Chicago Regional Operator
Part-Time
This is one of the most important roles at ParentConnect. We're looking for the kind of person who naturally brings people together - the friend who organizes the dinner, introduces people who should know each other, and makes everyone feel like they belong. You'll be the heart of our Chicago community - planning and hosting events, bringing parents together, and building relationships with local businesses and organizations that make ParentConnect more than an app. This is a rare opportunity to build something from the ground up: the systems you create, the partnerships you cultivate, and the community you build in Chicago will become the blueprint for every ParentConnect market that follows.
About Us
Early parenthood should be one of the most connected times in a person's life. Instead, for millions of families, it's one of the loneliest.
ParentConnect exists to rebuild the village. We're creating a new kind of social infrastructure that uses technology to help expecting and new parents form meaningful, lasting relationships in the real world. We thoughtfully match parents based on factors such as location, stage of parenthood, interests, experiences, and availability - and then facilitate in-person connection to each other and to community events and resources.
We are not building for more screen time. We are building for IRL friendship, support, and belonging.
Following a successful beta in Spring 2026, we are expanding into Chicago and creating the playbook for bringing ParentConnect to communities across the country. As one of our earliest hires, you’ll help build a mission-driven product from the ground up - and shape how technology can strengthen real human connection.
The Role
Responsibilities
Plan and lead in-person meetups, launch events, and community programming that brings members together offline, maintaining the company’s high standards for quality and trust
Recruit, train, and manage a network of local ambassadors within Chicago’s parent community
Source and cultivate local partnerships and sponsorships - including retailers, health systems, service providers, and event sponsors - in collaboration with the Head of Partnerships
Serve as the face of ParentConnect in Chicago, representing the brand at local events and building relationships across the community
Gather member feedback and local market insights to share with the product, design, and marketing teams
Requirements
Existing relationships, credibility, or strong ties within Chicago’s parent and family community
A natural community builder who enjoys connecting people and creating a strong sense of belonging
Comfortable serving as the visible, on-the-ground face of a new brand and representing ParentConnect across the city
Strong relationship-building and sales instincts, with the confidence to identify, pitch, and secure local partnerships
Energized by the pace, ambiguity, and hands-on nature of an early-stage startup, with a willingness to jump in wherever needed
Experience planning and executing community events, programs, or activations strongly preferred
Location & Commitments
Part-time, based in Chicago, approximately 20–25 hours per week
Availability to attend evening and weekend events is required
Apply
To apply, send your resume and a short note on why you're a fit to info@joinparentconnect.com.