Community Manager (Chicago)

We’re Jiffy. We launched over a decade ago with a simple mission: use tech to combine an unparalleled level of customer service with the fastest delivery in the blank apparel, direct-to-film transfer, and custom apparel industries. We’re more than a T-Shirt company; we’re a support system for the creator + creator economy, home hobbyist, the small business owner, and more. Today, we help millions of small businesses build their vision from scratch.

Jiffy Shirts is currently on a mission to fundamentally disrupt the stagnant, multi-billion-dollar custom apparel industry. We are an AI-first company building the future of on-demand manufacturing and e-commerce. We have a profitable, fast-growing business, and we are reinvesting to build a future where fashion is instant, personal, and created by everyone.

We operate with a wartime mentality. Our culture is defined by speed, extreme ownership, and a relentless refusal to be blocked. We are not looking for someone who wants a comfortable 9-to-5. We are looking for operators who want to get in the fight, aggressively take on the market, and build something legendary.

Basic Qualifications

• You currently reside in Chicago and possess intimate, first-hand knowledge of its distinct neighborhoods, cultural hubs, economic arteries, and university ecosystems. This is a non-negotiable.
• You have a proven track record (5+ years) of launching and scaling local, field, or community marketing campaigns from the ground up, with specific demonstrable success in an urban market.
• You will be a real-world embodiment of a Jiffy Operator:

• Extreme Ownership: You see CHI market share, P&L, and team performance as a direct reflection of your leadership. There are no excuses.
• Extreme Bias for Action: You are a doer, not a delegator. You are uncomfortable with meetings that don't end in immediate next steps.
• Relentless Tenacity: You have a history of running through walls to achieve a goal. Problems are opportunities, not blockers.

• You are Data Zealot. You have deep experience managing a budget, setting and tracking KPIs for multi-channel campaigns (both online and offline), and holding yourself and your team accountable to ROI, CAC, and LTV.
• You are a proven leader and recruiter. You have experience hiring, training, and managing a distributed team of high-performing field operators or community managers.

• You have direct, hands-on experience with scrappy, guerrilla marketing tactics. You've run campus activations, launched dorm blitzes, negotiated local partnerships, and executed event hijacks yourself.
• You are proficient with hyper-local digital channels, including geo-targeted social media campaigns (Meta), Google My Business/Yelp optimization, and local SEM.
• You have experience thriving in a high-growth, ambiguous, and resource-constrained startup environment. You know how to make a dollar do the work of ten.

• You have strong negotiation skills for securing partnerships with everyone from university clubs to local business owners.

Preferred Qualifications

• You have an existing network within the Los Angeles small business, university, or creative communities.
• You have experience in the apparel, e-commerce, creator economy, or CPG space.
• You have a personal passion for AI, design, and leveraging new technology to solve old problems.

This role is not a fit for you if...

• This role WON'T have a large, established team or unlimited resources. You must be a builder and a doer from day one.
• This role WON'T have a slow, predictable 9-to-5 schedule. The mission requires operating with urgency at all times.
• This role WON'T be a fit for someone who needs perfect data or a rigid process to make decisions. You must thrive in controlled chaos.

• This role WON'T be for a pure strategist; you must be willing and eager to execute tactics on the ground yourself to lead your team by example.

Location: Remote within the Chicago area -  (may require travel as needed) 

Why You Will Love Working At Jiffy

• Opportunity to grow our marketing function through innovation in the rapidly evolving fashion, AI and image processing space.
• Collaborative and high growth environment, with direct impact on the company's strategic direction.
• High visibility and influence in marketing cutting edge e-commerce solutions.

What We Offer

• Compensation & Growth: Competitive salary, equity opportunities, and performance-based bonuses.
• Comprehensive Benefits: Full medical, dental, and vision coverage, with a portion of premiums paid by Jiffy.
• Retirement Planning: 401(k)
• Wellness Support: Annual wellness benefits to help you stay healthy and balanced.
• Tools for Success: Choice of MacBook or PC laptop, plus equipment for your home office setup.
• Perks & Extras: Annual credit of $200 to use on our website plus more team merch drops than you will know what to do with!
• Professional Development: Annual stipend to support your learning and career growth.

EEO

Jiffy is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristics. Jiffy considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Jiffy is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures.