About Parento

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:

They 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. With our team doubling following our current fundraising round, you'll play an instrumental role in building the operational foundation that will support Parento's continued success.

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
Analyze insurance performance data
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

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

Parento remote jobs

Chief of Staff