Appointment Setter and Outbound Sales Representative

# Appointment Setter and Outbound Sales Representative **Remote Independent Contractor | CAD $1,000 Monthly Plus 5% Commission** ## Position Overview We are hiring an experienced, highly motivated Appointment Setter and Outbound Sales Representative for a long-term remote contractor position. Your main responsibility will be to start conversations with qualified prospects, respond to leads, complete outbound outreach, qualify opportunities, and book appointments for our sales closer. This is not primarily a closing role. A separate closer will conduct the main sales presentation and handle the final closing process. We need someone who communicates confidently, follows up consistently, handles a high volume of outreach, and remains organized across multiple lead-generation channels. ## Key Responsibilities ### Outbound Calling * Complete a target of at least **150 outbound calls per working day**. * Contact prospects from lead lists provided by the company. * Introduce our services professionally and create interest. * Navigate receptionists and gatekeepers when necessary. * Identify and connect with the appropriate decision-maker. * Qualify prospects before scheduling an appointment. * Record accurate call outcomes, notes, objections, and follow-up dates. * Continue following up with interested prospects who are not yet ready to book. ### LinkedIn Outreach * Send connection requests to prospects who match our ideal customer profile. * Start professional conversations with accepted connections. * Respond to messages and qualify potential opportunities. * Follow approved messaging, positioning, and outreach processes. * Avoid spammy or unprofessional communication. * Move qualified LinkedIn conversations toward a booked discovery or sales appointment. ### Upwork Outreach * Review relevant Upwork opportunities. * Submit customized applications and proposals using our approved process. * Respond quickly to messages from potential clients. * Ask qualification questions and arrange meetings when appropriate. * Maintain accurate records of proposals, replies, follow-ups, and booked calls. ### Email and Automated Outreach Responses * Respond to prospects generated through our email outreach and automation systems. * Review the prospect’s business and previous conversation before responding. * Answer basic questions professionally. * Qualify the prospect based on need, budget, timing, and authority. * Follow up with prospects who have not responded. * Book qualified meetings directly into the approved sales calendar. ### Lead Qualification You will qualify prospects based on factors such as: * Business type and location * Current business needs * Services they are interested in * Business goals and challenges * Budget or ability to invest * Desired timeline * Decision-making authority * Readiness to attend a discovery or sales meeting Your goal is not simply to book the highest possible number of calls. You must book legitimate appointments with prospects who reasonably match our target market and services. ## Services You Will Represent Services may include: * Branding and graphic design * Website design and development * Shopify and e-commerce development * Web applications and mobile applications * Software and digital platforms * SEO * Google Ads and Meta Ads * Email marketing * Performance marketing * Video production * AI automation solutions Training, lead lists, approved messaging, and information about the services will be provided. ## Required Qualifications * Previous appointment-setting, business-development, telemarketing, or outbound-sales experience. * Excellent spoken and written English. * Confidence completing a high volume of outbound calls. * Professional phone presence. * Ability to handle rejection without losing consistency. * Experience with LinkedIn outreach, email outreach, Upwork, or similar platforms. * Experience using a CRM or lead-tracking system. * Strong follow-up and organizational skills. * Ability to communicate with business owners and decision-makers. * Reliable internet connection, computer, headset, and quiet workspace. * Willingness to learn our offers, target markets, scripts, and qualification standards. Applicants from anywhere in the world are welcome, provided they can communicate fluently in English and work during the required business hours. ## Performance Expectations The selected contractor will be expected to: * Complete at least 150 outbound calls per working day. * Maintain accurate CRM records. * Respond promptly to inbound replies. * Complete daily LinkedIn, Upwork, email, and follow-up activities. * Book qualified appointments rather than unqualified or misleading meetings. * Attend regular training and performance-review meetings. * Consistently improve call quality, objection handling, and appointment quality. Call activity, conversations, response rates, booked meetings, attendance rates, and appointment quality may be reviewed. ## Compensation * Base compensation: **CAD $1,000 per month** * Commission: **5% commission on qualifying closed business attributed to your work**, according to the company’s tracking and commission terms. * Long-term independent contractor opportunity. * This is not an employee position. * The contractor is responsible for their own taxes, equipment, insurance, and local legal obligations. ## How to Apply Please include: 1. Your appointment-setting or outbound-sales experience. 2. Your experience completing cold calls. 3. The highest number of calls you have completed in one day. 4. Your experience using LinkedIn, Upwork, email outreach, and CRM systems. 5. The industries or services you have previously represented. 6. Your current location and time zone. 7. Confirmation that you can complete at least 150 calls per working day. 8. A short voice or video introduction demonstrating your spoken English. 9. Confirmation that you accept the compensation structure. 10. A brief example of how you would respond to a prospect who says, “I am interested, but this is not a good time.” Applications that do not answer the requested questions may not be reviewed.