Most Loved Workplace® Certified JobLead Software Engineer, AI-Native
Most Loved Workplace® Certified JobAbout the Role
At FreeWill, a Most Loved Workplace® certified employer in the Internet/E-Commerce space.
FreeWill is looking for a Lead Software Engineer (AI-Native) to help reimagine how software is built at FreeWill. This role involves orchestrating AI development systems using tools like Claude Code, Codex, Cursor, and other emerging AI-native toolchains to rapidly rebuild and evolve existing products. The role reports into the R&D organization (Director of Engineering) and partners closely with product and design to deliver high-impact improvements to user experiences.
Want to learn more about what it's like to work at FreeWill? View our full profile.
Requirements
- 7+ years of experience as a software engineer
- Strong experience building and shipping production systems across the full stack
Prefer to apply on the company's career site?
View Original Posting
Why This Is a Most Loved Workplace® Certified Job
Systemic Collaboration
Our employees have a positive vision for the future because every day they show up to work and build things that help nonprofits raise money. They can directly see the impacts of their work shifting money into high-impact organizations.
Positive Vision for the Future
FreeWill values of kindness, courage, focus and joy are aligned with our employees because they want to show up every day to do work that matters toward a clear goal, be treated well by colleagues, and celebrate wins, big and small.
Alignment of Values
They are very transparent with the team and act on feedback they receive. For example, when they heard from employees that there wasn’t enough clarity on our strategy, they started providing a bi-weekly update in our all-team meeting to make sure that employee’s had that focus.
Respect
We do a monthly Ask Me Anything with our co-CEOs where employees anonymously submit questions, ideas and feedback and the co-CEOs spend an hour responding to them live. We do regular pulse surveys and an annual engagement survey to create additional anonymous ways for people to raise concerns and share ideas and feedback.
Killer Outcomes
Employees at FreeWill collaborate by working together to build, design, and roll out products that help nonprofits raise money. We have brainstorm sessions, collaborative decision “gate” meetings, and use Slack to be in regular communication about projects.
Frequently Asked Questions About Working at FreeWill
Common questions candidates ask about this role and FreeWill's workplace
Apply for Lead Software Engineer, AI-Native
Submit your application directly to the FreeWill team. Let them know why you'd be a great addition to their loved place to work.

.png)