Independent Contractor Appointment Setter – Hospitality Tech (Remote)

Compensation is performance-based and varies based on the number of qualified appointments generated monthly. Upriser AI is seeking experienced and motivated appointment setters to generate qualified meetings with hotel and hospitality decision makers across the United States and Canada. This is a fully remote, commission-only independent contractor opportunity. Compensation is paid per qualified showed appointment — not hourly. Ideal candidates are comfortable with cold outreach, self-managed, organized, and capable of generating quality conversations without micromanagement. What This Role Is • 1099 independent contractor position • Fully remote • Commission-only compensation • Flexible schedule • No fixed hours • Performance-based earnings • Hospitality technology sales opportunity This is NOT a salaried or hourly employee position. Contractors control their own schedules, outreach methods, and workflow. Responsibilities • Prospect hotels, resorts, and hospitality groups • Conduct outbound outreach via phone, email, LinkedIn, SMS, and other channels • Schedule qualified sales meetings with hotel decision makers • Confirm meetings and reduce no-shows • Maintain accurate CRM notes and communication records • Represent the company professionally during outreach Compensation StructureBase Tier • $75 per qualified showed appointment Tier 2 • 10+ qualified showed appointments in a calendar month: • $100 per qualified showed appointment Tier 3 • 20+ qualified showed appointments in a calendar month: • $125 per qualified showed appointment Additional Bonus Opportunities • +$50 if opportunity progresses to proposal stage • +$100–$250 if account closes Commissions are issued monthly after qualification verification. What Counts as a Qualified Appointment? To qualify for commission, ALL of the following requirements must be met: • Meeting is attended by a verified hotel or hospitality decision maker • Property fits the company’s target hospitality profile • Meeting lasts a minimum of twenty (20) consecutive minutes • Lead is not a duplicate or previously active opportunity • Appointment occurs and is verified through company calendar/CRM systems • U.S. or Canada-based hospitality businesses preferred Examples of decision makers include: • General Managers • Directors of Operations • Revenue Managers • Ownership Groups • Hotel Executives Preferred Experience • Appointment setting • SDR/BDR outbound sales • Cold calling • Hospitality sales or hospitality technology • SaaS lead generation • CRM usage and pipeline management Requirements • Strong English communication skills • Professional phone presence • Ability to work independently • Reliable internet and computer access • Organized and self-motivated • Comfortable with outbound prospecting Independent Contractor Notice This role is offered strictly as an independent contractor relationship and does not constitute employment. Contractors are responsible for determining their own methods, timing, and manner of performing services. Contractors: • Set their own schedules • Use their own equipment • Are responsible for their own taxes • Are not guaranteed compensation or benefits • May provide services to other businesses or clients To Apply Please submit: • Resume or LinkedIn profile • Brief summary of sales or appointment setting experience • Industries previously worked in • Average meetings booked per month (if applicable) Pay: $75.00 - $125.00 per year Benefits: • Flexible schedule • Work from home Application Question(s): • Describe your experience with cold calling and outbound prospecting. • On average, how many qualified meetings have you booked per month in previous roles? • This is a commission-only independent contractor position. Are you comfortable working in a performance-based compensation structure? Yes or NO? • This role requires independent work without micromanagement. Are you comfortable managing your own schedule and daily workflow? • Are you comfortable conducting outbound outreach through: Cold Calling Email LinkedIn SMS/Texting Experience: • Appointment scheduling: 4 years (Required) Work Location: Remote Apply tot his job Apply To this Job