Joining Rocket Money as VP of AI Engineering

Leading AI engineering at Rocket Money to write the playbook for how engineering teams operate in the AI era

3 minute read

I'm starting a new role as the VP of AI Engineering at Rocket Money!

After five years at Murmur Labs building Murmur, Supermanage, and Plumb, I'm joining Rocket Money to build something I couldn't stop thinking about: the playbook for how engineering teams operate and build with AI in the AI era.

Why Rocket Money

Rocket Money has the perfect intersection of real AI experience and genuine openness to finding pragmatic ways to use it.

This role gives me the best opportunity to use what I learned from three years building reliable AI products and AI-augmented teams.

What I'm Building

Two things together: help the engineering organization become more AI-augmented, then discover what AI-native personal finance actually looks like.

The constraints that shaped how we built software for the last decade are gone. Small teams with exceptional judgment can now do what used to require whole departments.

AI-Native Personal Finance

AI-native means rethinking from first principles, not bolting chatbots onto existing features.

Understanding intent not just transactions, predicting behavior before problems emerge, automating expertise most people don't have.

The goal: help people have more money by helping them save it where it matters.

The Pragmatic Approach

Some AI optimists are comfortable with 5% error rates, but we can't afford that with people's money.

AI can augment how humans work (rather than replacing judgment), with the best experiences being invisible rather than chat interfaces.

We're building for what AI can reliably do today and tomorrow, not betting on AGI changing everything.

Small Teams, Exceptional Judgment

Building deliberately small: 10-15 exceptional engineers where every hire raises the bar.

Small teams eliminate coordination tax, with information flowing instantly and ideas tested in days instead of quarters.

We're building abstractions that let product experiment without waiting on engineering.

Why This Matters

If this works, it becomes a repeatable playbook for how engineering teams can operate in the AI era.

I'll be documenting what works and what doesn't as we go. Some experiments will fail, that's the model working correctly.

I'm stoked to join Rocket Money in the most interesting time to be a software engineer building software. Can't wait!

Commonly Asked Questions

These are the questions I've gotten so far from people who've known about this opportunity:

Will you still be remote? - Yes, I'm going to continue to be remote (now going on 10+ years), working from Colorado Springs, CO.
Are you hiring? - Not yet, I'll be leading a small group and once I understand what we need, we'll figure out what's next.
Will you still write code? - This is an unconventional executive role in that I'll be contributing to code and the infrastructure more frequently than most executive roles. I am excited about this, building is one of my favorite parts of the job.
What happened to the Plumb team? - So far, 4 of the other 6 members of the Plumb Team starts with me on Monday. Aaron Dignan (my co-founder from Plumb) will be VP of Agentic Products at Rocket Money, so we'll maintain a very similar working relationship to how we've been working.

First Cohort

No Coding Experience Required

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What I'm Building

Two things together: help the engineering organization become more AI-augmented, then discover what AI-native personal finance actually looks like.

The constraints that shaped how we built software for the last decade are gone. Small teams with exceptional judgment can now do what used to require whole departments.

AI-Native Personal Finance

AI-native means rethinking from first principles, not bolting chatbots onto existing features.

Understanding intent not just transactions, predicting behavior before problems emerge, automating expertise most people don't have.

The goal: help people have more money by helping them save it where it matters.

The Pragmatic Approach

Some AI optimists are comfortable with 5% error rates, but we can't afford that with people's money.

AI can augment how humans work (rather than replacing judgment), with the best experiences being invisible rather than chat interfaces.

We're building for what AI can reliably do today and tomorrow, not betting on AGI changing everything.

Why This Matters

If this works, it becomes a repeatable playbook for how engineering teams can operate in the AI era.

I'll be documenting what works and what doesn't as we go. Some experiments will fail, that's the model working correctly.

I'm stoked to join Rocket Money in the most interesting time to be a software engineer building software. Can't wait!

Commonly Asked Questions

These are the questions I've gotten so far from people who've known about this opportunity:

Will you still be remote? - Yes, I'm going to continue to be remote (now going on 10+ years), working from Colorado Springs, CO.

Are you hiring? - Not yet, I'll be leading a small group and once I understand what we need, we'll figure out what's next.

Will you still write code? - This is an unconventional executive role in that I'll be contributing to code and the infrastructure more frequently than most executive roles. I am excited about this, building is one of my favorite parts of the job.

What happened to the Plumb team? - So far, 4 of the other 6 members of the Plumb Team starts with me on Monday. Aaron Dignan (my co-founder from Plumb) will be VP of Agentic Products at Rocket Money, so we'll maintain a very similar working relationship to how we've been working.