Leadership Confidential with Lena Reinhard

Lena Reinhard

What does it take to be a leader in tech? The 'born genius', bold visionary? Can you lead if that's not you? I'm Lena Reinhard, long-term technology leader, and I believe that leadership can be learned. Many of us face similar challenges in this work, but we don't talk about them enough in the open: The difficult choices, hidden doubts, lessons learned the hard way, and growing the skills not all of us were born with. My guests and I are here to change that: You'll get real talk on hard things in technology, finding community, and becoming the engineering leader you can be. Join us!

  1. 10/23/2025

    Being Stylish and Belonging in Tech: From Trying to Fit in To Expressing Yourself In a culture of Hoodies And Jeans

    “What does a leader look like?”, is a question we come back to here often, and this time, we take it literally: I meet with five exceptional senior leaders to talk about what it’s like being interested in style and fashion in tech, of all places, where it’s long been seen as most fashionable not to care about these topics, where an implicit but strongly-enforced dress code of dark hoodies, t-shirts, and jeans reigned, and where the resulting “uniform” culture has been hard on everyone who doesn’t fit traditional ideas of what an engineer, a “technical person”, a “geek”, a leader looks like. So, how do you convey that you are all of those things, when you don’t look like the stereotype of someone who is? We talk about our journeys in attempts to fit in, exploring ways of expressing and being ourselves, and the stressful mental gymnastics involved in calculating how our appearance may support or undermine how we’re viewed and treated. We dive into being “firsts” in visible positions, and how we found style as a tool for empowerment, connection, and representation, and close with some favorite styles and recommendations to find your own. I loved having this conversation, and I hope you enjoy it too. “I think style and fashion is such an important part of self-actualization, and becoming that greater version of yourself, and it is a big part of how people perceive you, so it gives me great joy to feel self-actualised on a particular day and feel like I am representing the true version of myself.” — Christina This conversation was recorded in October 2024. Find the full episode transcript here.

    1h 16m
  2. 04/15/2025

    Real Talk on Allyship in Engineering: Using Your Position to Support Others

    "I don't think about being an ally as a badge or a thing... I start from the point of view of wanting to be a better person and be good to the people around me." While many discussions about allyship in tech focus on company-wide initiatives, what concrete steps can individual contributors and technical leaders take to create more equitable environments? How can you use your influence, expertise, and social capital to support colleagues from underrepresented groups? In this episode, Lena speaks with Leo, an experienced staff engineer who shares practical, behind-the-scenes ally actions that senior technical contributors can implement, regardless of their management status. This conversation explores: Understanding the socio-technical systems that shape workplace dynamics Simple meeting tactics that create space for more voices to be heard How documentation can serve as a powerful tool for influence and recognition Building relationships and trust that enable you to advocate effectively Learning from missed opportunities and growing as an ally Using established credibility to challenge unfair practices Whether you're a senior engineer, tech lead, or individual contributor with influence through tenure, expertise, or connections, this episode offers actionable approaches to supporting colleagues and creating more inclusive environments. Full episode transcript link. Resources People of Color in Tech: Empowering Diversity Why this podcast exists Leadership Confidential provides a space for honest conversations about the hard parts of leadership that most people only discuss behind closed doors. From my close work with dozens of leaders every week, I know that many struggle with topics like creating inclusive environments, navigating power dynamics, and supporting team members effectively. This podcast is where we talk about it. About your host I'm Lena Reinhard (she/they), a fractional VP Engineering, leadership coach, mentor, and facilitator. Having served as an engineering executive with companies like CircleCI and Travis CI, and as a SaaS startup co-founder & CEO, I have dedicated my career to helping fast-paced organizations across the globe succeed in times of high change and challenging markets. You can regularly find me speaking at tech conferences and read my practical guides for leaders in the technology space on my website.

    52 min
  3. 04/01/2025

    Supporting Neurodivergent Employees: A Guide for Engineering Leaders

    “People don’t always take it well, unfortunately. But managers, a lot of the time, don’t do it out of malice.” Neurodivergent employees face unique challenges in tech—struggling with information overload, unspoken workplace norms, and the pressure to mask their differences. Yet, many organizations fail to provide the support they need to thrive. In this episode, Lena sits down with Adya, an experienced professional in tech, to explore the lived realities of being neurodivergent at work. From navigating ableism in performance reviews to advocating for accommodations, Adya shares deeply personal stories and actionable insights for leaders who want to build truly inclusive teams. They discuss: How neurodivergency impacts communication, collaboration, and career progressionThe subtle but pervasive ways ableism shows up in techWhy many neurodivergent employees hesitate to ask for accommodations—and how leaders can change thatPractical strategies for making workplaces genuinely supportiveWhat managers and peers need to unlearn about “normal” work behaviors This conversation is a must-listen for anyone who wants to better understand neurodivergency, create more inclusive teams, and move beyond performative allyship to real change. ⁠⁠⁠Full episode transcript link⁠⁠⁠. Resources: LinkedIn post about communication feedback for autistic people Manual of Me: Personal user guides for better working relationships Book recommendation on Amazon Goblin Tools: Productivity tools for neurodivergent people Flown: Focused work environments Neurodiversity Employment Survey: Adjustments Interim Report Law Society: Reasonable Adjustments in Organizations - Best Practice for Disability Inclusion HR Magazine: Neurodiversity and PIPs - Dropping the Mask Harvard Business Review: Stop Asking Neurodivergent People to Change the Way They Communicate Why this podcast exists I make this podcast as a space for honest conversations about the hard parts of leadership that most leaders only dare to talk about behind closed doors—after all, we're supposed to be “in charge” and “on top of things" at all times. But from my close work with dozens of leaders every week, I know that more leaders than you may think are struggling with topics like self-confidence, imposter syndrome, unclear expectations, or difficult bosses. This podcast is where we talk about it. About your host I’m Lena Reinhard (she/they), a fractional VP Engineering, leadership coach, mentor, and facilitator. Having served as an engineering executive with companies like CircleCI and Travis CI, and as a SaaS startup co-founder & CEO, I have dedicated my career to helping fast-paced organizations across the globe succeed in times of high change and challenging markets. You can regularly find me speaking at tech conferences and ⁠read my practical guides for leaders in the technology space ⁠⁠on my website⁠⁠⁠.

    1h 9m

About

What does it take to be a leader in tech? The 'born genius', bold visionary? Can you lead if that's not you? I'm Lena Reinhard, long-term technology leader, and I believe that leadership can be learned. Many of us face similar challenges in this work, but we don't talk about them enough in the open: The difficult choices, hidden doubts, lessons learned the hard way, and growing the skills not all of us were born with. My guests and I are here to change that: You'll get real talk on hard things in technology, finding community, and becoming the engineering leader you can be. Join us!