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Operations Executive Assistant

Job in Philadelphia, Philadelphia County, Pennsylvania, 19117, USA
Listing for: Cherry Assistant LLC
Full Time position
Listed on 2026-10-03
Job specializations:
  • Business
    Business Administration, Office Administrator/ Coordinator
Salary/Wage Range or Industry Benchmark: 23000 USD Yearly USD 23000.00 YEAR
Job Description & How to Apply Below

We are hiring an Operations Executive Assistant to support a fast-growing, bootstrapped startup. This is a high-ownership role working directly with the founders and focused on managing the company's financial, legal, HR, compliance, and general operational backbone.

The ideal candidate is organised, commercially minded, comfortable working with numbers and contracts, and highly trustworthy when handling sensitive information. They should be confident working independently, solving operational problems with limited guidance, and communicating directly with external professionals such as accountants, lawyers, auditors, and service providers.

Key Responsibilities Finance & Accounts
  • Own the company's day-to-day accounts receivable and accounts payable processes.
  • Manage invoicing and follow up with clients to ensure payments are received on time.
  • Process company payments and maintain accurate financial records.
  • Maintain visibility of the company's cash position and provide relevant information to the founders.
  • Support the founders with day-to-day financial administration and operational matters.
  • Ensure financial tasks and follow-ups are completed accurately and on time.
Legal & Contract Administration
  • Handle day-to-day legal and contract administration for the business.
  • Review and draft commercial agreements, NDAs, and vendor contracts.
  • Identify potential legal issues and flag matters that require review by external counsel.
  • Maintain organised records of company contracts and legal documentation.
  • Communicate with external lawyers and other legal service providers as required.
  • Ensure contract-related tasks and follow-ups are handled efficiently.
HR & Internal Operations
  • Manage payroll administration and related documentation.
  • Maintain accurate HR records and employee documentation.
  • Support employee onboarding processes.
  • Maintain and update internal policies and operational documentation.
  • Handle general internal administration required to keep the business running smoothly.
  • Ensure recurring HR and operational processes are completed consistently.
Compliance & Immigration
  • Manage ad hoc client compliance checks and related administrative requirements.
  • Support UK visa and immigration administration.
  • Maintain accurate records and documentation relating to compliance and immigration matters.
  • Identify outstanding compliance or administrative requirements and ensure they are followed up.
  • Escalate matters requiring specialist advice where appropriate.
External Stakeholder Communication
  • Act as a primary point of contact for external accountants, auditors, lawyers, and other service providers.
  • Communicate professionally and confidently with external stakeholders.
  • Coordinate requests, documentation, and follow-ups between the company and external service providers.
  • Handle operational matters independently without requiring founder involvement in every interaction.
  • Maintain professional and effective relationships with external stakeholders.
Required Qualifications
  • 3+ years' experience in finance, legal operations, HR, business operations, or a similar role.
  • Experience working within a startup or high-growth business environment.
  • Strong numerical and financial administration skills.
  • Comfortable working with contracts, commercial agreements, and legal documentation.
  • Strong organisational and administrative skills.
  • High level of discretion and professionalism when handling sensitive information.
  • Ability to work independently and take ownership of operational responsibilities.
  • Strong attention to detail and ability to manage multiple priorities.
  • Confident communicating with senior professionals and external service providers.
  • Ability to identify problems and resolve operational issues with limited guidance.
Preferred Qualifications
  • Previous experience working within a VC-backed or startup environment.
  • Experience in finance, legal operations, HR operations, or business administration.
  • Experience managing accounts receivable and accounts payable.
  • Experience with commercial contracts, NDAs, and vendor agreements.
  • Experience working with accountants, auditors, lawyers, or external service providers.
  • Experience with payroll and HR administration.
  • Experience with compliance processes.
  • Experience with UK visa or immigration administration.
  • Previous experience in a high-growth or rapidly changing business environment.
Required Skills & Tools
  • Strong numerical and financial administration skills.
  • Excellent organisational and time-management skills.
  • Strong attention to detail.
  • Contract and document…
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