Working Your Way
Working Your Way

Working Your Way

Sandhya Sudhakar

Overview
Episodes

Details

Today's workplace demands a lot from us, but our identities and well-being shouldn’t be up for negotiation. The truth is, embracing your individuality can actually be the key to building a successful career where you can thrive. On Working Your Way, you’ll dive into intimate conversations with leaders who have chosen to challenge the outdated standards and “shoulds” - from those who have shifted perspectives on what leadership really looks like, to those who have carved their own unique career paths. After each episode, host Sandhya Sudhakar – founder of Self At Work, reformed corporate ladder climber, and lifelong student of self-discovery – and her guests will leave you with a renewed sense of inspiration and practical tools you can implement in your own life and career. Whether you want to advance your career in corporate or build something brand new, let's embark on a journey to discover how you can show up authentically in your career—by working your way.

Recent Episodes

93. Building the Rooms You Want to Be In with Leah Haselhorst
MAY 21, 2026
93. Building the Rooms You Want to Be In with Leah Haselhorst
What does it look like to prepare for opportunity before it arrives?In this episode, I talk all about this with Leah Haselhorst, VP of Marketing at Seed Talent, an employee enablement and brand training platform in the cannabis industry. Leah’s career began in music journalism, concerts, and large-scale events in Chicago before eventually leading her into cannabis marketing, where she found a powerful connection between her skills, her values, and the impact of the work.We talk about what Leah learned from high-pressure event environments, including how to set the tone in a room, manage other people’s energy without absorbing it, and move from perfectionism and people-pleasing toward a more grounded version of leadership.Leah also shares what happened after she was laid off and how she rebuilt her confidence, visibility, and direction with intention. She talks about using LinkedIn to build real relationships, reconnecting with mentors, sharing her work more openly, and creating the conditions for her next opportunity to find her.We also get into self-directed learning and how Leah created her own “YouTube University” to grow into a broader marketing leadership role, from SEO and product marketing to leadership and marketing metrics.This conversation explores career reinvention, personal branding, burnout, thought work, cannabis marketing, and what it means to build the rooms you want to be part of.Resources:Learn more about Seed Talent: https://seedtalent.com/Connect with Leah on LinkedIn: https://www.linkedin.com/in/leah-haselhorstEpisode 61. How do I define my personal brand? | Career QuestionsEpisode 91. Learning Your Way Into the Future with Amie NinhConnect with me:InstagramLinkedInYouTubeselfatwork.comProduced by NOVA
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72 MIN
92. Analyzing and Figuring It All Out as an Enneagram Type 5
APR 23, 2026
92. Analyzing and Figuring It All Out as an Enneagram Type 5
When your first instinct is to analyze, understand, and figure things out for yourself, what might that reveal about how you create safety in the world?In this episode, I sit down with my friend and podcast producer, Hayden Lyon, for a nuanced conversation about Enneagram Type 5 and the core patterns of analysis, self-sufficiency, and competency. Together, we unpack how those traits show up in Hayden’s life, from his resistance to authority to his drive to optimize, understand, and rely on himself first.Hayden shares stories from a life that has taken many forms, from punk bands and motorcycle journeys across Europe to building a podcast production business and creating a life on his own terms. As we talk, we sort through three possible Enneagram Types and unpack the deeper motivations underneath his behavior: his resistance to authority, his drive to optimize everything, his need to feel capable and competent, and his tendency to analyze rather than emote.This conversation became a fascinating look at what it means to live primarily through the mind. We talk about self-sufficiency, overthinking, and emotional detachment.. In the second half of the episode, Hayden returns after reflecting on his type, and we go deeper into what it means for him to identify as a Type 5, including the gifts of that pattern and the places where it may be keeping him stuck.If you’ve ever wondered why you rely so heavily on being capable, knowledgeable, or hyper-rational, this episode offers a nuanced and very human window into those patterns. And, if you’re just curious about the Enneagram, this episode gives you a glimpse into what exploring and understanding your type can actually sound like in real life.Want to explore this tool for yourself? Here’s my Enneagram Typing Self-Reflection Guide:I just want to download the docI want emails to guide me through the processWant to connect with Sandhya for yourself or your team? Here’s how:Set up a call with SandhyaResources:Learn more about Hayden’s work at novapodcasting.comConnect with me:InstagramLinkedInYouTubeselfatwork.comProduced by NOVA
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90 MIN
90. Being Seen Beyond Performance as an Enneagram Type 3
FEB 26, 2026
90. Being Seen Beyond Performance as an Enneagram Type 3
What do you do when you see yourself in two Enneagram types — and can’t quite tell which one fits?In this episode, we continue our Exploring Enneagram Types series with my friend and fellow entrepreneur, Claudia Richman. What started as a typing conversation quickly evolved into a deeper exploration of identity, ambition, autonomy, and what it really means to be seen.Claudia shares her journey from high-powered leadership roles in advertising and tech to building her own businesses on her terms. We explore the tension between achievement and authenticity, the difference between success and autonomy, and how growing up in a highly controlled environment shaped her relationship with rebellion, control, and self-expression.Along the way, we pause to discern between Type 3 and Type 8 — two assertive types that can get confused. Both can be competitive, direct, and independent. But the “why” beneath those behaviors is very different. We take a nuanced look at how to tell the difference by exploring the ways major familial influences shape our behaviors and examining the “thing behind the thing” to understand our motivations. If you’ve ever identified with being the capable one, the achiever, the role model, or the person who holds it all together, this episode will resonate.Want to explore this tool for yourself? Here’s my Enneagram Typing Self-Reflection Guide:I just want to download the docI want emails to guide me through the processWant to connect with Sandhya for yourself or your team? Here’s how:Set up a call with SandhyaResources:Follow Claudia’s work at wegrowforward.comConnect with Claudia on LinkedInConnect with me:InstagramLinkedInYouTubeselfatwork.comProduced by NOVA
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82 MIN
89. Separating Achievement from Worth as an Enneagram Type 3
JAN 29, 2026
89. Separating Achievement from Worth as an Enneagram Type 3
What happens when your sense of worth has always been tied to achievement—and you start to question whether that definition still fits?In this episode, I sit down with my longtime friend and fellow entrepreneur, Arden Evenson, for a nuanced conversation about Enneagram Type 3 and the evolution of ambition, success, and self-worth. Arden reflects on how external validation, practicality, and being “the reliable one” shaped her early career and relationships, and why she’s been intentionally reexamining those patterns as her life and priorities have shifted.We move beyond the stereotypical Type 3 narrative to explore achievement through caretaking, adaptability, and being easy to be with. I also share my own experience as a Type 3, including the tension between productivity and presence, the discomfort with stillness, and the fear that if we stop doing, we might stop belonging.If you’ve ever felt pressure to earn your place, struggled to redefine ambition, or wondered who you are without your accomplishments, this episode offers new language and permission to practice compassion, embracing a softer way forward.Want to explore this tool for yourself? Here’s my Enneagram Typing Self-Reflection Guide:I just want to download the docI want emails to guide me through the processWant to connect with Sandhya for yourself or your team? Here’s how:Set up a call with SandhyaResources:Connect with Arden on LinkedInEpisode 83. The Ambitious Person’s Guide to Working LessConnect with me:InstagramLinkedInYouTubeselfatwork.comProduced by NOVA
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80 MIN