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Job Title: Remote Personal Stylist
Location: Fully Remote (U.S. only)

About Us

Pivot is not your average styling company. We’re a high-end, high-touch personal styling service helping modern men look powerful, polished, and put-together, building them wardrobes they love.

From entrepreneurs and executives to everyday guys leveling up, our clients trust us to help them feel confident in their style. Our team is small, professional, and deeply committed to the craft of great personal style. If you’re passionate about styling, thrive in 1-on-1 settings, and want to make a real impact — Being a personal stylist with Pivot is one of the most rewarding places to do it.

Why You'll Love This Job:

  • Freedom & Flexibility: Set your own hours, work from anywhere, and stay in full control of your time — as long as you're available and responsive during normal working hours.
  • Incredible Clients: No flaky shoppers or style dabblers here. You’ll work with smart, respectful men who want your expertise and are committed to leveling up.
  • Structured Support: We’ve built an efficient system for everything — shopping list templates, fit guides, brand databases, and VA support — so you can focus on what you do best: styling.
  • Fair, Clear Pay: Earn per client you work with, with consistent opportunities for bonuses. Our stylists often earn $40–$70/hr+
  • Real Impact: Our clients’ lives change after working with us — promotions, new relationships, more confidence — and you’ll be a key part of that transformation.
  • Training & Mentorship: You’ll get paid onboarding, ongoing feedback, and support from our Lead Stylist and founder.

What You’ll Do

  • Lead 1-on-1 style consultations to understand the client’s life, goals, and wardrobe needs
  • Curate personalized shopping lists using our proven systems and styling methodology
  • Educate clients on fit, proportion, and color in a friendly, empowering way
  • Collaborate to track client progress and updates
  • Occasionally create simple, educational content for our social channels (optional)
  • Deliver a world-class experience that clients rave about

This Role is Perfect For You If...

  • You have 1-2+ years of experience in personal styling, menswear, or fashion
  • You’re naturally warm, friendly, and confident — people feel at ease around you
  • You’re highly organized, love clean systems, and deliver on time
  • You know the clothing landscape — brands, fits, and how to shop online efficiently. bonus if you know menswear well.
  • You want a flexible, part-time role where you can make great money doing meaningful work
  • You have a great, dependable home office setup - Fast internet and computer, and clean workspace.
  • You value independence, professionalism, and excellence in your work

Requirements

  • 1-2+ years in personal styling or related field
  • U.S.-based with reliable internet and a modern computer
  • Available during business hours (you set the times, but must be reachable/responsive during business hours)
  • Familiar with Google Drive, Zoom, and web-based tools
  • Certifications in Image Consulting or Fashion Styling is a plus but not required.

Ready to Apply?

If you’re a talented stylist who wants autonomy, great clients, and a company that values your skills — we’d love to hear from you.

Please send:

  • Your resume
  • A short cover letter explaining why Pivot feels like a fit
  • Any relevant portfolio or styling examples if available.

This is a rare opportunity to work with a highly respected team in a role that blends freedom, style, and true client impact.

We're so looking forward to meeting you. Apply today for a chance to interview.

Job Types: Part-time, Contract

Pay: $35.00 - $70.00 per hour

Work Location: Remote

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...