Note: The job is a remote job and is open to candidates in USA. Upswing is an education technology company focused on improving student success and retention through engagement tools, academic support, and actionable insights. The Contract Sales Representative will generate scheduled demos through outbound outreach, document lead activity, participate in training and check-ins, and meet weekly performance targets.
Responsibilities
- Conduct outbound outreach (email, phone, LinkedIn) to a provided list of leads
- Follow Upswing’s sales messaging and outreach cadence
- Schedule demos for the sales team using our calendar tools
- Document all outreach activity and lead notes in the designated system
- Participate in training sessions and weekly check-ins
- Meet weekly KPIs related to demo generation and documentation completeness
Skills
- Based in the United States
- Strong communication and organizational skills
- Ability to follow structured processes and meet weekly targets
- Reliable time management and responsiveness
- Comfortable working remotely and independently
- Experience in sales, lead generation, or outreach-focused roles preferred
- Experience in higher education or higher education sales a plus
Benefits
- Remote work arrangement
- Targeted sales training covering messaging, buyer personas, product positioning, and outreach workflow
- Participation in training sessions and weekly check-ins
- Potential transition after the 6–8 week trial period to a part-time or full-time role such as Jr. Account Executive or Account Executive
Company Overview