Role Description We are looking to hire an Internal Sales Specialist to support student retention and payment continuity. The main function of this role is to contact students who pay monthly and are either due for their next payment or already late, in order to facilitate payments, resolve potential issues, and prevent drop-outs. - Collect recurring payments on time while meeting collection targets. - Resolve payment-related concerns, handle objections, and support students in maintaining their enrollment. - Drive student retention and prolongation through proactive outreach and engagement. - Meet SLA targets by managing follow-ups, due dates, and payment issues before they lead to churn. - Own and consistently achieve key KPIs, including collection rate, save rate, and prolongation rate. - Maintain accurate records of student interactions, outcomes, and follow-up activities in the CRM. - Collaborate with cross-functional teams to improve processes and enhance the student experience. - Continuously develop skills in product knowledge, negotiation, objection handling, and retention strategies. - Take a proactive approach to identifying at-risk students and driving solutions that improve results. Qualifications - Advanced proficiency in English and Spanish (C1 level or higher). - Strong active listening skills with exceptional attention to detail. - Excellent communication, persuasion, and objection-handling abilities. - 2+ years of experience in Sales, Retention, Collections, Customer Success, or Consultative Sales. - Strong problem-solving skills and the ability to navigate complex customer situations. - High emotional intelligence, with the ability to manage sensitive conversations with empathy and professionalism. - Proficiency with CRM tools and strong data entry and tracking discipline. - Results-driven mindset with a proven ability to meet and exceed performance targets. - Ability to build trust, influence decisions, and guide customers toward positive outcomes. Nice-to-Have - Experience in the EdTech industry or a general understanding of online education environments. Benefits - Join a mission-driven company helping thousands of people transform their careers through education and technology. - A fast-paced environment built on accountability, ownership, and impact—without unnecessary bureaucracy. - Enjoy the flexibility of working remotely with a high level of autonomy, trust, and minimal micromanagement. - Collaborate with talented professionals from diverse backgrounds across tech, ed-tech, and other industries. - Work with platforms like Notion, Miro, Google Workspace, and other digital tools that enable seamless collaboration. - Your work will directly contribute to improving student retention, engagement, and long-term success. Compensation & Schedule - Compensation: Fixed monthly salary + performance-based bonus per month. - Schedule: 5/2. - Work Arrangement: Fully remote.

• Manage, coach, and scale a team of quota-carrying AEs • Drive outbound sales efforts and support full-cycle enterprise deals • Use Gong.io to review sales calls and refine sales effectiveness • Collaborate with Marketing and Product on GTM messaging and campaigns • Track performance and maintain accurate forecasting in Salesforce and HubSpot • Close strategic enterprise deals and support complex sales cycles • Support hiring, onboarding, and career development for the sales team

• Develop a business plan to overachieve sales goals • Manage and maintain the entire sales ecosystem from generating leads through closing • Help customers understand the value of Cribl during the sales process • Articulate our value proposition up and down the organization, from engineer up to CxO • Forecasting predictably and hitting sales targets • We are a remote-first company and work happens across many time-zones – you may be required to occasionally perform duties outside your standard working hours

• Recruit, onboard, and develop a high-performing team of SMB Account Executives. • Establish and maintain a coaching rhythm: regular 1:1s, call reviews, deal reviews, and skills development sessions. • Set clear performance expectations and hold the team accountable to activity metrics, pipeline targets, and quota attainment. • Foster a culture of learning, collaboration, and continuous improvement across the team. • Own the team's pipeline generation strategy, ensuring AEs prospect approximately 50 to 60% of their own pipeline through outbound calling, email campaigns, and tools such as LinkedIn. • Drive disciplined territory planning and account prioritization across the SMB segment. • Support AEs in navigating public-sector deals with typical 3 to 8 month sales cycles, multiple stakeholders, and government procurement processes. • Actively join AEs on discovery calls, demos, and business case development when needed. • Maintain accurate forecasting and pipeline reporting in Salesforce; provide weekly forecast updates to leadership using Swiftly's forecast methodology. • Achieve and exceed team revenue goals. • Champion and enforce the SPICED sales methodology across the team. • Coach the team on identifying and mitigating deal risk, partnering with leadership, internal partners, and executives as needed. • Oversee Swiftly's responses to public solicitations within your team's territories, with the support of our internal procurement team. • Represent Swiftly at industry conferences (APTA, TransITech, state transit associations) and coach your team on event strategy. • Partner cross-functionally with Marketing, Product, and Customer Success to refine messaging, share market feedback, and improve the buyer experience. • Lead the adoption of AI-assisted and modern sales workflows that improve prospecting efficiency and sales effectiveness.