High-Ticket Sales Closer; Commission-Only | Remote | AI & Marketing Solutions
Chicago, Cook County, Illinois, 60601, USA
Listed on 2026-11-05
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Sales
Commission Sales, Sales Representative, Remote Sales, Inside Sales
Commission-Only Sales Contractor | Remote | Appointment Setting & Sales Closing | Uncapped Commission
We are looking for a confident, motivated and results-focused sales professional to join our team as an Independent Sales Contractor.
This is a commission-only contractor position with uncapped earning potential. There is no base salary or hourly wage. Your earnings are directly linked to your sales performance, making this role ideal for someone who is driven, comfortable working independently and motivated by results.
You will be responsible for engaging prospective customers, identifying genuine sales opportunities, booking qualified appointments and/or conducting sales presentations and closing new business across our approved software products.
The role is fully remote and provides flexibility in how you organise your working day, subject to agreed customer appointments, meetings, customer time zones and business requirements.
What You’ll Be Doing- Researching and contacting prospective customers using approved leads, systems and communication channels.
- Starting conversations with business owners and decision-makers.
- Qualifying prospects to determine whether our software is a suitable fit.
- Conducting product demonstrations and sales presentations.
- Explaining product features, pricing and business benefits clearly and accurately.
- Handling objections professionally and confidently.
- Following up prospects consistently without being pushy or unprofessional.
- Closing new customers using approved pricing and sales processes.
- Maintaining accurate notes, follow-ups, outcomes and customer information in the company CRM.
- Completing customer follow-up and check-in activities where assigned.
- Working collaboratively with the wider team to improve sales outcomes and customer experience.
Previous sales experience is highly regarded, particularly experience in B2B sales, software, SaaS, telecommunications, appointment setting, telesales or closing.
More importantly, we are looking for someone who has:
- Confidence speaking with new people and business owners.
- Strong verbal and written communication skills.
- The ability to build rapport quickly.
- Good listening skills and the ability to understand a prospect's needs.
- Confidence asking for the sale.
- The resilience to handle rejection and keep going.
- The ability to hear "no" without becoming discouraged.
- Strong follow-up habits.
- Self-motivation and personal accountability.
- A genuine desire to achieve targets and increase earnings.
- Professionalism and honesty when dealing with customers.
- The ability to work independently without constant supervision.
- Good organisational skills and attention to CRM records and follow-up tasks.
- A willingness to learn our products, scripts, systems and sales processes.
We are particularly interested in people who are coachable, persistent, commercially minded and comfortable working in a performance-driven environment.
What You’ll NeedAs this is a remote independent contractor opportunity, you will need to provide and maintain your own:
- Reliable computer suitable for business use.
- Stable high-speed internet connection.
- Telephone or mobile access where required.
- Headset suitable for sales calls and online meetings.
- Quiet and professional workspace.
- Reasonable backup arrangements for internet or equipment issues.
The company will provide access to the approved CRM, calling systems and other licensed software required for the role.
Earnings & CommissionThis is a commission-only independent contractor role.
There is no fixed salary, no hourly wage, no guaranteed minimum income and no cap on your earning potential.
Commission is earned based on eligible sales and the applicable commission structure for the product being sold.
Our commission…
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