Our Past, Present, & Future

Based in San Francisco, the Margaret O'Leary clothing label has evolved from a specialty knits collection into a full line of innovative knitwear and sportswear. Founded in 1989 as a one-woman operation, Margaret O'Leary has since spurred 13 eponymous stores where fans of the label can shop the latest collections, along with a selection of Margaret's favorite footwear, jewelry, and specialty clothing designers. 

Margaret O’Leary is an independent, employee-owned business providing our community of daughters, sisters, moms, muses, mavens, and everyday miracle-makers with the comfort and confidence of sensible luxury. Inclusivity and social responsibility are a cornerstone of our brand and culture, and we welcome and celebrate the amazing diversity that’s so central to the human experience. Our recruitment process is dedicated to providing equal and fair opportunities to all candidates, regardless of race, ethnicity, gender, sexual orientation, religion, disability, or any other characteristic. 

Now is the perfect time to join the Margaret O’Leary team. Building a talented management and sales team is a priority for us. Recognizing the unique backgrounds and perspectives of all individuals, Margaret O’Leary is committed to providing a workplace where all employees feel safe, valued, and inspired to contribute their best work. As we expand our reach in new markets, our growing team will have promising opportunities for personal and professional growth.

A glimpse of Margaret O'Leary's design process.

Free Clothing

Receive your pick of free Margaret O'Leary clothing each month.

Employee Stock Ownership Plan (ESOP)

Become a invaluable stakeholder in Margaret O'Leary Inc.

Amazing Discounts

Enjoy generous discounts on Margaret O'Leary clothing and other fabulous brands.

Group of Margaret O'Leary employees wearing matching boucle sweaters.

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View Open Positions

Margaret O’Leary is proud to be an equal opportunity employer (EOE). 

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PART - TIME KEY HOLDER – Fillmore, CA

If you love fashion and working with people, we are looking for you! Based in San Francisco, the Margaret O'Leary clothing company is renowned for its beautiful collections of cutting-edge knitwear.

Our boutique in San Francisco is looking for a part-time Sales Associate/Key Holder to work approximately. 2-3 days per week, 15 to 20 hours. All applicants must be sales-driven and offer outstanding customer service. Must be available on Sunday and Monday.

Essential Qualifications:

-Previous fashion retail sales experience with strong selling and styling skills

-Friendly, outgoing personality, with a high level of integrity and excellent work ethic

-Organized and a self-motivated team player

-Flexible schedule with weekend availability

-Ability to develop and maintain a client base

-Experience working with a client book

-Professional, dependable, and punctual

We offer a competitive hourly wage + commission, monthly merchandise perks, and a great merchandise discount.

Job Type: Part-time

Experience:

  • Fashion retail: 1 year (Preferred)

Work Location: In person

APPLY NOW

Store Manager – Montecito, CA

Full-Time Boutique Manager — Montecito, CA

Margaret O’Leary is a San Francisco–based women’s knitwear and lifestyle brand, known for timeless sweaters, effortless silhouettes, and our California-meets-Ireland heritage. For more than 30 years we’ve built a loyal following of clients who return for quality pieces that last—and an elevated, customer first shopping experience in our boutiques. We’re also proudly employee-owned through our ESOP.

Role Summary

The Boutique Manager is a hands-on, client-obsessed leader who delivers an exceptional boutique experience and inspires the team to achieve sales excellence. You lead with warmth and confidence, know how to tell the Margaret O’Leary story with passion, and thrive on creating meaningful, lasting relationships with every client who walks through the door.

What You’ll Do

Lead Sales & Client Experience

• Model and coach service excellence—greeting, discovery, styling, and thoughtful follow-up (text/email/calls) to build lasting relationships.

• Be customer-obsessed: prioritize memorable, personalized experiences that drive loyalty and repeat visits.

• Act as a brand expert and ambassador, weaving the Margaret O’Leary story into every interaction.

• Lead by example as a strong, confident seller who drives key KPIs (sales, ADS, UPT, and SPH) through active floor leadership.

Inspirational Leadership

• Coach, develop, and empower team members through consistent feedback, clear goals, and in-the-moment training.

• Promote a culture of accountability, collaboration, and communication—everyone knows the plan and their role.

Operations & Merchandising

• Maintain floor standards, visual merchandising, and size integrity to ensure an inviting and inspiring boutique environment.

• Oversee inventory processes: receiving, tagging, transfers, RTVs, cycle counts, and stock organization.

• Ensure POS accuracy, cash handling, omni/ship-from-store execution, and compliance with all company policies.

• Partner with cross-functional teams (inventory, marketing, and ecommerce) to execute initiatives and resolve issues quickly.

Events & Community

• Plan and host in-store events and pop-ups that reflect the local community and brand identity.

• Build neighborhood relationships to attract new clients and increase store visibility.

What You’ll Bring

• 3+ years in retail management (specialty or apparel preferred).

• A natural leader who inspires, motivates, and coaches with empathy and accountability.

• Customer service is your middle name—you’re all about creating memorable experiences for every shopper.

• Strong selling skills and comfort leading by example on the sales floor.

• Excellent communication, organization, and problem-solving abilities.

• Proficiency with POS systems, Excel/Google Sheets, and clienteling tools.

• Ability to lift/move up to 30 lbs and be on your feet for most of the shift.

• Availability for peak retail hours, including weekends, evenings, and holidays.

Success Looks Like

• A sales floor buzzing with energy and engagement—clients feel seen, styled, and inspired.

• Consistent improvement in key KPIs (ADS, UPT, SPH) and achievement of sales goals.

• A high-functioning, motivated team that takes pride in the store’s presentation and performance.

• Proactive outreach and local engagement that build repeat business and community connections.

Schedule & Compensation

• Full-time hourly with eligibility for incentive and commission opportunities.

• Benefits include employee discount, clothing allowance, ESOP participation (employee ownership eligibility per plan), and standard health & wellness benefits for eligible employees.

Equal Opportunity

We are an Equal Opportunity Employer and value diversity at all levels of the organization. We welcome applicants of all backgrounds and identities.

Job Type: Full-time

Benefits:

• 401(k)

• Dental insurance

• Employee discount

• Health insurance

• Paid time off

• Vision insurance

Work Location: In person

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Part - Time Key Holder – Montecito, CA

If you love fashion and working with people, we are looking for you! Based in San Francisco, the Margaret O'Leary clothing company is renowned for its beautiful collections of cutting-edge knitwear.

Our newest boutique in Montecito is looking for a part-time Sales Associate/Key Holder to work approximately. 2-3 days per week, 15 to 29 hours. All applicants must be sales-driven and offer outstanding customer service. Must be available on Sunday and Monday.

Essential Qualifications:

-Previous fashion retail sales experience with strong selling and styling skills

-Friendly, outgoing personality, with a high level of integrity and excellent work ethic

-Organized and a self-motivated team player

-Flexible schedule with weekend availability

-Ability to develop and maintain a client base

-Experience working with a client book

-Professional, dependable, and punctual

We offer a competitive hourly wage + commission, monthly merchandise perks, and a great merchandise discount.

Job Type: Part-time

Experience:

  • Fashion retail: 1 year (Preferred)

Work Location: In person

APPLY NOW

Part - Time Key Holder – Mill Valley, CA

If you love fashion and working with people, we are looking for you! Based in San Francisco, the Margaret O'Leary clothing company is renowned for its beautiful collections of cutting-edge knitwear.

Our boutique in Mill Valley is looking for a part-time Sales Associate/Key Holder to work approximately. 2-3 days per week, 15 to 29 hours. All applicants must be sales-driven and offer outstanding customer service. Must be available on Sunday and Monday.

Essential Qualifications:

-Previous fashion retail sales experience with strong selling and styling skills

-Friendly, outgoing personality, with a high level of integrity and excellent work ethic

-Organized and a self-motivated team player

-Flexible schedule with weekend availability

-Ability to develop and maintain a client base

-Experience working with a client book

-Professional, dependable, and punctual

We offer a competitive hourly wage + commission, monthly merchandise perks, and a great merchandise discount.

Job Type: Part-time

Experience:

  • Fashion retail: 1 year (Preferred)

Work Location: In person

APPLY NOW

Part - Time Key Holder – Seattle, WA

If you love fashion and working with people, we are looking for you! Based in San Francisco, the Margaret O'Leary clothing company is renowned for its beautiful collections of cutting-edge knitwear.

Our boutique at University Village in Seattle, WA is looking for a part-time Sales Associate/Key Holder to work approximately. 2-3 days per week, 15 to 20 hours. All applicants must be sales-driven and offer outstanding customer service. 

Essential Qualifications:

-Previous fashion retail sales experience with strong selling and styling skills

-Friendly, outgoing personality, with a high level of integrity and excellent work ethic

-Organized and a self-motivated team player

-Flexible schedule with weekend availability

-Ability to develop and maintain a client base

-Experience working with a client book

-Professional, dependable, and punctual

We offer a competitive hourly wage + commission, monthly merchandise perks, and a great merchandise discount.

Job Type: Part-time

Experience:

  • Fashion retail: 1 year (Preferred)

Work Location: In person

APPLY NOW