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Data Career Transformations

Data Career Transformations

Written by: dbt Labs
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Data Career Transformations is the show where we watch Analytics Engineers. Data Engineers, Data Analysts & Data scientists TRANSFORM their careers. Hosted by Bolaji Oyejide, dbt Community Manager. About the dbt Community: We've always believed the best way to get better at data is by sharing what you're learning. 

 That's why we built the dbt Community—a place where data pros at every level can ask questions, debate ideas, and push each other forward. 

It's not just about solving today's problems—it's about building what's next, together. 
dbt Community - for and by data pros. * Build reliable transformation pipelines. * Test & deploy models. * Optimize queries. * Structure data for self-serve analysis. Come hang out and transform with 70,000 of the brightest Analytics Engineers, Data Engineers, Data Analysts, and Data Scientists in the world. Join the dbt Community getdbt.com/community The podcast is sponsored by dbt Labs, makers of the data transformation framework dbt. To reach our team, drop a note to podcast@dbtlabs.com© 2025 Careers Economics Personal Success
Episodes
  • 25: From COBOL Developer to Insurance Data Engineer: Brad Cronkrite
    Sep 2 2025

    Description:

    In this conversation, Brad Cronkrite shares his journey from a developer to a lead data analytics engineer at Mercury Insurance. He discusses the critical role of data in the insurance industry, the challenges and opportunities presented by AI, and the importance of mentorship and self-awareness in career growth.

    Brad also emphasizes the significance of maintaining a work-life balance and understanding the dynamics of introversion in the workplace. He shares insights on empowering analytics teams through dbt mesh and reflects on past data disasters that shaped his approach to data engineering.

    Takeaways:

    • Brad's journey in data began as a developer on a mainframe.
    • Data is foundational in the insurance industry, influencing pricing and risk assessment.
    • Empowering analytics teams with dbt mesh allows for greater flexibility and ownership.
    • Finding your niche in data can lead to greater job satisfaction.
    • Day-to-day work in data engineering involves project management and troubleshooting.
    • AI can enhance workflows but must be used responsibly in decision-making.
    • Data disasters can lead to valuable learning experiences and improved processes.
    • Interviewing for data roles often reveals knowledge gaps that need addressing.
    • Understanding introversion can improve team dynamics and productivity. Measuring success in data work involves visibility and trust from leadership.

    Chapters:

    • 00:00 Brad's Journey into Data
    • 02:44 Navigating Imposter Syndrome
    • 05:38 Data's Role in the Insurance Industry
    • 08:22 Empowering Analytics Teams with dbt Mesh
    • 10:58 Finding Your Niche in Data Engineering
    • 13:27 The Structure of Brad's Data Team
    • 16:10 Building a Robust CI/CD Pipeline
    • 19:07 The Role of AI in Data Engineering
    • 21:44 Navigating Data Disasters
    • 24:15 Interview Insights and Challenges
    • 26:53 Understanding Introversion in the Workplace
    • 32:22 Proud Projects and Their Impact
    • 36:03 Mentorship and Career Growth
    • 37:14 Advice for Aspiring Data Professionals

    Speakers:

    • Guest: Brad Cronkrite, Lead Data Analytics Engineer, Mercury Insurance
    • Host: Bolaji Oyejide, Community Manager at dbt Labs

    We're Building the Future of Data. Together.

    We've always believed the best way to get better at data is by sharing what you're learning. That's why we built the dbt Community—a place where data pros at every level can ask questions, debate ideas, and push each other forward.

    It's not just about solving today's problems—it's about building what's next, together.

    • Crowdsource solutions—70,000+ people who've been there, done that.
    • Find your crew—meet others who use the same tools you do.
    • Stay at the cutting edge—discussions, meetups, and game shows keep things fresh.

    👉 Jump in and say hi—join the dbt Community now.

    Show More Show Less
    44 mins
  • 23: From Nonprofit & Education, to Senior BI Analyst @ JustWorks: Millie Symns
    Aug 31 2025

    In this episode of Data Career Transformations, Bolaji interviews Millie Symns, a senior Business Intelligence analyst at JustWorks.

    Millie shares her journey into the data field, emphasizing the importance of mission-driven work and the intersection of data and education. She discusses her current role, the challenges of communicating data insights to non-technical stakeholders, and the significance of mentorship in the data community.

    Millie's insights on data literacy, measuring business impact, and the value of collaboration highlight the evolving landscape of data careers.

    Chapters:

    • 02:48 Millie's Journey into Data
    • 05:36 The Intersection of Data and Mission-Driven Work
    • 08:19 Millie's Data Origin Story
    • 11:06 Current Role at JustWorks
    • 13:47 Career Path and Previous Roles
    • 16:32 Stakeholder Communication Challenges
    • 19:09 Data Literacy and Its Impact
    • 24:29 Understanding Data Through Personal Experience
    • 28:18 The Pressure of Quick Answers in Data
    • 29:10 Navigating Business Context as a Data Analyst
    • 32:29 Celebrating Small Wins in Data Projects
    • 35:51 Measuring Business Impact of Data Work
    • 39:45 The Importance of Mentorship in Data Careers

    Takeaways:

    • Millie's journey into data began with a passion for education and access to resources.
    • She emphasizes the importance of mission-driven work in the data field. Millie's first job involved education evaluation, which shaped her data career.
    • She transitioned from nonprofit to corporate, bringing her mission focus with her.
    • Millie values the role of data in solving collective issues rather than individual problems.
    • Her current role at JustWorks involves helping stakeholders make data-driven decisions.
    • Millie highlights the challenges of communicating data insights to non-technical stakeholders.
    • Data literacy varies across industries and impacts the quality of stakeholder requests.
    • Measuring the impact of data work is challenging but essential for data professionals.
    • Mentorship is crucial for growth in the data field, both as a mentor and mentee.

    Speakers:

    • Guest: Millie Symns, Senior BI Analyst at JustWorks
    • Host: Bolaji Oyejide, Community Manager at dbt Labs

    We're Building the Future of Data. Together.

    We've always believed the best way to get better at data is by sharing what you're learning. That's why we built the dbt Community—a place where data pros at every level can ask questions, debate ideas, and push each other forward.

    It's not just about solving today's problems—it's about building what's next, together.

    • Crowdsource solutions—70,000+ people who've been there, done that.
    • Find your crew—meet others who use the same tools you do.
    • Stay at the cutting edge—discussions, meetups, and game shows keep things fresh.

    👉 Jump in and say hi—join the dbt Community now.

    Show More Show Less
    46 mins
  • 22: From Semi-Pro Baseball to Dir of Engineering @ BetterHelp, w Johnathan Brooks
    Aug 29 2025

    Description:

    In this conversation, Bolaji and Johnathan "JB" Brooks discuss JB's journey from semi-pro baseball player to a data engineering leader at BetterHelp. They explore the balance between mental health and high-pressure environments, the importance of dbt and Kimball modeling in data engineering, and the evolving landscape of AI and machine learning.

    JB shares insights on communication skills, measuring the value of data work, and the significance of understanding stakeholders. The discussion emphasizes the need for empathy and personal connection in professional success, along with practical advice for aspiring data professionals.

    Takeaways:

    • JB played semi-pro baseball and has a passion for mental health.
    • The pressure of perfection can lead to mental health challenges.
    • Mental health awareness is crucial in high-pressure environments.
    • JB's career began in the insurance industry before transitioning to data engineering.
    • He adopted dbt early on, recognizing its potential in data transformation.
    • Machine learning and AI are rapidly evolving fields in data engineering.
    • BetterHelp's mission aligns with JB's values and career goals.
    • Communication skills are essential for data professionals to convey value.
    • Understanding stakeholders is key to being a valuable data professional.
    • Professional success should be defined by personal values, not external expectations.

    Chapters:

    • 00:00: Introduction to JB's Journey
    • 06:09: Mental Health Awareness in High-Pressure Environments
    • 09:09: JB's Career Beginnings in Insurance
    • 10:33: Early Exposure to DBT and Data Engineering
    • 11:24: Transitioning to Solutions Architect
    • 13:18: Navigating the Data Engineering Landscape
    • 19:49: Interview Insights and Lessons Learned
    • 21:49: Joining BetterHelp and Work-Life Balance
    • 24:21: The Impact of AI on Human Productivity
    • 26:51: The Importance of Human Connection in Tech
    • 27:41: Understanding Kimball Dimensional Modeling
    • 29:46: Modern Applications of Kimball Modeling
    • 31:21: Challenges and Pitfalls of Kimball Modeling
    • 36:58: Team Structure and Collaboration in Data
    • 37:55: Data Disasters and Lessons Learned
    • 39:38: Proud Projects and Their Impact
    • 40:58: Measuring the Value of Data Work
    • 42:56: Honing Communication and Persuasion Skills
    • 46:09: Defining Professional Success
    • 50:55: Encouragement for Emerging Data Professionals

    Speakers:

    • Guest: Johnathan JB Brooks, former Director of Data Engineering at BetterHelp. (Now Principal Data & AI Architect at Astrodata)
    • Host: Bolaji Oyejide, Community Manager at dbt Labs

    We're Building the Future of Data. Together.

    We've always believed the best way to get better at data is by sharing what you're learning. That's why we built the dbt Community—a place where data pros at every level can ask questions, debate ideas, and push each other forward.

    It's not just about solving today's problems—it's about building what's next, together.

    • Crowdsource solutions—70,000+ people who've been there, done that.
    • Find your crew—meet others who use the same tools you do.
    • Stay at the cutting edge—discussions, meetups, and game shows keep things fresh.

    👉 Jump in and say hi—join the dbt Community now.

    Show More Show Less
    55 mins
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