Chief of Staff to the Founder + CEO

Parento; United States; Remote; USD 177,000 - 295,000; Full time

Job summary

Parento, a pioneering leader in paid parental leave, seeks a Chief of Staff to drive its financial operations and project management. This strategic role involves collaborating closely with the CEO to enhance workplace equity for working parents while managing key financial and operational processes. The successful candidate will have significant experience in a fast-paced startup environment and possess strong financial modeling skills, along with exceptional problem-solving abilities.

Qualifications

• 5-7 years of professional experience in management consulting, investment banking, or startup operations.
• Strong financial modeling and Excel skills.
• Experience with data analytics and performance tracking systems.

Responsibilities

• Rebuild and maintain financial model, manage A/R and billing.
• Track and report on marketing performance metrics, creating dashboards.
• Lead implementation of new tools, ensuring cross-functional alignment.

Skills

Financial modeling

Project management

Data analytics

Problem-solving

Attention to detail

Education

Bachelor's degree in Finance, Economics, Business, or related field

Job description

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Parento is the first provider for paid parental leave, distributing the first and only paid parental leave insurance and parental support program. Our holistic program enables companies to offer paid maternity and paternity leave to all employees.

Designed to support working parents while alleviating HR’s workload, Parento’s white glove leave concierge handles the complexities of leave management, payroll calculations, compliance, and claims, while providing emotional and parent coaching for employees. Our proprietary program boasts a 95% return-to-work rate and guides employees through the process before, during, and after leave to ensure a seamless re-onboarding.

Position Overview:

We are seeking a strategic, financially-savvy Chief of Staff to work directly with our Founder & CEO, as we scale our innovative paid parental leave insurance solution. This is a unique opportunity to join a mission-driven company that enables employers to retain and elevate working parents, particularly working mothers, while making a significant impact on workplace equity and economic growth.

As Chief of Staff, you will be a critical extension of the CEO, owning financial operations, analytics, project management, and investor relations functions during a pivotal growth phase. You'll play an instrumental role in building the operational foundation that will support Parento's continued success.

Key Responsibilities:

Financial Operations (40%):

• Rebuild and maintain our financial model (currently 4 months behind)
• Manage A/R, billing, and revenue recognition processes for multiple revenue streams (commissions and annual fees paid quarterly)
• Identify, select, and implement new financial tools to improve tracking and reporting
• Oversee financial performance tracking and analytics
• Bridge the gap between finance, tech, and underwriting teams on integrated systems

Performance Analytics (30%):

• Track and report on marketing performance metrics
• Monitor sales pipeline by channel
• Create and maintain dashboards for key business metrics
• Develop data-driven insights to guide strategic decision-making

Project Management (20%):

• Lead implementation of new tools and systems to integrate disparate operations
• Create structure and urgency around key projects
• Ensure cross-functional alignment on strategic initiatives
• Drive projects independently with minimal guidance
• Establish processes where none currently exist

Investor & Executive Support (10%):

• Prepare investor materials and meeting agendas
• Support fundraising and strategic partnership efforts
• Handle administrative functions currently managed by the CEO
• Participate in strategic planning and execution

Qualifications:

Must-Haves

• 5-7 years of professional experience with background in management consulting, investment banking, or startup operations - or former startup found
• Strong financial modeling and Excel skills with demonstrated ability to build and maintain comprehensive financial models, preferred
• Experience with data analytics and establishing performance tracking systems
• Proven track record of successfully managing complex projects independently
• Previous work in a fast-paced, resource-constrained startup environment
• Exceptional self-direction and ability to solve problems with minimal oversight
• Ability to work remotely during East Coast business hours
• Strong attention to detail and ability to drive projects to completion
• Experience implementing systems and processes from scratch
• Bachelor's degree in Finance, Economics, Business, or related field

Non-Negotiables

• Must be comfortable working in a remote-first environment
• Must be able to handle multiple competing priorities
• Must be able to receive direct feedback without taking it personally
• Must be tenacious and able to figure out solutions independently
• Must be able to balance strategic thinking with tactical execution

Nice-to-Haves

• Experience preparing investor materials or supporting fundraising efforts
• Understanding of insurance industry or benefits administration
• Experience with revenue recognition in complex business models
• Previous Chief of Staff or similar role working directly with founders/executives
• Experience with sales or marketing operations and performance tracking
• Background in implementing financial or operational systems

Seniority level

• Seniority level

  Executive

Employment type

• Employment type

  Full-time

Job function

• Job function

  Administrative

• Industries

  Insurance

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