Thriving As An Outsider with Naeemah Elias

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Thriving as an Outsider: Navigating Spaces That Weren’t Designed With You in Mind

In this episode of the Two Piers Podcast, Erica D’Eramo is joined by Naeemah Elias, a TEDx speaker, leadership coach, and founder of Elias Presence Ventures.

A former finance executive turned entrepreneur, Naeemah helps leaders and organizations create environments where people can speak up, show up, and thrive. Her signature message, “Thriving as an Outsider,” explores how difference can become a source of influence and impact.

Together, Erica and Naeemah discuss what it means to navigate professional spaces that may not have been designed with you in mind, how outsider identities shape the “rules” we carry, and why relationships, feedback, and intentional choice matter when building a career that is both effective and sustainable.

What It Means to Be an Outsider

Naeemah opens the conversation by sharing that she has felt like an outsider for most of her life.

Growing up, she was the “weird kid” who preferred sitting in the corner with a book over socializing. Later in life, receiving an autism diagnosis at 49 helped many of those early experiences make more sense.

Her outsider experience continued in other environments as well: growing up in Harvey, Illinois, attending Harvard without the same wealth or academic preparation as many of her peers, and later climbing what she describes as the “crooked ladder” in finance without a traditional finance background.

For Naeemah, being an outsider was not one single experience. It showed up across class, education, neurodivergence, professional identity, and organizational culture.

Broadening the Lens on Outsider Identity

One of the most powerful moments in the episode comes when Naeemah shares a story from a talk she gave on imposter syndrome at her 25th college reunion.

After the talk, a classmate from a background of significant wealth and privilege approached her and said that she had told his story. His life was shaped by the pressure to preserve a family legacy, even though what he really wanted was to be an artist.

That conversation helped Naeemah expand her understanding of what it means to be an outsider.

Outsider identity is often discussed through the lens of race, gender, class, neurodivergence, or other visible and invisible differences. Those dimensions matter deeply. At the same time, Naeemah’s story highlights that outsider status can also come from being expected to live a life that does not fit who you really are.

As Erica reflects, this connects with her own experience navigating engineering and leadership spaces where the dominant norms did not always fit how she or others naturally operated.

Naeemah captures the idea clearly:

Navigating as an outsider often means moving through spaces that were not designed with you in mind.

The Rules We Carry

A major theme in the conversation is that our outsider identities often come with rules.

Those rules may have developed for good reasons. They may have helped us stay safe, avoid risk, preserve belonging, or survive scarcity. But they can also follow us into new environments where they may no longer serve us.

Naeemah gives the example of growing up with rules around food. In families or communities where wasting food is not acceptable, cleaning your plate may be tied to gratitude, respect, or survival. But in another context, the rules may be different. Leaving food on a plate could signal abundance, refinement, or simply personal preference.

The challenge is that we often do not recognize our own norms until we encounter someone else’s.

Erica compares this to the familiar idea of fish not noticing the water they are swimming in. Many of our beliefs and behaviors are so familiar that they feel universal, even when they are deeply shaped by family, culture, class, or environment.

Weaponized Gratitude and the Pressure to Stay in Place

The conversation then turns toward a concept Naeemah names as “weaponized gratitude.”

This can happen when people in positions of power use the language of gratitude to discourage others from asking for more, setting boundaries, negotiating, or advocating for themselves.

Naeemah shares an example from a salary negotiation where a recruiter told her she should be grateful for the opportunity. The message was clear: stop negotiating, stop asking, and accept what is being offered.

For people who were raised to value gratitude, humility, or not asking for too much, that kind of language can carry enormous weight. It can activate old rules and make advocacy feel inappropriate, even when negotiation is expected.

This is one of the reasons outsider navigation can be so complex. The visible situation may be a salary conversation. The invisible situation may involve years of internalized messages about gratitude, safety, and belonging.

Money, Debt, and Unspoken Class Norms

Naeemah and Erica also explore how class background can shape beliefs about money, risk, and success.

Naeemah shares advice from her brother, a financial planner, who told her that people often spend the same percentage of every dollar they earn. If they spend 87% of a smaller salary, they may also spend 87% of a much larger salary unless they intentionally structure their finances differently.

His advice was practical: as her income increased, she kept the amount in her main spending account consistent and directed the additional money into savings. That system helped prevent lifestyle creep and allowed her to save more aggressively.

The conversation also touches on debt. Erica reflects on growing up with the belief that debt is bad, only later learning that debt can function very differently depending on how it is used. Naeemah shares an example of helping a colleague reconsider college debt as a potential investment in his daughter’s future rather than something to avoid at all costs.

These examples point to a broader theme: many professional and financial behaviors are shaped by inherited beliefs that often go unexamined until we have a reason to question them.

Networking as a Survival and Growth Strategy

When Erica asks what helps outsiders thrive, Naeemah’s first answer is networking, but not in a superficial sense.

She is talking about real relationships.

For Naeemah, mentors and senior advisors played an essential role in helping her interpret unfamiliar environments. She would ask people questions like:

  • How would you respond in this situation?

  • If you received this offer, would you accept it or negotiate?

  • Am I thinking about this the right way?

  • What am I missing here?

Those relationships gave her access to context she could not see on her own.

That kind of guidance is especially important when the rules are unspoken. Someone with more experience inside the system can explain what is normal, what is risky, and what options might be available.

The Tourist Mindset

One of the most useful frames Naeemah offers is to think of yourself as a tourist in certain environments.

If you are navigating a space where other people seem to know the rules instinctively, it can help to become curious and observant rather than assuming you are wrong.

A tourist pays attention. A tourist asks questions. A tourist notices patterns.

That mindset can reduce shame and increase learning.

Erica notes that when people travel abroad, they naturally expect cultural differences. They observe more carefully and assume there may be customs they do not yet understand. But in the workplace, people often assume everyone is operating from the same culture, even when that is not true.

The tourist mindset allows outsiders to gather information without losing themselves in the process.

Feedback, Emails, and Tactical Adjustments

Naeemah shares a practical example from earlier in her career. A leader told her that her emails were coming across as abrasive because they went straight to the task without a relational opening.

The feedback was simple: add a brief humanizing line before getting down to business.

For Naeemah, that became a “field” in the email. She could automate it without feeling like she was changing who she was.

This distinction matters.

Some forms of adaptation are tactical and low-cost. Others require more emotional labor, masking, or code-switching. Part of thriving as an outsider is learning the difference.

Not every adjustment is a betrayal of authenticity. Not every expectation is harmless. The work is learning what is sustainable, what is effective, and what comes at too high a cost.

Code-Switching, Masking, and Sustainable Choice

Erica and Naeemah spend time discussing the toll that code-switching and masking can take, especially for people who are navigating multiple identities or environments where they have to adjust constantly.

Naeemah describes the exhaustion of returning to in-person work after remote work during the pandemic. On Zoom, names were visible. Interactions were predictable. There was time to prepare.

In person, the day involved constant unscheduled interactions: on the train, in the elevator, in hallways, and across different levels of the organization. Each conversation required a different mode of communication.

For some people, navigating those shifts feels like a game they enjoy and choose to keep playing. For others, it eventually becomes exhausting enough that they decide to change roles, companies, or career paths entirely.

The key is informed choice.

The more clearly someone understands the system and the cost of participating in it, the more intentionally they can decide whether to stay, adapt, shift, or leave.

Choosing Advisors Carefully

The episode also explores the importance of curating the people we go to for advice.

Not all advice transfers equally across identity, context, or lived experience. A strategy that works well for one person may carry different risks for someone else.

Naeemah names this directly when discussing negotiation and professional communication. As a Black woman, she is aware that tone can be interpreted through harmful stereotypes. Advice to “negotiate hard” or “demand your worth” may need to be filtered through the reality of how different people are perceived in different rooms.

This is why a personal board of directors matters.

Having multiple trusted people with different vantage points helps create a fuller picture. A coach can also be valuable during transitions because they offer a confidential outside perspective without being embedded in the company’s politics or invested in a particular outcome.

Salary Negotiation and Knowing Your Number

Naeemah offers several practical suggestions for salary negotiation.

First: never accept an offer on the spot.

A simple response such as, “Thank you. I’m excited about the opportunity. Can you give me 48 hours to review this?” creates time to reflect, seek input, and make an intentional decision.

Second: know your number before you enter the conversation.

Naeemah describes working with a client who physically reacted to the number she initially said she would accept. That body response mattered. They kept working until the client identified a number that did not create that same discomfort.

Third: make the case based on value, not personal need.

Wanting more money because of personal expenses may be real, but it is not the strongest business case. The stronger case is based on the value you bring, the market rate for the role, and the impact you have already created.

Authenticity in the Interview Process

Near the end of the conversation, Naeemah raises an important caution about authenticity.

When interviewing, it can be tempting to show up as the person you think the employer wants to hire. But if you get the role, that is the person they will expect.

If the interview version of you is too far removed from who you really are, both sides may end up surprised.

Naeemah shares a story about interviewing someone who had been coached so heavily that she felt as though she was interviewing herself. She could not tell who the candidate actually was, so she did not hire him for that role.

Later, when he interviewed again without being overprepared, he showed up more authentically. This time, the conversation was strong, and she hired him. His career grew significantly from there.

The lesson is not to avoid preparation. The lesson is to prepare in a way that helps you show up clearly, not disappear behind rehearsed answers.

The Value of an Outside Perspective

Both Erica and Naeemah highlight the value of having someone outside the organization to talk things through with.

Internal mentors, sponsors, and workplace friends can be incredibly useful. They also live inside the same system and may carry the same assumptions.

An external coach can help create space to step back, name what is happening, and explore what options are available without defaulting to “that’s just how things work here.”

For people navigating outsider experiences, that kind of outside perspective can be especially useful.

What Naeemah Is Working On Now

Naeemah is currently working with organizations on summer internship programming, including coaching for managers who oversee high school and college interns, as well as training sessions for interns on topics such as:

  • Personal branding

  • Public speaking

  • Leadership

  • Collaboration

  • Resumes

  • Interviews

  • LinkedIn

She also speaks at conferences, offers keynotes and workshops, and works with organizations to help people who identify as outsiders navigate professional environments more effectively.

Connect with Naeemah Elias

You can connect with Naeemah and explore her work through the links below:

Final Takeaway: Phone a Friend

When Erica asks Naeemah what one takeaway she wants listeners to carry forward, her answer is simple:

Phone a friend.

When something feels uncomfortable, confusing, or unfamiliar, find someone who understands the environment and can help you interpret what is happening.

If you are the tourist, find someone who knows the terrain.

You do not have to navigate it alone.