Guideshop Manager

Chicago, IL

Chicago – Lincoln ParkFull-Time | In-Person (Tuesday–Saturday) 
We offer a competitive compensation package that includes a base salary, a performance-based bonus, comprehensive benefits, and equity participation aligned with the role's scope and impact. 

Monica + Andy is a modern omnichannel brand specializing in baby and children’s clothing and accessories. We’re passionate about creating a warm, high-touch customer experience and building meaningful community through our Guideshops. As we continue to grow, we’re seeking a people-first, results-driven Guideshop Manager to lead our Chicago Lincoln Park location.

This role is ideal for a hands-on leader who thrives on the sales floor, loves developing teams, and brings equal parts operational rigor and heart to their work.

About the Role

The Guideshop Manager is the on-site leader for the Chicago Lincoln Park Guideshop, responsible for sales performance, team leadership, operational excellence, and delivering a best-in-class customer experience.

In addition to primary responsibility for Lincoln Park, this role will provide operational support for the Prentice pop-up location and collaborate with the Director of Channel Sales in supporting the UWS (NY) Guideshop as business needs evolve.

The Guideshop Manager partners cross-functionally with Brand Experience, Customer Experience, Merchandising, Marketing, and People teams to ensure the Guideshop delivers a consistent, elevated brand experience.

Monica + Andy Core Values: Self-awareness, Empathy, Intellectual honesty, Positive energy, JudgmentWhat You’ll Do

Guideshop Leadership & Team Development

  • Lead, coach, and develop the Guideshop Stork team, fostering a welcoming, accountable, and high-performing culture.
  • Conduct regular 1:1s and provide ongoing feedback, training, and performance support.
  • Manage staffing, scheduling, workflow, and productivity.
  • Handle personnel matters and administrative tasks in partnership with the Director of Channel Sales and Chief People Officer.
  • Educate and enforce brand standards, policies, dress code, and etiquette.

Sales Performance & Business Management

  • Own daily, weekly, and monthly Guideshop performance, including revenue, conversion, and AOV goals.
  • Analyze sales results and identify trends, opportunities, and areas for improvement.
  • Recommend and implement best practices to improve sales, operations, and customer engagement.
  • Conduct concierge appointments with customers and new registrants to deliver high-touch experiences.

Customer Experience & Brand Ambassadorship

  • Deliver a world-class, warm, and inclusive customer experience aligned with Monica + Andy’s brand pillars.
  • Coach the team on best-in-class service and selling behaviors.
  • Educate customers on products, culture, and community to drive foot traffic and loyalty.
  • Communicate effectively with customers across in-store, email, chat, phone, and social channels as needed.
  • Support the Customer Experience team during periods of high volume, including Saturdays.

Operations, Inventory & Merchandising

  • Oversee day-to-day Guideshop operations and ensure consistent store readiness.
  • Order supplies, process returns and custom sales, and manage weekly inventory counts.
  • Partner with Merchandising to execute sales-driven merchandising and store layout plans.
  • Ensure safety protocols, security procedures, and staffing coverage are followed at all times.

Events, Classes & Brand Experience Collaboration

  • Partner closely with the Head of Brand Experience, who owns planning and strategy for classes and events.
  • Support in-store execution, including setup support and day-of coordination.
  • Ensure the Stork team is prepared to promote upcoming classes and events.
  • Oversee in-store logistics, including check-in support, waivers, payments, and customer flow.
  • Maintain in-store calendars and approved marketing materials.
  • Share customer feedback and attendance insights to inform future programming.

Communication & Cross-Functional Partnership

  • Communicate company updates and initiatives clearly to the Guideshop team.
  • Send daily team notes and biweekly updates covering schedules, promotions, launches, and events.
  • Partner cross-functionally to ensure alignment across Sales, Brand Experience, CX, Merchandising, Marketing, and People.

Qualifications

  • 5+ years of retail leadership experience, preferably in apparel, specialty retail, or hospitality-driven environments.
  • Experience managing flagship, high-volume, or multi-location retail environments strongly preferred.
  • Proven experience managing and developing high-performing store teams.
  • Strong track record of driving sales results, including conversion and average order value.
  • Experience with store operations, scheduling, inventory management, and merchandising execution.
  • Demonstrated ability to deliver a premium, client-first customer experience.
  • Comfortable operating in a fast-paced, hands-on environment where leaders work alongside their teams.
  • Excellent communication skills across in-person, digital, and cross-functional settings.
  • Experience partnering with cross-functional stakeholders, including Marketing, Merchandising, and Customer Experience.
  • Highly organized with strong attention to detail and follow-through.
  • Passion for community-building, events, and experiential retail environments.
  • Alignment with Monica + Andy’s mission, product, and customer base.

Schedule & Physical Requirements

Schedule: Tuesday–Saturday, in person at the Chicago Lincoln Park Guideshop

Physical Requirements:Ability to stand for extended periods; lift and carry up to 25 pounds; climb ladders; and perform bending and squatting as part of daily operations.

Benefits & Perks

  • Comprehensive Medical, Dental + Vision Plans
  • FSAs + HSAs
  • Life + Disability Benefits
  • Optum Live and Work Well Services
  • 401(k) Savings Plan
  • Unlimited Vacation
  • Paid Sick Leave
  • Generous Parental Leave
  • Employee Discounts
  • Wellbeing Resources on MarketPlace™ Perks at Work
  • Commuter Benefits Program
  • Adoption Assistance Program
  • Training and Development
  • Generous Paid Company Holidays

Monica + Andy is an equal opportunity employer that makes merit-based employment decisions. Monica + Andy policy prohibits unlawful discrimination based on race, color, religious creed, sex, gender identity, marital or veteran status, age, national origin, ancestry, citizenship, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member), sexual orientation, pregnancy, or any other consideration made unlawful by federal, state, or local laws. It also prohibits discrimination based on the perception that anyone has those characteristics or is associated with someone who has or is perceived as having them. All such discrimination is unlawful.