Director, People Operations, Programs, & AI Innovation

Wealth Inc.; New York, Northern (NY, KY); Hybrid; USD 170,000 - 260,000; Full time

Benefits offered by this job

Hybrid work in NYC

Health insurance

Life insurance

Parental leave

Equity via Carta

401k match

Flexible PTO

Birthday leave

Free estate planning

Job summary

Wealth.com in New York City is seeking a transformative Head of People to design and run an AI-native People function from day one. You’ll own onboarding, feedback cycles, compensation, leveling, and the data you need to see the company clearly, partnering with the Chief People Officer.

You’ll build scalable programs, runbooks, and dashboards, then hand them off for autonomous operation. This role combines strategy, product-like execution, and people leadership.

Qualifications

• You’ve built something real from scratch and can explain what worked and what you’d change.
• You think like a builder and plan next versions as soon as something ships.
• You’re comfortable operating what you build because early on there may be no handoff.
• You bring structure and calm to a fast, creative place and can engage senior, technical leaders.
• You’ve shipped a dashboard, an automation, or an internal tool that a team actually uses.
• You’ll build compensation and leveling with market data and own the judgments.

Responsibilities

• Build the systems for onboarding, feedback, compensation, leveling, and data visibility.
• Scope programs like a product: identify need, ship version, measure, improve.
• Build and run programs in their first cycle to experience real-world outcomes.
• Hand programs to the People Operations & Employee Relations Director and move to the next project.
• Own the design so changes return to you after execution.
• Ensure programs aren’t finished at launch—create runbooks and failure modes for others to execute.

Skills

Builder mindset

Dashboarding

Automation

Internal tools

Data analysis

PeopleOps leadership

Tools

Carta

Workday

Job description

About Wealth.com

Wealth.com is the industry's leading AI Wealth Management platform, empowering financial advisors to offer modern, comprehensive estate planning solutions to their clients. By combining cutting‑edge technology, AI, and unmatched human expertise, we deliver a seamless experience that sets us apart. Beyond having one of the most coveted domain names in FinTech, wealth.com is a dynamic, revenue‑generating startup experiencing rapid yet sustainable growth.

A key reason behind our position as the #1 estate planning platform is our team. Our people thrive in a collaborative, supportive culture that fosters innovation and makes wealth.com a place where everyone truly enjoys working. Wealth.com is certified as a Great Place to Work for 2024 and named a 2024 finalist for Fast Company's Best Workplaces for Innovators!

Role Overview

You’ll build Wealth.com’s People function and make it AI native from day one. You’ll own the systems that help exceptional people join, grow, and stay: onboarding, feedback and performance cycles, compensation and leveling, and the data leadership uses to see the company clearly. You’ll be the closest partner to the Chief People Officer, helping a fast, creative place hold its shape as it scales.

What You’ll Do

• Build the systems that make this a place exceptional people don’t want to leave: how people join us and get good fast, how we set expectations and give each other feedback, how we pay and level people, and the data leadership uses to see the company clearly.
• Scope a program like a product: find the real need, ship a first version, measure it, make it better.
• Build it, then run it. Every new program you create, you operate through its first full cycle yourself, so you feel what breaks in the real world rather than hearing about it secondhand.
• Hand programs to the People Operations & Employee Relations Director to maintain, and move on to build the next thing.
• Own the design so changes come back to you after the People Operations & Employee Relations Director runs the process.
• Ensure a program isn’t finished when it launches. It’s finished when someone else can run it without you, which means a written runbook, the failure modes named, and them executing it once while you watch.
• Build everything to run without a person chasing it.
• Set the standard for how the function uses AI, integrating automation, internal tools, and analysis throughout your work.
• Build dashboards and data work that show leadership who’s thriving, who’s at risk, and where we’re thin, building on data the People Operations Director owns and maintains.
• Build onboarding so good that new hires are productive and confident by week two.
• Build a performance and calibration cycle that’s live and trusted.
• Build comp bands and job family matrices that fit the company we’re actually building.
• Hand over at least one program fully and have it running without you.
• Ensure operational work mostly runs itself.

What You’ll Bring

• You’ve built something real from scratch, and you can walk through what worked and what you’d change. Maybe a performance cycle, maybe an onboarding program, maybe a product or an operation somewhere else entirely and people problems are what pull you now.
• You think like a builder. The moment something ships, you’re already seeing the next version.
• You’re comfortable operating what you build, because for the first couple of quarters there’s nobody to hand it to yet.
• You bring structure and calm to a fast, creative place, and you hold your own with senior, technical leaders.
• You’ve shipped a dashboard, an automation, or an internal tool a team actually uses.
• You don’t flinch at judgment calls. You’ll build compensation and leveling with market data and a consultant behind you, but the judgment calls are yours.

Benefits & Perks

• Hybrid work arrangement in New York City (3x a week)
• Excellent medical, dental, and vision insurance options, with low-cost premium structures that demonstrate our commitment to offering great value to our employees.
• 100% company-paid basic life insurance, short-term and long-term disability insurance.
• 100% paid parental leave upon eligibility.
• Company equity managed through Carta.
• 401k with match and 100% vesting upon hire.
• Flexible PTO in an environment where taking time off to relax or recharge is supported and encouraged.
• Take time off for holidays—and yes, your birthday counts too. Celebrate, relax, and recharge without thinking twice.
• Free estate planning for life!

Wealth is an equal opportunity employer and encourages people from all backgrounds to apply. Should you have a disability or special need that requires accommodation, please let us know.