical summary

Final Thoughts on Drive by Daniel Pink

Daniel Pink’s Drive provides invaluable insights into the power of intrinsic motivation. By embracing autonomy, mastery, and purpose, leaders can cultivate a motivated and effective team. Similarly, Dungeon Masters can enhance their games by integrating these elements, creating a more fulfilling and enjoyable experience for players. Whether in the boardroom or around the gaming table, understanding what truly drives us can lead to greater success and satisfaction.

The Significant Power of the Moral Dilemma

Roleplaying games (RPGs) have long been a haven for storytelling, strategic thinking, and escapism. But beneath the layers of dice rolls and character sheets lies an opportunity for deeper engagement—the moral dilemma. I love these conundrums in my games, both as a player and DM. These moments of ethical uncertainty transform a game from a casual pastime into an unforgettable experience. The same is true in leadership training, where presenting trainees with morally complex scenarios forces them to grapple with the consequences of their decisions. They also take trainees away from the black and white course content to the grey examples of real life. In both cases, moral dilemmas create engagement and challenge in ways that are uniquely impactful.

The Core of a Moral Dilemma

A good moral dilemma places players in situations where every choice carries significant consequences. In RPGs, these moments can range from choosing between saving a village or preserving an ally’s life, to deciding whether to betray a trusted NPC for personal gain. In leadership training, dilemmas often revolve around issues like resource allocation, interpersonal conflict, competing stakeholder outcomes, or the balance between individual and organizational values and goals.

The key is that there are no “right” answers. Instead, players or trainees must weigh their values, priorities, and the potential fallout of their decisions, creating a tension that lingers long after the choice is made.

Why a Moral Dilemma Enhances Engagement

  1. Emotional Investment
    When faced with a moral dilemma, players become emotionally invested in the story. They’re no longer just rolling dice or following a script; they’re making deeply personal choices that define their characters—or their leadership style. This emotional engagement ensures that the experience feels both meaningful and memorable.
  2. Immersive Storytelling
    A moral dilemma forces players to think beyond scenario mechanics and immerse themselves in the narrative. Instead of focusing on optimization, they start asking, “What would my character do?” or “What kind of leader do I want to be?” This leads to richer storytelling and more profound connections between players and their roles.
  3. Collaboration and Conflict
    In both RPGs and leadership scenarios, dilemmas can lead to heated discussions among team members. Differing values and priorities come to the forefront, sparking debates that can either strengthen the group’s bonds or test its resilience. These moments of collaboration or conflict mimic real-world dynamics, making the experience feel authentic.
  4. Growth Through Challenge
    Struggling with tough decisions builds resilience and critical thinking. In RPGs, players learn to accept the consequences of their actions and adapt to the evolving story. In leadership training, participants develop decision-making skills and gain insights into their own values and ethics.
The “it depends” arrow is where the most challenge comes from.

Crafting Effective Moral Dilemmas

To create a compelling moral dilemma in either a D&D adventure or a leadership training module, consider the following:

  1. High Stakes
    The decision should matter. Players should feel that their choice will significantly impact the game world or the people around them.
  2. Ambiguity
    Avoid clear-cut solutions. Each option should have both positive and negative outcomes, forcing players to wrestle with uncertainty.
  3. Relevance
    Tailor the dilemma to the characters’ or trainees’ goals and values. The more personal the choice feels, the more impactful it will be.
  4. Lasting Consequences
    Decisions should ripple through the story. Whether it’s a betrayed ally seeking revenge or a workforce demoralized by a tough call, consequences make choices feel real and meaningful.

Bringing It All Together

Imagine a leadership training session where participants roleplay the leaders of a company facing a crisis. A natural disaster has struck, and resources are limited. They must decide whether to prioritize aid for employees or allocate resources to the wider community. Each choice has implications for morale, public relations, and long-term stability. The discussions and debates that follow are rich with insights into team dynamics and individual values.

Similarly, in an RPG, the adventuring party might stumble upon a town cursed by a powerful artifact. Destroying the artifact will save the town but doom the adventurers’ quest to stop a greater evil. Do they sacrifice their mission to save innocent lives, or press on and let the town perish? These choices push players to think deeply about their characters and their place in the story.

Final Thoughts

Moral dilemmas are more than just storytelling tools; they’re catalysts for growth and engagement. Whether you’re running an RPG or designing a leadership workshop, introducing ethical challenges forces participants to think critically, act decisively, and reflect deeply on their values. The result is an experience that’s not just engaging but transformative—one that players and trainees alike will carry with them long after the session ends.

So, the next time you’re crafting an encounter or a scenario, don’t shy away from the grey areas. Embrace the complexity, and watch your players or trainees rise to the challenge.

Transforming Plots from Books and Movies into Exciting D&D Adventures

Alien movie poster

How often do you watch a movie or read a book, and think, this would make an awesome D&D adventure? If you are like me, all the time! The rich narratives found in books and movies offer a treasure trove of inspiration for creating compelling adventures. By adapting these stories into the D&D adventure framework, Dungeon Masters (DMs) can craft adventures that resonate with players, offering familiar yet novel experiences. Let’s explore how to convert the plots of the movie Alien and the book Sharpe’s Rifles into engaging D&D adventures.

The Movie: Alien

My favorite movie of all time. I remember watching it as a 16 year old on a rocking chair in my parents house. I kept the lights off, which coupled with the creaking of the old house added to the scary atmosphere. The bleak industrial sci fi, kick ass heroine and beleaguered crew had a big impact on me. Despite the fact there is an Alien RPG and others like Mothership and Those Dark Places I’ve always though that Alien is also great fodder for a D&D adventure.

Synopsis: In Alien, a spaceship crew responds to a distress signal on a distant planet, only to encounter a deadly extraterrestrial creature that picks them off one by one.

Conversion into a D&D Adventure

  • Setting the Stage: The adventure begins with the party receiving a distress call from a remote outpost or a derelict ship. The setting could be a mystical planes jumping vessel, a forgotten temple, or an ancient dungeon.
  • Initial Exploration: As the party investigates, they discover signs of an unknown threat—strange symbols, remnants of battles, or cryptic messages left by the previous inhabitants.
  • The Threat: Introduce a powerful, terrifying creature that stalks the party. This could be a homebrew monster or an adaptation of an existing creature like a mind flayer or a remorhaz.
  • Survival and Escape: The focus of the adventure shifts to survival. The party must use their wits and resources to outmaneuver the creature. The tension rises as they realize direct confrontation might not be the best option.
  • Climactic Escape: The adventure culminates in a high-stakes escape, where the party must make critical decisions to ensure their survival while sealing or destroying the creature to prevent further harm.

I can already picture the experience at the table. Slow dawning dread as they uncover the clues. Followed by a frenetic, time pressured escape. I want to play this already! In fact I will be including this in my regular campaign at some point in the future. So if any of my players are reading this, you better beware when you come across that ancient temple…

Bernard Cornwell’s books have plenty of D&D adventure inspiration

The Book: Sharpe’s Rifles

As a boy/adolescent in the 1990’s the Sharpe books and subsequent TV movies were a staple part of my media diet. Tales of derring-do aplenty with lots of inspiration for D&D shenanigans.

Synopsis: Sharpe’s Rifles follows Richard Sharpe, a soldier in the British Army during the Peninsular War. After a series of setbacks, Sharpe takes command of a group of riflemen and leads them on a daring mission to rally Spanish allies and defeat a superior French force.

Conversion into a D&D Adventure

  • Setting the Stage: Place the party in a war-torn region where they are part of a larger conflict. They are separated from their main force and must navigate enemy territory to regroup with allies. The enemies could be anything from a chaotic orc horde to well disciplined Drow.
  • Leadership Challenge: One of the party members (or a trusted NPC) must step into a leadership role, rallying a group of local militia or refugees. The focus here is on building trust and cohesion within the group.
  • Skirmishes and Guerrilla Warfare: The adventure includes a series of skirmishes against enemy patrols. The party must employ guerrilla tactics, using the terrain and local knowledge to outsmart a superior force.
  • Rallying Allies: The party seeks out local leaders or resistance fighters to bolster their numbers. This involves diplomacy, persuasion, and perhaps a daring rescue or theft.
  • Final Battle: The adventure culminates in a strategic battle where the party and their allies confront the enemy. The players’ earlier choices affect the strength and morale of their forces, adding weight to the final confrontation.

I envisage this adventure being played in the sandbox style. The players are provided with a map of the area. Potential ally and enemy locations are detailed. Now the party must decide where to rally allied troops and where to enact guerilla actions. The final battle could be at the key strategic location being held by the villains. Perhaps a cross roads, bridge over a chasm or a magical portal. Played as a short campaign this gives plenty of opportunity for player dilemmas and cinematic scenes. I know exactly where this sort of adventure can fit into my current campaign.

Final Thoughts

Adapting plots from books and movies into D&D adventures allows DMs to introduce players to thrilling, narrative-rich experiences. By drawing on the suspense of Alien or the military strategy of Sharpe’s Rifles, DMs can create adventures that challenge players in new and exciting ways. The key is to capture the essence of the original story while allowing for the flexibility and creativity that makes D&D unique. By thinking about the inspirations above I now have two potentially awesome adventures to run my players through. I cant wait.

Where are your go to sources of inspiration for your D&D adventures?

Competitive D&D: Is it for you?

competitive D&D in action

Just after Christmas, some friends and I had the exhilarating experience of participating in a Dungeons & Dragons competition. But by their nature roleplaying games aren’t a competition, I hear you say. Normally, I would agree. However, we thought we’d give it a go. You don’t get many opportunities to pit your D&D skill against other parties. After reading this you may see some merit in competitive D&D.

The tournament saw multiple groups navigating through the legendary Gary Gygax adventure: The Lost Caverns of Tsojconth. Although we missed the official tournament sign-up, our friend Rich, who was DMing at the event, graciously agreed to run a separate session for us. The event was organized by the local group DnD Fremantle, who have done a fantastic job fostering a vibrant D&D community in our local area.

The Challenge

The competition was structured in two intense 2-hour blocks, requiring rapid decision-making and strategic thinking. Initially, we struggled with the limited time to familiarize ourselves with our character sheets, spells, and abilities—only 15 minutes! It was a challenging start, but we quickly adapted to the fast-paced environment.

Rich, our DM, used a scoring system to evaluate our progress, awarding points for achieving specific goals in each encounter. The objective was to traverse as much of the adventure as possible within the 4-hour limit. In the real tournament 5 groups all ran through the adventure at the same time and their scores totaled at the end to determine the winning team.

The Party

From memory, we had 6 pre-generated characters to choose from: monk, wizard, warlock, fighter, cleric and rogue. As mentioned above, we had 15 mins to choose our characters and understand how they worked. Our final party comprised four level 9 adventurers:

  • Ethelrede, a stalwart human fighter
  • Cathartic, a devoted human cleric
  • Weslocke, a cunning Tiefling warlock
  • Dunil, a resourceful halfling rogue

There should have been five, but unfortunately one of our players was ill on the day.

Key Encounters

The adventure was very “old-school”, with seemingly random creatures dotted around an underground cave system. It did mean that you never quite knew what was around the corner. Some of our memorable encounters included:

  • The Mud Golem: Early in the adventure, we faced a formidable mud golem guarding a magical sword. This creature could only be damaged by magical means, which significantly limited our options. It was a close call, especially for my character, Dunil, who nearly perished in the encounter (only 2hp left).
  • Gem-Hauling Statue Faces: We successfully navigated a trap-laden room filled with gem-inlaid statues, managing to extract the gems without losing any limbs.
  • Friendly Pechs: In a refreshing twist, we encountered Pechs—goblin-like creatures who turned out to be friendly allies. This encounter provided a brief respite from the relentless dungeon hazards.
  • Chuuls’ Deadly Ambush: Crossing a river proved fatal as we were ambushed by paralyzing crab-like creatures, the Chuuls. This encounter ended in a total party kill (TPK), forcing us to restart. It was a humbling experience but one that bonded our team.
  • Fierce Formian Battle: Our session concluded with a fierce battle against Formians, ugly ogre like creatures with sinister eyes. This encounter tested our combat strategies and teamwork to the limit.
The incredible trophy made for the actual tournament!!

Lessons Learned

  1. Pre-Game Planning: It’s crucial to allocate more time for character selection and understanding character abilities. Knowing who will play which type of character and having a strategy for dungeon interaction can save valuable time.
  2. Team Urgency: The competition format instilled a heightened sense of urgency. Quick decision-making and effective communication became our focus, improving our overall gameplay.
  3. Adaptation: Adapting to the competition’s fast pace was challenging but ultimately rewarding. By the second half, we found our rhythm, coordinating efficiently as we navigated the labyrinthine caverns.

We ended the adventure with a score of 8 points, which included a -5 penalty for the TPK. While this might seem modest compared to the winning team’s 18 points, we considered it a solid performance for our first competitive run. More importantly, the experience was incredibly fun, thanks to Rich’s masterful DMing.

More Competitive D&D?

This competition has whetted our appetite for more. We’re already planning to enter the next tournament with lessons learned and a renewed sense of strategy. If you’re considering a competitive D&D experience, we highly recommend teaming up with friends and diving into the challenge. It’s an unforgettable way to test your skills and deepen your love for the game.

See you in the next adventure!