Joshua Stewart, Founder & CEO of Caretra
About the Founder

Hi, I'm Joshua.

Founder & CEO, Caretra

I've loved weather for as long as I can remember, and people for just as long. Caretra is what happened when those two obsessions met a career full of turns: small forces, compounding into something bigger.

The weather thing

I studied atmospheric science because I loved it, and it quietly shaped how I think. The forecast is always uncertain. You plan, you adjust, you commit anyway.

The people thing

I just like talking to people. Conversations, introductions, being in the room. That's where all the good stuff has come from in my career.

Where I've been

From the greater Philadelphia area, educated in Miami, started my career in Boston, currently based in New York.

Why Caretra exists

Because good careers stall when nobody helps you connect the dots. I wanted to build the thing that does.

My Trajectory

Careers aren't ladders. Mine certainly isn't.

Every turn taught me that the map matters more than the title.

B.S. Atmospheric Science

University of Miami · Minors in Sustainable Business & Mathematics

Studied the systems behind weather and climate, paired with the quantitative rigor of mathematics and a grounding in how businesses can operate sustainably. The foundation for everything that came after.

Media, Partnerships & Community Builder

University Broadcast · Student Government · TikTok Campus Partnership

Built early experience translating complex topics for broad audiences, representing student interests to administration, and growing a brand partnership from zero to meaningful campus reach. The throughline: making ideas accessible and bringing people together around them.

Climate Policy & Stakeholder Engagement Analyst

Local City Government

Contributed to a city climate action plan by synthesizing technical and policy inputs into recommendations officials could act on. Learned that durable impact depends on aligning data, institutions, and the people they serve.

Audit & Assurance Sustainability Senior Consultant

Big 4 Company

Advisory work at the intersection of sustainability and assurance: helping clients understand climate risk, disclosure expectations, and how to build credible, decision-useful sustainability programs.

Contractor

LLM Coaching & Training

Coached and trained large language models, translating complex domain knowledge into feedback that makes AI more useful and accurate.

Sustainability Tax Incentives Senior

Big 4 Company

A strategic return to a Big 4 company to help companies actually implement sustainability initiatives by unlocking the tax incentives that make them financially viable.

Founder & CEO

Caretra

Building the tool I wished existed: one that names your career identity, surfaces adjacent paths, and helps you author a trajectory that's genuinely yours.

What the Path Taught Me

Three lessons I'd hand to anyone mid-turn

01

Complex problems are people problems

Whether it was a climate action plan or a sustainability disclosure, the hard part was never the data. It was aligning the humans around it. That's true of careers too.

02

Reinvention is a skill, not a risk

Every turn on my timeline looked unrelated from the outside. From the inside, each one compounded. Career change stops feeling scary the moment you can name what carries over.

03

Enjoyment is evidence

The work that energizes you is telling you something. I stopped treating that as a distraction from a serious career and started treating it as the compass for one.

"The goal isn't a perfect plan. It's a career that finally feels like you."