Chief of Staff

Perpay - Career's Page•Philadelphia, PA

3d•Onsite

About The Position

This is a rare opportunity to work at the center of a high-growth fintech company, reporting to the Office of the CEO and working closely with the leadership team. The role offers unmatched exposure to how decisions get made, how priorities are set, and how a business is actually run. As Chief of Staff, you will help keep the CEO and leadership team organized, informed, and focused on the company’s most important priorities. The role blends coordination, execution, and problem solving. Some days will involve preparing materials for leadership or board meetings, managing the CEO’s schedule and priorities, or ensuring key follow-ups happen. Other days will involve digging into an ad hoc project, helping pressure-test an idea, or supporting an initiative that moves the business forward. This role is ideal for someone who is intensely curious, highly organized, and excited by ambiguity. You will be trusted with real responsibility, given visibility few roles offer, and pushed to grow quickly.

Requirements

4-6 years of experience in highly operational or analytical roles
Strong judgement and curiosity with a desire to understand why things work, not just what is happening
Excellent written and verbal communication skills with the ability to distill complexity into clear, concise insights
Exceptional organization and follow-through with the ability to manage multiple work streams at once
Comfort operating in fast-moving, unstructured environments with a bias toward action
High integrity and discretion with the ability to handle sensitive information and high-stakes conversations
Analytical thinking and comfort breaking down ambiguous problems and forming independent perspectives
Low ego and high ownership with a willingness to do whatever it takes to move the business forward
A genuine desire to learn how to run a company and build toward future leadership roles

Responsibilities

Be a thought partner and strategic advisor to the Office of the CEO by driving collaboration, challenging ideas, offering different perspectives, and enabling individual and collective growth
Act as a force multiplier for the Office of the CEO by unlocking the team from day-to-day operations, driving collateral creation, preparing meeting agendas, and coordinating action item execution
Lead and run with ad hoc projects by jumping into ambiguous problems and driving initiatives from concept through execution
Identify gaps, risks, and opportunities across the business by staying close to leadership priorities and proactively bringing thoughtful solutions forward
Act as connective tissue across leadership by sharing context, coordinating communication, and ensuring the right information reaches the right people at the right time

Benefits

Meaningful compensation and equity
Premium medical benefits (fully paid base plan, and very reasonable premium for the buy-up option)
4% employer 401k match
Unlimited PTO policy
Remote weeks around major holidays + extra holiday on weekends like MDW and LDW
High quality catered lunch by local chefs, 4 days / week
Gym subsidy
Paid cell phone + plan
Student loan repayment program
Relocation assistance
Generous team member discounts