Careers at Proper Cloth
See Open PositionsOur vision is to build the most loved menswear brand in America — a true modern luxury brand — defined by exceptional quality, personalized fit, and remarkable service.
We believe luxury isn’t about logos, high prices, or exclusivity. True luxury is about beautifully designed, exceptionally well-made clothing, custom-fit to you, paired with concierge-level service that supports you every step of the way.
Our Culture
Proper Cloth is a unique company with a unique culture. Bootstrapped, founder-led, and now in our 18th year, we’re leaders in our category and still growing. Today we have over 100 employees, mostly in New York. In may ways we operate at the intersection of a fashion brand and a tech startup, but we’re proud to be free from the cut-throat politics of the fashion industry and the machismo of venture backed startups.
Describing culture is never easy, but here are a few points on what we value as a company, and how we work as a team.
Striving for Greatness
We’re united in our desire to be the best we can be. As designers, engineers, leaders, and service professionals we’re all striving to fulfill our potential. We want to make the best products we can, to provide the best service we can, and to build the best company we can. And it’s only through focus, discipline, and hard work that we can realize these ambitions.
Kindness
We treat each other with respect. We keep conversations polite. We practice humility. We give our team members, customers, and partners the benefit of the doubt. We address problems and setbacks directly, but still, with compassion and patience.
Detail-Oriented
We believe that details matter. This influences everything we do, from the ability to adjust custom sizes by 0.1″ increments, to the precise curve of a collar, to the handshake when you walk into one of our showrooms. We’re constantly refining the small details, because we want everything, from our products to our experience, to be as good as it can be.
Technology-Enabled
We’re committed to using technology to improve the customer experience and streamline internal workflows. We thrive on building tools that increase our teams productivity. Technology helps us save time on repetitive tasks and creates space for more creative thinking and a personal touch.
Compensation
At Proper Cloth, we take pleasure in rewarding great performance with great compensation. We schedule structured employee reviews at least once per year, providing salary adjustments accordingly. Team bonuses are common at the end of the year. All full-time roles come with the following benefits.
Health Care
All full-time employees have access to company sponsored health insurance plans, with a wide range of options to choose from. Currently, an employee in New York can enroll in the Aetna PPO 1000 Tri-State Plan, a Dental Plan, and a $20,000 life insurance policy without paying out of pocket.
401K Matching
All employees who work at Proper Cloth for one year gain access to our 401K program through Empower. We provide a 100% match of up to 4% of annual salary.
Clothing
All full-time employees receive store credit plus an employee discount to purchase Proper Cloth product. It’s important for our team to experience Proper Cloth products first-hand. We count on our entire team to be brand ambassadors and product testers.
Meals
We provide catered lunches for everyone working out of the Proper Cloth Office, and keep the kitchen well stocked with snacks and refreshments.
Competitive Entry-Level Salaries & Hourly Rates
We also make a point of taking care of our most entry level positions. These roles, typically within logistics or customer service, currently start at $56,000 annually, or $24/hr — well above the New York minimum wage of $17 per hour. All full-time roles come with the following benefits.
Do you think you’d be a fit for our team? We’re always looking for great folks. Check out our open positions below.
Open Positions
Sales & Customer Experience Team (2)
There’s a good reason we have over 140,000 5-star ratings: our incredible customer experience team. We’re a fun group, full of energy and stories. Every customer experience team member must go through our intensive training program to become an expert on shirting fabrics, styles and how to make a custom shirt fit perfectly. It’s a rigorous program because the customer experience team is standing by to answer the most particular questions about men’s clothing, to provide personalized style advice, to help customers create and tune their custom sizes, and to provide whatever support customers may need.
Showroom Client Advisor NYC (Part Time)
Description:
Do you have a knack for style? A way with people? Then you could be the perfect fit. Proper Cloth is one of the most respected and premium menswear brands in NYC that is also values-driven and has opportunities for growth.
We're looking for a part-time Showroom Sales Associate to assist clients that come to one of our showrooms (either our Midtown or Soho showrooms). As a Showroom Client Advisor you will be instrumental in representing the Proper Cloth brand in person. You will learn all about dress shirt fabrics, garment construction, custom suiting, and how to design dress shirts/suits to fit properly. In this role you will become an expert in menswear and custom clothing, fabrics, shirts, and everything that goes into making someone look good and feel good.
We strive to deliver an extraordinary shopping experience, and as a Showroom Client Advisor, this will be your specialty. We're a small team and the right person has the potential to make a big difference. You’ll be getting hands on experience by interacting and selling to our high end clientele. This is not a typical retail job running a cash register and folding sweaters - instead you will be immersed in the world of luxury menswear and having fun while doing it. We are open to clients by appointment.
We are looking for candidates with weekend availability, ideally available Friday through Monday, or some availability within those four days of the week.
Requirements:
- Take measurements and assist clients with creating their custom clothing sizes
- Help clients understand fabrics and design options
- Provide clients with style advice
- Help clients make adjustments to their custom garments for a perfect fit
- Assist clients in placing their orders
- Ensure showroom is orderly and product well presented
Who you are:
- Reliable and punctual
- Positive with a friendly attitude
- A hard worker who will do what it takes to get the job done
- Motivated to be your best self every day
- Selling is one of your key strengths
- Excited to learn everything there is to know about menswear and Proper Cloth!
Benefits:
- Generous custom clothing allowance!
- Employee discount on items beyond clothing allowance
- Free lunches & snacks
- Hourly wage of $30
Important Notice:
Recruitment scams are on the rise, and we want to ensure your safety. Please verify that any communication you receive from "Proper Cloth" is sent from an official @propercloth.com email address. If you receive a suspicious message or are unsure about its authenticity, please contact us directly through our website. Your security is our priority.
Showroom Client Advisor (Full Time)
Description:
Do you have a knack for style? A way with people? Then you could be the perfect fit. Proper Cloth is one of the most respected premium menswear brands in NYC that is also values-driven and has opportunities for growth.
We're looking for a Showroom Client Advisor to assist clients in one of our two beautiful showrooms. As a Showroom Client Advisor and a member of the Customer Experience team, you will be instrumental in representing the Proper Cloth brand in person. You will learn all about dress shirt fabrics, garment construction, custom suiting, and how to design dress shirts/suits to fit properly. In this role you will become an expert in menswear and custom clothing, fabrics, shirts, and everything that goes into making someone look good and feel good.
We strive to deliver an extraordinary shopping experience, and as a Showroom Client Advisor, this will be your specialty. We're a small team and the right person has the potential to make a big difference. You’ll be getting hands on experience by interacting and selling to our high end clientele. This is not a typical retail job running a cash register and folding sweaters - instead you will be immersed in the world of luxury menswear and having fun while doing it. We are open to clients by appointment. This is a salaried position that starts at $56,000 + benefits (see below), but there is ample opportunity for more.
Requirements:
- Take measurements and assist clients with creating their custom clothing sizes
- Help clients understand fabrics and design options
- Provide clients with style advice
- Help clients make adjustments to their custom garments for a perfect fit
- Assist clients in placing their orders
- Ensure showroom is orderly and product well presented
Who you are:
- Reliable and Punctual
- A hard worker who will do what it takes to get the job done
- High energy, friendly, and compassionate
- Smart and well-organized – able to multitask effectively
- Motivated to be your best self every day
- Selling is one of your key strengths
- Excited to learn everything there is to know about menswear and Proper Cloth!
Benefits/Perks:
- Full health benefits
- Competitive 401(k)
- Generous custom clothing allowance!
- Employee discount on items beyond clothing allowance
- Free lunches and snacks!
Engineering Team
From the beginning, great engineering has been core to Proper Cloth (our Founder/CEO is an engineer and to this day leads the engineering team). Our ecommerce platform is built from the ground up to support custom, made-to-order clothing. We’ve built tools to automate and streamline business operations, and to analyze data for smarter decision-making. We’re a small, core team building and continuously releasing new features and updates every day.
No current openings, but contact us if you think you’d be a great fit.
Marketing Team (1)
At Proper Cloth, we’re creating the first true modern luxury brand. A brand rooted in the fundamentals of incredibly high quality products, personalized fit, and concierge level service. We look up to companies like Tesla and Apple that have combined technology and design for beautiful, functional products, as well as the great menswear brands of the past. We’ve worked hard to create the best-in-class men’s custom clothing offering in the world, but it takes a great marketing team to spread the word.
Spring 2026 Influencer Marketing Intern
Description:
Proper Cloth is a fast-growing New York based start-up that is changing the way men buy clothes online. Custom fit, made to order clothing are our specialty and we're committed to being the absolute best at what we do. With an advanced ecommerce technology platform and state of the art on-demand manufacturing, Proper Cloth makes perfect fitting custom dress clothing as easy and affordable as off-the-rack. Named GQ magazine's "Favorite Online Shirtmaker" we've also been featured in the Financial Times, Esquire, Wired, Men's Journal, Monocle and the New York Times.
We are looking to hire a motivated, passionate, and innovative Influencer Marketing Intern to join our dynamic team. Our Influencer program has been growing successfully over the past few years, and we are looking to continue its growth and effectiveness. As a member of the Public Relations team, you will be vital in our efforts of raising awareness to the brand through influencer on-boarding and celebrity seedings, to overall awareness analysis and data compilation. You’ll learn the in-and-outs of custom clothing, influencer marketing, and more.
Requirements:
- Current Student or recent Graduate with background in Public Relations, Marketing, or similar
- A good understanding of social media and trends
- Proficient in Excel and Powerpoint
- Strong communication skills
- Interest in Men’s Fashion
- Social Media presence is a plus
- Availability for the Spring - 12-14 Weeks
What You'll Do:
- Research and onboard new influencers
- Assist with ideas and creative briefs for campaigns
- Aid the team in compiling data and overall progress
- Help continue building new and effective strategies
Who you are:
- A hard worker who will do what it takes to get the job done
- High energy, friendly, and compassionate
- Smart and well-organized – able to multitask effectively
- Positive and eager to learn!
- Motivated to be your best self every day
Benefits:
- Paid Internship ($20/hr)
- Catered Lunches
Other Details:
- Able to work 2-3 days a week
- Work most days out of our NYC office in Soho
- Internship is a minimum of 12 weeks
Operations Team (1)
An ecommerce business like ours has many moving parts and it’s the operations team that holds it all together: ensuring items ship on time, products stay in stock, and inventories stay up to date. We’re constantly looking for ways to optimize all aspects of the Proper Cloth experience and reviewing our processes to make sure we can grow efficiently.
Director of Finance
About Proper Cloth
Proper Cloth is a fast-growing menswear brand specializing in made-to-order shirts, suits, jackets, and pants. A modern luxury brand, Proper Cloth combines exceptional craftsmanship, custom fit, and concierge-level service for a fundamentally better way to buy men’s clothing.
Our unique approach, anchored by a best-in-class ecommerce platform and supply chain for custom clothing, gives Proper Cloth a clear advantage in the men’s luxury space. Today, Proper Cloth employs more than 100 people and operates physical showrooms in New York, Washington, D.C., and Chicago.
Growing over 30% in 2025, Proper Cloth continues to outperform the industry. In 2026, we are focused on elevating product quality further, strengthening and unifying the brand identity, further improving our high-touch sales experiences, continuing to improve our standard sizing, and opening two additional U.S. locations.
Proper Cloth is a highly collaborative, detail-driven team that values craftsmanship, ownership, and continuous improvement. We have a solid foundation today and this role is an exciting opportunity is to help shape the next phase of a category-defining brand.
The Role
Proper Cloth is seeking a Director of Finance to own and elevate the company’s operational finance and accounting function. This role will be responsible for ensuring financial accuracy, discipline, and clarity across the organization—while serving as a thought partner to department leaders as they evaluate plans, investments, and operational changes.
This is a senior, hands-on role for someone who can manage accounting outcomes, ensure the financial plumbing works reliably, and translate financial data into clear, actionable insights for teams across the company.
What You’ll Do
Own and Improve Accounting Operations
- Manage the accounting function (internal team and/or external partners)
- Ensure accounting processes remain up to date, documented, and continuously improving
- Maintain clean, consistent expense categorization and a well-structured chart of accounts
- Ensure financial data pipelines and integrations remain accurate and reliable
- Own the accuracy of financial reporting across P&L, balance sheet, and cash flow
Ensure Bills Are Paid
- Own the accounts payable process and controls
- Manage the people/vendors responsible for paying bills, wires, and ACH payments
- Ensure all payments are made accurately and on time
- Establish clear approval workflows and payment policies
Deliver Department-Level Financial Clarity
- Build and maintain department-level P&Ls and cost reporting
- Help departments understand their costs and unit economics, for example:
- CX team costs and unit economics
- Photography team unit economics
- Showroom profitability by location
- Present financial information in clear, digestible formats that department leaders can use
- Track trends over time and help teams understand what’s driving changes
Act as a Thought Partner to CEO and Department Heads
- Partner with department leaders to evaluate plans, experiments, and operational changes
- Help think through tradeoffs, ROI, and cost implications of decisions
- Provide financial perspective on headcount changes, tooling investments, and process improvements
- Support leadership in making data-informed, economically sound decisions
- Support team leaders in vendor contract negotiations
- Support leadership in budgeting and projections
Why Proper Cloth
- A senior role with real ownership and impact
- Direct exposure to company leadership and decision-making
- A thoughtful, detail-oriented culture that values rigor and clarity
- The opportunity to help build scalable financial infrastructure during a key growth phase
- Competitive compensation and benefits
Benefits
- Competitive 401(k)
- Comprehensive benefits (medical, dental, vision)
- Access to OneMedical Membership
- Generous clothing allowance and discount
Location: New York, NY (Hybrid)
Reports to: CEO
Salary: $250k
Product Team
At Proper Cloth, we get excited about beautiful clothes. Fabrics, shapes, colors and patterns. Drape and structure. Silhouettes and subtle details. We aspire to create some of the worlds greatest clothing and we have a small internal team dedicated to developing new fabrics and styles.
No current openings, but contact us if you think you’d be a great fit.