Outside Sales Professional - Orlando
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The posting
Build Your Career. Build Your Clientele. Build Your Income.
What if you could build a career around relationships, personal growth, and uncapped earning potential - with guaranteed pay during your first two years as you establish yourself?
As an Outside Sales Professional with Tom James, you'll build and manage your own clientele of successful professionals, providing custom clothing and personalized service at their offices and homes. You'll receive comprehensive training, mentorship, and financial support as you build your business - and as your clientele grows, so does your earning potential.
What You Can Expect
- Company-paid training and ongoing mentorship
- Strong client relationships
- W-2 employment with comprehensive benefits
- Typical 1st-Year Earnings: $70K
- Guaranteed Training Pay: Receive guaranteed pay throughout your first two years as you learn the business, build your clientele, and develop the skills to succeed.
- Uncapped Commission: No ceiling on your commission earnings - your income potential grows with your performance and clientele.
- Top 1st-Year Performers: $125K–$175K
- Employee ownership opportunities, 401(k) match, and profit sharing
- Leadership opportunities and incentive trips
What You'll Do
- Build and develop your clientele through prospecting, referrals, networking, and relationship development
- Schedule appointments and meet clients at their offices and homes
- Conduct personalized sales presentations
- Develop long-term relationships that build your repeat clientele
- Manage your in-office and in-field activities daily
- Deliver a highly personalized client experience from initial meeting through ongoing service
Build Your Own Clientele and Sell Through Relationships
You'll learn how to identify prospects, generate referrals, network, and develop relationships that can become a loyal clientele throughout your career.
You'll work directly with successful, busy professionals who value convenience, quality, and personalized service. Rather than working from a traditional retail environment, you'll meet clients at their offices and homes and become a trusted advisor.
Company-paid Training
Our comprehensive, company-paid training program teaches you how to prospect, sell, measure, fit, and service custom clothing. Training and mentorship continue well beyond your initial six-month development period.
Who Thrives Here
- This opportunity is a strong fit for someone who:
- Is ambitious, resilient, and motivated by performance-based rewards
- Enjoys building genuine, long-term professional relationships
- Manages their time effectively and consistently executes daily activities
- Welcomes coaching and is willing to learn a proven sales process
About Tom James
Tom James Company is the world's largest retailer and manufacturer of custom clothing. With nearly 60 years of experience in direct selling, we've grown from a single store into a global company with locations across four continents and more than $500 million in sales.
Our vertically integrated business allows us to maintain control over the quality of the garments we provide. Our sales professionals build long-term relationships with successful professionals who value convenience, quality, and exceptional service.
Taken from Tom James Company's own posting, last seen live on 14 Nov 2026.
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The application
Your details, CV and LinkedIn, then 10 questions (1 written).
- 1.Are you legally authorized to work in the United States?Yes or no
- 2.If you are authorized to work in the United States on a time-limited basis, please indicate the expiration date of your employment authorization (if applicable)?Pick one: 2026 · 2027 · 2028 or later · my time is not limited
- 3.Will you now, or in the future, require sponsorship for employment visa status (e.g. H-1B, TN, etc.)??Yes or no
- 4.Do you have a valid Drivers License (with no restrictions) and reliable Vehicle?Yes or no
- 5.Which College/University did/do you attend?Pick one (25 options)
- 6.What is your graduation date?Pick one (11 options)
- 7.Are you comfortable in an in-person/in-office/in-field opportunity (this is not a remote opportunity)?Yes or no
- 8.When do you anticipate being ready to accept or decline a full-time offer (regardless of start date)?Pick one
- 9.In 1-2 sentences please explain the type of role/opportunity you are MOST interested in starting (For example, Analyst, Sales, HR, Engineering, etc.)?Short answer
- 10.Why is this the role you're interested in pursuing?Written answer
From Tom James Company's apply page, checked 12 Nov 2026.
About Tom James Company
Custom-made suits, shirts, formalwear and casual clothing for men and women, cut in its own factories and sold face to face at clients' offices and homes by its clothiers.
Pay schedule: W-2 employment with guaranteed monthly training pay for the first two years, uncapped commission, monthly bonuses and incentive trips, plus an employee stock ownership program, 401(k) match, profit sharing and clothing discounts; UK clothiers get pension contributions and private medical insurance.
Selling on a store floor or in customers' homes?
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