Remote AI Software Sales Representative at Crafted Staff

Remote AI Software Sales Representative

Engagement Type: 1099 Independent Contractor

Work Location: United States

Work Arrangement: Fully Remote — United States Only

Compensation: Commission Only; Uncapped Commissions

Base Salary / Hourly Pay: None

Schedule: Flexible; Set Your Own Hours

Experience Required: Minimum 1 year of B2B SaaS or software sales experience, or the alternative industry and sales experience outlined below

Position Overview

We are seeking experienced, self-motivated sales professionals to sell an AI-powered HR and recruiting software platform to staffing companies and recruitment agencies.

This fully remote opportunity involves building a sales pipeline, conducting outbound prospecting, delivering software demonstrations, and converting qualified prospects into paying customers.

The platform helps recruiting teams identify and rank candidates, reduce manual applicant review, generate client-ready candidate resumes, identify potential candidate gaps, create targeted interview questions, and streamline recruiting workflows.

The ideal candidate will have proven sales experience, strong follow-up habits, and the ability to explain software’s practical business value to owners, executives, and recruiting leaders.

This is a commission-only independent contractor opportunity with no base salary, hourly wage, or guaranteed income. Commissions are uncapped.

Essential Duties and Responsibilities

• Identify and prospect staffing companies, recruitment agencies, and other potential HR technology customers throughout the United States.
• Build a sales pipeline through cold calling, email, LinkedIn, networking, referrals, and other outbound prospecting methods.
• Connect with agency owners, recruiting leaders, staffing professionals, and other decision-makers.
• Introduce prospective customers to the software and explain its business value.
• Learn about each prospect’s recruiting challenges and determine whether the platform is a suitable fit.
• Schedule and conduct software product demonstrations.
• Follow up with interested prospects and move qualified opportunities through the sales process.
• Build professional relationships with staffing and recruitment decision-makers.
• Maintain accurate prospect, outreach, and sales activity records in the CRM.
• Gather customer and prospect feedback to improve sales messaging and processes.
• Convert qualified prospects into paying software customers.
• Communicate customer feedback and improvement ideas to company leadership.
• Continuously improve outreach, demonstrations, and customer acquisition methods.

Required Qualifications

Candidates must meet at least one of the following experience paths:

• At least 1 year of B2B SaaS or software sales experience, including outbound prospecting, lead generation, product demonstrations, account acquisition, or closing new business.
• At least 2 years of experience in staffing, recruiting, human resources, talent acquisition, or a related HR field, plus at least 1 year of B2B sales, business development, account management, or outbound prospecting experience.

Additional requirements include

• Proven ability to independently identify and contact prospective customers.
• Confidence communicating with business owners, executives, and other decision-makers.
• Experience generating leads through outbound sales methods.
• Ability to communicate software’s value clearly and confidently.
• Experience managing a sales pipeline from initial outreach through follow-up and closing.
• Track record of meeting sales, revenue, appointment-setting, or business development goals.
• Strong follow-up, relationship-building, and organizational skills.
• Ability to manage an independent schedule and work methods.
• Comfort working in a commission-only sales environment.
• Self-direction and discipline to work effectively in a fully remote role.
• Current residence within the United States.

Preferred Qualifications

• Experience selling AI software, HR technology, recruitment software, or applicant tracking systems.
• Knowledge of staffing company and recruitment agency operations.
• Experience in staffing, recruiting, human resources, or talent acquisition.
• Consultative selling and software demonstration experience.
• Understanding of artificial intelligence and its practical business applications.
• Experience contributing to an early-stage sales function.

Work Environment

• Fully remote work within the United States.
• Independent management of prospecting, demonstrations, follow-up, and other sales activities.
• Regular communication with staffing and recruitment decision-makers.
• Use of CRM software, outbound outreach tools, and virtual demonstration platforms.
• Opportunity to work directly with company leadership and contribute customer and market feedback.
• Flexible scheduling based on the contractor’s sales activities and customer availability.

Key Competencies

• B2B software sales
• Outbound prospecting
• Lead generation
• Sales pipeline management
• Consultative selling
• Software product demonstrations
• New customer acquisition
• Business value communication
• Relationship development
• CRM documentation
• Follow-up and organization
• Staffing and recruiting industry knowledge
• Independent work and self-direction
• Customer and market feedback

Compensation and Contractor Information

• Compensation is commission only, with no cap on commissions.
• There is no base salary, hourly wage, guaranteed minimum compensation, or guaranteed income.
• Earnings depend on individual sales performance and the commission terms outlined in the independent contractor agreement.
• Independent contractors manage their own schedules, work methods, expenses, insurance, and applicable tax obligations.
• Applicants must reside within the United States.