Cartwheel is hiring a
Sales Development Representative, Remote - Worldwide

Summary

The job is a full-time, salaried Sales Development Representative (SDR) position at Cartwheel, an early-stage startup focused on technology-enabled mental health services for schools. The role involves prospecting activities, collaborating with Account Executives, sourcing new leads, engaging district leaders, and attending conferences and trade shows.

Requirements

• Prior experience prospecting in sales development or similar role
• Track record of exceeding goals in a metrics-driven sales environment
• Ability to persevere through multiple rejections
• Excellent verbal and written communication skills along with skilled active listening
• Experience translating account-level research into personalized messaging
• Demonstrated ability leading a sales conversation and overcoming objections
• Demonstrated responsiveness to feedback
• A competitive spirit – we love to win on the school sales team and will celebrate our wins together and learn and improve from our losses
• Comfort with operating in a startup environment and helping to build the playbook as we go
• Ability to travel up to 25% for conferences and in-person team retreats

Responsibilities

• Complete 40 - 70 prospecting activities daily, including calls and emails
• Collaborate closely with an Account Executive(s) to create and execute on a territory plan to hit sales goals
• Source new leads for Cartwheel to engage, as well as follow-up with inbound leads sourced via marketing activity
• Engage district leaders via phone and email to schedule initial meetings
• Attend conferences and trade shows to represent Cartwheel and network with district leaders

Preferred Qualifications

• Experience working in schools (as a teacher, administrator, counselor, social worker or other support staff member)
• Proficiency or expertise in using a CRM (like Salesforce or Hubspot) and a pipeline management platform (like Outreach.io)
• Experience working in K-12 education technology

Benefits

• Competitive cash compensation including a base salary + performance bonus (on target earnings of $75-90k/year)
• Excellent health insurance
• Meaningful equity ownership stake
• 3 weeks of Paid Time Off
• Remote work environment with in-person team retreats
• 401K with employer match
• Annual education stipiend
• Macbook