Grace Tripathy
Grace Tripathy

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Fri 18 April 2025
At first glance, a culture built on positivity seems like a dream. Uplifting messages, cheerful attitudes, and constant encouragement are all hallmarks of a "healthy" work environment. But what happens when positivity becomes mandatory—when it overshadows reality and invalidates the honest struggles employees face? That’s when positivity becomes toxic.

Toxic positivity is the subtle, yet damaging practice of demanding optimism at all costs. In this kind of culture, employees may feel they are not allowed to express disappointment, frustration, or doubt without being labeled “negative” or “unmotivated.” Over time, it leads to emotional shutdown, superficial conversations, and a lack of real feedback—all under the illusion of morale.

Take, for example, a mid-sized marketing tech company that has experienced rapid growth during the pandemic and was celebrated for its “can-do” attitude and upbeat culture. “We only want positive energy here” became a catchphrase repeated in all-hands meetings and internal Slack channels.

But as the company hit a plateau and began facing delivery delays and client churn, employees started to feel a disconnect. Team members who voiced concerns about deadlines were told to “trust the process.” Junior staff who asked for clearer priorities were reminded to “stay positive.” Over time, employee engagement scores fell and levels of burnout rose. And trust in leadership began to erode.

Why This Matters: The Hidden Consequences of Toxic Positivity

While leaders may adopt positivity as a well-intentioned morale booster, its overuse can undermine team performance, trust, and retention. When people feel they cannot express what’s really going on, innovation stalls, accountability slips, and emotional fatigue sets in. Employees don’t want to work in environments where emotions are filtered and struggles are ignored—they want to feel heard and valued for the full range of their experiences.

Moreover, research shows that psychologically safe workplaces—where employees can voice concerns without fear—outperform those where only agreeable input is welcome. In short, a culture that denies problems denies progress. For companies navigating uncertainty or change, addressing issues with realism and empathy isn’t just important—it’s essential for long-term success.

Leading with Authenticity

Fixing toxic positivity doesn’t mean abandoning optimism. It means rebalancing it with emotional authenticity. The marketing tech company began this shift by implementing three key strategies:

  1. Executive Mastermind Groups
Recognizing that leaders need space to process difficult decisions before delivering them with clarity and compassion, the company instituted quarterly executive mastermind groups. These confidential peer sessions gave senior leaders a space to discuss challenges openly, get advice on how to deliver hard news with empathy, and reflect on how to model vulnerability without losing authority.

One CFO shared, “Being able to talk through layoffs with other executives before I spoke to the team helped me center the message in care and transparency, rather than panic or forced positivity.”
To rebuild psychological safety, the company launched an anonymous feedback platform and encouraged managers to hold monthly “Open Reality” sessions—non-judgmental, structured conversations where employees could discuss what wasn’t working and where they needed more support. This initiative helped surface actionable insights and fostered trust, as employees saw their concerns acknowledged and addressed.

3. Modeling Honest Optimism
Executives stopped ending every company meeting with “everything’s great” and began adopting a new mantra: “It’s okay to not be okay—but we’ll face it together.” By sharing challenges alongside successes, leaders signaled that being real was not only allowed, but valued. This shift helped employees see that optimism wasn’t about pretending, but about committing to progress, even when it’s tough.

How to Implement This Change: A Practical Guide for Leaders

Transforming a culture of toxic positivity doesn’t happen overnight—but it starts with intentional shifts in how leadership communicates and creates space for others to do the same. Here's how business leaders can begin:

  1. Audit the Current Culture
Use employee surveys, listening sessions, or facilitated focus groups to ask tough questions: Do people feel safe speaking up? Are concerns being brushed aside in favor of “staying positive”? Identify areas where feedback is absent or glossed over.

2. Reframe Leadership Messaging
Instead of over-relying on optimistic language, aim for a tone that balances encouragement with honesty. Phrases like “We’re facing a challenge, and we’re working through it together” are more grounding than “Everything’s going to be fine!”

3. Build Support Systems
Set up mastermind groups or peer circles for executives and managers to talk candidly, vent in a healthy space, and get advice on how to communicate tough news with empathy. When leaders feel supported, they’re better able to support others.

4. Train Managers in Psychological Safety
Provide training on active listening, validating emotions, and managing conflict without avoidance. Give middle managers the tools to foster authenticity in 1:1s and team check-ins—without defaulting to forced optimism.

5. Celebrate Transparency
Reward transparency. When an employee voices a hard truth or surfaces a risk, acknowledge it publicly as a courageous and constructive act. This shows that the company values integrity as much as performance.

A strong company culture doesn’t shy away from the hard stuff—it meets it head-on with honesty, empathy, and shared resolve. The marketing tech company’s journey shows that when leaders move from toxic positivity to genuine optimism, they unlock not just morale, but meaning. By embracing reality and building space for honest dialogue, businesses create the kind of trust that fuels resilience, and results.


Fri 4 April 2025
For years, a large retail company stood at the pinnacle of its industry. Once known for being an industry leader, the company now faced declining revenues, dwindling market appeal, and a growing perception of being outdated. Internally, employees felt disengaged, and stakeholders began questioning the company's ability to innovate.

Jenna, the company’s Chief Strategy Officer saw the warning signs: flatlining sales, a lack of excitement around new product launches, and a growing disconnect between leadership and consumers. But by the time these trends became impossible to ignore, the company was already slipping. She knew that a rebranding effort couldn’t just be cosmetic; it required a deep, cultural shift that engaged employees, reinvigorated consumer trust, and positioned the company as a forward-thinking leader once again.

Recognizing the Shift Before It’s Too Late

Many companies fail to notice their decline until it's too late. Signs of stagnation such as declining market share, reduced consumer engagement, and an outdated brand perception often creep in gradually. The large company had long relied on its reputation, assuming customer loyalty would remain intact. But Jenna understood that a successful company cannot operate on past achievements alone. Monitoring industry trends, consumer sentiment, and internal engagement through regular feedback loops, data analytics, and direct customer insights are critical to staying ahead. Companies must use tools to detect early warning signs of market and company shifts.

Taking Action: Rebranding as a Cultural Transformation

Rebranding is more than just a new logo or marketing campaign—it’s a company-wide commitment to change. The company’s leadership recognized that for their rebranding to succeed, employees had to be at the center of the transformation. Jenna led an initiative to involve employees at every level, conducting internal surveys, town hall meetings, and brainstorming sessions that encourage innovation and direct input from those on the ground. She partnered with HR to redefine corporate values, aligning them with a more customer-centric and agile mindset.

To truly reshape the company’s culture, leadership adopted a transparent approach. They communicated the company’s challenges openly, showing employees why change was necessary and how they could be a part of the solution. Incentives were introduced to reward innovative ideas, and cross-functional teams were formed to pilot new projects. Employees who once felt disconnected from leadership now saw themselves as vital players in the company's evolution.

Gaining Employee Buy-In for Lasting Change

For rebranding and cultural transformation to be successful, employees must feel like active participants rather than passive recipients of change. Engagement and enthusiasm stem from clear communication, meaningful involvement, and a sense of ownership. Employees need to understand not only what is changing but why it matters and how they contribute to the company's renewed vision.

How to Get Employee Buy-In for Rebranding and Cultural Change:
  1. Communicate the Vision Clearly – Employees need to understand the rationale behind the change and how it aligns with the company's future.
  2. Involve Employees Early – Solicit input through surveys, brainstorming sessions, and open discussions to make employees feel heard.
  3. Create Cross-Functional Teams – Encourage collaboration across departments to foster innovation and shared responsibility.
  4. Recognize and Reward Contributions – Acknowledge employees who bring creative ideas and drive the transformation forward.
  5. Provide Training and Development – Equip employees with new skills and knowledge to adapt to the evolving company culture.
  6. Lead by Example – Leadership should model the behaviors and values they want to instill in the organization.
  7. Celebrate Milestones – Regularly highlight successes and progress to maintain momentum and enthusiasm.

Rebuilding Consumer Trust and Market Relevance

With an energized workforce, the company turned its focus outward. Re-establishing trust with consumers required more than an updated brand identity—it needed genuine engagement. The company launched interactive campaigns, leveraging social media to connect directly with customers and solicit real-time feedback. Personalized experiences, product enhancements driven by consumer insights, and strategic partnerships with influencers helped reintroduce the company as a brand that listened, adapted, and innovated.

Additionally, leadership worked on rebuilding trust with stakeholders by showing clear, measurable progress. Transparency in reporting, a commitment to sustainability, and a renewed focus on corporate social responsibility reassured investors and partners that the company’s transformation was more than just rhetoric.

The Outcome

Two years after initiating the rebranding strategy, the company saw a remarkable turnaround. Employee engagement scores were at an all-time high, product launches were met with renewed excitement, and the company’s financial performance rebounded. Customers who once viewed the brand as stale now saw it as dynamic and responsive to their needs.

For Jenna and the company’s leadership, the experience served as a crucial lesson: reinvention is not a one-time event but a continuous process. Businesses that remain agile, listen to their consumers, and empower employees to drive innovation will always have a competitive edge.


Fri 7 February 2025
The Problem of Being “Too Valuable to Promote”

Emily was a top performer. As an operations specialist at a fast-growing tech firm, she had spent three years mastering her role, streamlining processes, and consistently exceeding performance metrics. But despite her clear qualifications and aspirations for growth, her manager, Dan, continued to stall her promotion. It wasn’t that Dan didn’t recognize her talent; he depended on it. The thought of replacing Emily, training someone new, and potentially losing productivity made him hesitant to let her advance.

This situation is more common than employees might think. A manager may not consciously sabotage an employee’s growth, but their reluctance to let go of a high-performing team member can create an invisible career ceiling. The challenge for employees like Emily is navigating this bottleneck strategically, ensuring they don’t remain stuck in a role that’s too convenient for management to change. 

The Manager’s Perspective

From Dan’s point of view, Emily was a linchpin in the team’s success. She handled high-priority tasks with precision, trained new hires, and solved problems before they escalated. Promoting her meant finding someone equally competent, training them, and accepting a potential period of reduced efficiency—all of which felt like unnecessary risks.

However, this mindset can be detrimental to both the employee and the organization. Companies that fail to promote from within risk losing top talent, damaging morale, and sending a message that growth opportunities are limited. For Dan, he needs to be sure about how to evaluate whether someone is ready for a promotion as well. Emily knew she had to approach the situation with both patience and a strategic plan.

How to Talk to Your Manager About a Promotion When They Resist Change

Emily understood that directly confronting Dan about his reluctance would not be effective. Instead, she needed to frame the conversation in a way that addressed his concerns while advocating for her own growth. Here’s how employees in a similar situation can navigate this discussion:

1. Acknowledge the Manager’s Concerns

Rather than jumping straight into why she deserved a promotion, Emily started by recognizing Dan’s perspective. She acknowledged that she understood how valuable she was to the team and expressed appreciation for the opportunities she had been given.

2. Frame the Promotion as an Organizational Benefit

Instead of making it about personal growth alone, Emily highlighted how her promotion would ultimately benefit the company. She emphasized that stepping into a leadership role would allow her to:

  • Train and mentor others, ensuring long-term team stability
  • Take on more strategic responsibilities that could enhance department efficiency
  • Help develop a structured transition plan to minimize disruption

3. Offer a Transition Plan

To alleviate Dan’s fears about losing her expertise, Emily presented a plan outlining how she could gradually transition her responsibilities to a successor. This included training a replacement, documenting key workflows, and ensuring continuity in her absence.

4. Set Clear Career Goals and Expectations

Emily then asked Dan directly: “What steps do you see as necessary for me to move into a leadership role?” By shifting the conversation toward actionable SMART goals, she encouraged Dan to define what he needed to see from her before approving a promotion.

5. Get a Commitment and Timeline

To prevent the conversation from becoming an indefinite discussion, Emily worked with Dan to set a timeline for reevaluating her promotion. They established measurable benchmarks and agreed to revisit the conversation within three months to track progress. 

Instead of assuming her manager’s intent, Emily scheduled a one-on-one strategy session with Dan. This wasn’t just a casual career check-in—it was a structured conversation with a clear agenda:

  • Align on expectations: What does Dan believe needs to happen for Emily to be promoted?
  • Identify gaps: Are there specific skills, leadership qualities, or accomplishments Dan wants to see?
  • Establish a timeline: What is a realistic timeframe for promotion, and what benchmarks must be met?

One of Dan’s biggest concerns was replacing Emily. To ease this, she proactively began training a junior colleague, documenting workflows, and suggesting a transition plan. By demonstrating that her team wouldn’t suffer in her absence, she removed one of Dan’s key barriers to promoting her.

Emily also recognized that promotions often require advocacy from more than just a direct manager. She began increasing her visibility within the company by:

  • Volunteering for cross-departmental projects
  • Seeking mentorship from senior leaders
  • Presenting her work and contributions in leadership meetings

This approach ensured that multiple decision-makers recognized her readiness for advancement.

6. Framing the Promotion as a Win-Win

Rather than positioning the conversation as a personal request, Emily framed her promotion as a strategic move for the company. She highlighted how moving into a leadership role would allow her to drive greater impact, mentor others, and enhance team efficiency.

This reframing helped Dan see the long-term benefits rather than focusing on the short-term inconvenience.

7. Setting a Deadline for Action

To avoid endless delays, Emily and Dan agreed on a clear timeline for revisiting the promotion decision. They set a three-month period to track progress against defined objectives. This ensured accountability and kept the conversation from becoming an indefinite cycle of “maybe later.”

Employees like Emily must recognize their manager’s concerns while advocating for their own growth. By aligning on expectations, developing a transition plan, and framing the promotion as a win-win, they can shift the conversation from reluctance to action. Ultimately, career advancement isn’t just about proving capability; it’s about making it easy for decision-makers to say yes. 


Fri 24 January 2025
Jessica, mid-level employee, sat at her desk, staring at a growing to-do list and an inbox full of unanswered emails. Her frustration wasn’t just about the workload; it was about the lack of direction. She felt disconnected from her manager, unsure if her efforts aligned with the team's priorities. She had tried to initiate one-on-one meetings to clarify her goals, but her manager always seemed unprepared or distracted. Jessica worried her career was stagnating, and her upcoming performance review loomed over her like a dark cloud.

Then she decided to try something different. Instead of asking for another generic check-in, Jessica approached her manager and said, “Hey, can we have a strategy session?” The response was immediate. Her manager’s eyes lit up with interest, and they scheduled a dedicated hour later that week. Little did Jessica know, this simple shift in language would transform not only her relationship with her boss but also her career trajectory.

Why “Strategy Session” Resonates with Managers

The term “strategy session” holds power. Unlike vague requests for a “1:1” or a “check-in,” it signals intentionality and alignment. Most managers juggle competing priorities and dread meetings that lack a clear purpose. By framing the conversation around strategy, you’re tapping into your manager’s mindset of planning and action, making them more likely to engage meaningfully.

Here’s why this approach works:
  • Managers value alignment: The phrase “strategy session” suggests you’re focused on aligning your personal goals with the team’s overall vision.
  • It emphasizes forward-thinking: It shifts the conversation from reactive problem-solving to proactive planning.
  • It positions you as a partner: By prioritizing strategy, you show that you’re invested in the team’s success, not just your own.

How to Prepare for a Strategy Session

To ensure a productive meeting, preparation is key. Here’s how you can take charge of the conversation:

  1. Clarify your objectives:
  • Identify what you want to achieve from the session. Are you seeking clarity on your role? Do you want feedback on recent work? Are you planning for the next quarter?

2. Align with team goals:
Review your team’s objectives and think about how your contributions fit into the bigger picture. Be ready to discuss how your work supports overall priorities.

3. Draft an agenda:
Include topics like:
  • Reviewing current responsibilities and performance.
  • Discussing alignment between your goals and the team’s mission.
  • Identifying areas for growth and development.
  • Planning next steps for key projects.

4. Gather data:
Bring examples of your achievements, challenges, and areas where you need support. Be ready to back up your points with metrics or specific anecdotes.

Setting Expectations and Taking Control

When the strategy session begins, set the tone with clear communication and actionable steps. Here’s a framework you can follow:
  1. Start with context:
    • Begin by thanking your manager for the time and explaining the purpose of the session. For example: “I wanted to take this time to ensure my work is aligned with our team’s priorities and to map out a clear path forward.”
  2. Review your goals and alignment:
    • Share your current goals and ask for input on how they align with team objectives. For example: “Here are the key projects I’m focusing on. Do these align with what the team needs most right now?”
  3. Seek feedback:
    • Proactively ask for insights on your performance. Use open-ended questions like:
      • “What’s going well from your perspective?”
      • “Are there areas where I could improve or add more value?”
  4. Plan for the future:
    • Work together to outline next steps. Discuss what’s needed to achieve both your goals and the team’s priorities. For example: “What should I focus on in the next quarter to contribute more effectively?”
  5. Summarize and confirm:
    • At the end of the session, recap key takeaways and agreed-upon action items. For example: “To summarize, I’ll focus on X project, improve Y skill, and check in with you on Z progress in two weeks. Does that sound right?”

Making Strategy Sessions Routine
To maximize the impact, don’t let strategy sessions be a one-time event. Incorporate them into your routine by:

  • Scheduling
    regular meetings: Aim for monthly or quarterly meetings to stay aligned.
  • Preparing in advance: Treat each session as an opportunity to showcase your growth and recalibrate priorities.
  • Following up: After each session, send a brief email summarizing key points and next steps to ensure accountability.

Strategy sessions aren’t just about day-to-day alignment; they also set the stage for successful performance reviews. By proactively discussing your goals, progress, and challenges, you demonstrate ownership of your career and make it easier for your manager to advocate for you. These sessions create a narrative of consistent growth and alignment, which can lead to better evaluations and opportunities for advancement.

Jessica’s decision to ask for a strategy session not only clarified her goals but also strengthened her relationship with her manager. She felt more confident, focused, and motivated—and her manager appreciated her proactive approach. By adopting this simple yet effective strategy, you too can take control of your career, ensure alignment with your team, and set yourself up for success. Start today by asking, “Hey, can we have a strategy session?” and watch how it transforms your professional journey.


Fri 10 January 2025
Mentorship is often seen as a cornerstone of personal and career growth. However, to truly unlock the potential of a mentorship relationship, it is critical to establish mutual respect, value each other's time, and foster an environment of growth and collaboration. By examining the perspectives of mentors, mentees, and the dynamics of their partnership, we can uncover the principles that make mentorship thrive. Additionally, these principles align with the values of mastermind groups, where professionals come together as equals to accelerate collective growth.

The Mentor’s Perspective: Guiding with Intentionality

A good mentor recognizes the privilege and responsibility of shaping another’s professional journey. Key attributes of effective mentorship include:

  1. Respect for the Mentee’s Goals: Tailoring advice and guidance to align with the mentee’s aspirations fosters trust and ensures relevance. A mentor should take the time to understand the mentee’s long-term objectives and provide guidance that bridges the gap between current skills and future ambitions. This approach ensures that the mentorship remains focused and meaningful.
  2. Consistent Availability: Being present and honoring scheduled commitments demonstrates respect and professionalism. Mentors who consistently make time for their mentees signal that they value the relationship. This consistency builds trust and sets the tone for productive interactions, even when schedules are demanding.
  3. Constructive Feedback: Providing actionable insights helps mentees navigate challenges and hone their skills. Constructive criticism, when delivered thoughtfully, can inspire growth and encourage mentees to embrace new opportunities. A mentor should also celebrate the mentee’s progress, reinforcing confidence and motivation.

Beyond these traits, mentors should remain adaptable, as each mentee brings unique needs and challenges. By cultivating empathy and remaining approachable, mentors can create an environment that fosters open dialogue and shared success.

The Mentee’s Perspective: Learning with Humility and Drive

Being a good mentee goes beyond absorbing wisdom; it involves active engagement and respect for the mentor’s time and expertise. Key qualities of effective mentees include:

  1. Preparation: Coming to meetings with clear questions or updates maximizes the mentor’s time and creates productive conversations. This practice signals that the mentee values the mentor’s guidance and is willing to take the necessary steps to benefit from the relationship.
  2. Gratitude: Expressing appreciation for the mentor’s efforts strengthens the relationship. Small gestures of acknowledgment, such as a thank-you note or verbal recognition, can go a long way in reinforcing a positive dynamic.
  3. Accountability: Following through on advice or agreed-upon actions demonstrates dedication to personal growth. Mentees who consistently act on their mentor’s guidance show that they value the relationship and are committed to improving their skills and achieving their goals.

Effective mentees also embrace a growth mindset, viewing challenges as opportunities to learn rather than setbacks. By staying curious and maintaining a proactive attitude, mentees can deepen the relationship and derive greater value from the mentorship.

Working Together: Building Mutual Respect

The mentor-mentee relationship thrives on mutual respect and shared effort. Common pitfalls, such as rescheduling meetings last minute or failing to show up prepared, can erode trust and diminish the partnership’s value. To cultivate a healthy dynamic:

  1. Value Each Other’s Time: Both mentors and mentees should honor commitments and communicate proactively if changes arise. This mutual respect helps establish a professional tone and ensures that both parties feel their time is appreciated.
  2. Set Clear Expectations: Define the purpose, frequency, and boundaries of the relationship to avoid misunderstandings. Regularly revisiting these expectations ensures that both parties remain aligned and can adapt to evolving needs.
  3. Celebrate Progress: Acknowledge milestones and successes to reinforce the partnership’s impact. Celebrating achievements, no matter how small, can strengthen the bond between mentors and mentees and maintain momentum in the relationship.

Moreover, both parties should prioritize open communication. Addressing concerns or challenges directly and respectfully can prevent minor issues from escalating and ensure a productive partnership.

The Mastermind Group Connection

Mastermind groups offer a unique space where mentorship principles intersect with peer collaboration. Defined as small, focused groups of professionals who meet regularly to support and challenge each other, mastermind groups operate on the mantra that all members are equals, regardless of career stage or experience level. The only prerequisite is the willingness to add value to others’ journeys.

Ambition In Motion (AIM) exemplifies the power of mastermind groups in professional development. These groups prioritize diverse perspectives by bringing together members with varied experiences and insights, enriching discussions and broadening viewpoints. This diversity fosters creativity and innovation, exposing members to ideas they might not encounter in their immediate professional circles. Structured accountability is another cornerstone of AIM, as regular meetings with defined goals encourage participants to stay on track and make meaningful progress. By holding each other accountable, members create a supportive yet challenging environment that drives growth. Additionally, collaborative growth is achieved as members share challenges and solutions, accelerating each other’s learning and professional success. This approach ensures that all participants benefit, regardless of their career stages or industries. In AIM mastermind groups, participants are encouraged to be both learners and contributors, mirroring the essence of mentorship where mutual respect and shared effort drive success.

Whether in one-on-one mentorships or mastermind groups, respect and intentionality are non-negotiable. By valuing each other’s time, honoring commitments, and fostering open communication, professionals can create relationships that elevate everyone involved. Mastermind groups, like those offered by Ambition In Motion, take this principle further by creating a platform where equals collaborate to achieve unparalleled growth.