Proper Cloth · 22 hours ago
VP of Operations
New York, NY
Full-time
Hybrid
Director/Executive
$250K/yr - $250K/yr
10+ years expProper Cloth is a fast-growing menswear brand specializing in made-to-order clothing. The VP of Operations will lead day-to-day operations, overseeing logistics, fulfillment, and showrooms to ensure a high-quality customer experience while managing and developing operational leadership.
E-CommerceFashionLifestyle
Responsibilities
Think holistically about operational systems and workflows and how to consistently deliver the best possible customer experience
Improve reporting and visibility into operational performance
Communicate clearly and proactively to the CEO on what's working, what's changing, and what needs attention
Directly manage and coach senior leaders across operational functions including: Showrooms, Fulfillment, Buying, In-House Tailoring, Virtual Support, and Virtual Sales
Set clear expectations, priorities, and accountability across teams
Support leadership development and handle escalated people issues with sound judgment and empathy
Ensure core service metrics are consistently met or improved, including:
Identify operational gaps and drive durable fixes—not just short-term workarounds
Partner closely with the CEO to shape operational strategy and priorities
Turn high-level direction into clear plans, follow-through, and measurable progress
Ensure teams stay focused on the most important initiatives and drive lasting improvements
Review operations regularly to ensure teams are staffed appropriately
Partner with leaders on hiring plans, org structure, and role design
Balance speed and service quality with costs
Qualification
Required
10+ years of experience in operations, service, retail, or multi-site leadership roles
Proven experience managing senior leaders across multiple functions
Excellent people leadership skills—supportive, direct, and inspiring
Excellent analytical skills with the ability to make sense of complex data
Ability to think in systems and scale processes thoughtfully
Strong judgment, ownership mindset, and follow-through
Preferred
Experience in ecommerce, retail, consumer services, or hospitality-driven businesses is a plus but not required
Benefits
Competitive 401(k)
Generous clothing allowance and discount
Comprehensive benefits (medical, dental, vision)
Access to OneMedical Membership
Company
Proper Cloth
A direct-to-consumer menswear brand and ecommerce company specializing in men's custom fit dress shirts, suits and pants.
11-50 employees
Funding
Current Stage
Early StageTotal Funding
$0.1M2009-03-01Angel· $0.1M
Leadership Team
Seph Skerritt
Founder
Recent News
2025-12-03
2025-12-03
2025-12-03
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