Project Assistant – Business Support (Remote, Project-Based)

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TYPE OF WORK

Part Time

SALARY

$5 – $7 USD / hour + performance bonus

HOURS PER WEEK

20

DATE UPDATED

Sep 11, 2026

JOB OVERVIEW

READ THE ENTIRE POST BEFORE APPLYING.

WE DO NOT READ FORM-LETTER APPLICATIONS. Lazy, copy-paste submissions won't get you anywhere with us.

ABOUT ICE CREAM SUNSHINE
Ice Cream Sunshine is a good-vibes signature ice cream tour and special events company based in Chicago, Illinois. We take guests on curated walking tours through Chicago's neighborhoods, treat them to delicious ice cream at local shops, share fun facts about the city, and create joyful shared experiences along the way. Good vibes are the core of who we are — and that extends to every person on our team.

GOOD VIBES ONLY COMPANY
We believe in good vibes, respect, value, appreciation, and fun as a company culture. We perform with excellence and have a good time along the way. Everyone on our team — full-time, part-time, or contractor — contributes to a culture people are proud to be part of.

THE ROLE
We're looking for an On-Call Project Assistant to support the business as a whole — not a single executive. This role blends front-facing and backend work: you'll help coordinate schedules and tasks, support communications, and occasionally join calls and meetings with our partners. This is not a personal assistant role — you're supporting the operations of the entire company.

WHAT YOU WILL DO
- Manage and update tasks, schedules, and workflows in ClickUp
- Support communications and coordination across the team
- Join calls and meetings with partners as needed — this role requires real engagement, not just note-taking
- Help keep projects, deadlines, and deliverables on track across the business
- Provide flexible, responsive support as priorities shift week to week
- Take on additional business-support tasks as they arise

YOUR WORK ENVIRONMENT
Because you'll be handling confidential business information and joining live calls with partners, you must have access to a WORK ENVIRONMENT THAT IS FREE OF DISTRACTIONS, CONFIDENTIAL, AND SET UP FOR HIGH-FOCUS WORK. A quiet, private space with reliable internet is a requirement, not a nice-to-have.

WHAT WE ARE LOOKING FOR
- 2+ years of experience in a virtual assistant, executive assistant, or project coordination role
- Proficiency with ClickUp (or strong project-management software experience)
- Strong written and spoken communication skills; comfortable on live calls with partners
- Ability to handle confidential information with discretion
- Organized, self-directed, and responsive — you don't need hand-holding to stay on top of things
- A positive, collaborative attitude that fits a good-vibes team culture

AVAILABILITY
This is an on-call, part-time role — being available does not guarantee a fixed number of work hours each week; hours flex with business need. That said, we do need you reachable and responsive during the day (9:00AM-5:00PM CDT), and able to join our weekly team check-in on Tuesdays at 2:00 PM CDT.

WHAT WE OFFER
- Competitive hourly rate + potential to grow into more hours or a full-time role as responsibilities expand
- A direct, collaborative relationship with the founder and operations team
- A good-vibes culture where we value and respect our team, hold ourselves to excellence, and have fun along the way
- Fun virtual team events — snack bonuses, virtual birthday parties, etc.

HOW TO APPLY
To be considered, please answer these 3 questions in your application:

1. Your experience — tell us about your background supporting a business or executive, and your experience with ClickUp or similar tools.
2. Your availability — your general daily availability, whether you can join calls/meetings as needed, and your availability to meet this week.
3. Your rate — your expected hourly rate.

BONUS (OPTIONAL, BUT PRIORITIZED):
Film a simple, short video (30–60 seconds) telling us what you like about this kind of work on project management and your favorite ice cream flavor — share the link with your application.

Essential qualities: you love to learn and you love to have fun.

The team at Ice Cream Sunshine wishes you joy always. ????

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