Job Description

BOLD. BRAVE. RELENTLESS.

CLOTHING AND GEAR BUILT FOR PROs

Sales Representative

Company Overview:

ProSwag ( is a bold and fast-growing company revolutionizing the branded merchandise industry. As we scale rapidly, we're seeking a high-performance independent sales contractor to help us reach new heights. If you're an experienced, strategic sales professional with a passion for growth and innovation, this contractor opportunity is perfect for you. 

At ProSwag, people are at the core of everything we do. As an independent contractor, you'll lead efforts in educating businesses about the power of customized promotional products to elevate their branding. You'll drive both inbound and outbound sales initiatives, building relationships with a diverse array of clients—from startups to large enterprises—delivering tailored product solutions that solve their unique challenges. You'll earn competitive commissions by hitting and exceeding ambitious sales targets.

What You'll Do:

• Lead and execute high-impact inbound and outbound sales strategies, leveraging your expertise to secure new business and expand existing accounts as an independent contractor.  This role requires excellent communication and relationship-building skills.
• Build and nurture your own robust pipeline, maintaining proactive outreach and managing all client interactions within our provided CRM system. Ensure timely follow-ups and deep, meaningful engagement with each account.
• Develop a comprehensive understanding of ProSwag's products and become a trusted advisor to your clients, recommending customized promotional solutions that align with their brand objectives and growth goals.
• Drive revenue through commission-based earnings by negotiating and closing high-value deals with key business stakeholders, overcoming objections, and confidently addressing client concerns with tailored solutions.
• Collaborate with the ProSwag team to refine sales strategies, improve processes, and contribute to overall business growth while maintaining your independence as a contractor.
• Achieve and exceed ambitious sales targets that directly correlate to your commission earnings. Your success will be measured by your ability to drive results and maintain high client satisfaction levels.
• Manage your own schedule and territory effectively, leveraging the flexibility of contractor status to maximize your productivity and earning potential.

What It Takes to Succeed:

• Proven track record in high-performance, results-driven sales roles, particularly in business-to-business (B2B) settings, with experience as an independent contractor preferred.
• Exceptional communication skills , both on the phone and via email, with a demonstrated ability to build rapport quickly and close deals effectively in a self-directed environment.
• Deep understanding of sales cycles and a proven track record of exceeding targets in inbound and outbound sales environments while working independently.
• Self-motivated, resilient, and solution-oriented , with the ability to manage complex sales processes, overcome challenges, and thrive in an independent contractor role.
• CRM proficiency : Experience with CRM tools to manage leads, track sales activity, and analyze results without direct supervision.
• Entrepreneurial mindset : Ability to work independently, manage your own business operations, and collaborate effectively with the ProSwag team when needed.
• Strategic thinking : Able to assess client needs critically and develop customized sales strategies that drive results while building your own contractor business.
• Business infrastructure : Reliable internet connection, professional phone setup, and the ability to manage your own business expenses and tax obligations as a 1099 contractor.
• Authorization to work in the U.S.

Compensation Structure:

• Commission-based earnings with competitive rates and performance bonuses
• Flexible schedule - work when and how you want as an independent contractor
• Unlimited earning potential tied directly to your sales performance
• Support and training provided to help you succeed

At ProSwag, we're not just looking for someone to fill a 1099 position—we're looking for an entrepreneurial sales professional ready to help shape the future of our company. If you're ready to take control of your earning potential and career trajectory, join us and make your mark!

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