Sales Development Representative

Wisewire partners with education and workforce organizations to create modern learning experiences using learning science, technology, AI-powered workflows, and human-centered design. The Sales Development Representative will build pipeline through cold calling, personalized email, HubSpot sequences, and LinkedIn outreach, qualify opportunities, book discovery meetings, maintain CRM accuracy, and improve outreach results.

Responsibilities:

• Research target organizations and decision-makers, understand their priorities, and identify where Wisewire’s learning solutions may be a fit
• Build and maintain accurate prospect lists aligned with campaign goals and priority markets
• Follow up with new leads and previously engaged contacts to identify current needs and opportunities
• Make consistent outbound cold calls to introduce Wisewire, start conversations, and secure relevant next steps
• Ask focused questions, handle initial objections, and adapt your approach to the person and organization you’re contacting
• Write concise, personalized emails and execute HubSpot sequences that support your calling and LinkedIn outreach
• Manage follow-up thoughtfully and consistently, balancing outreach volume with quality
• Assess fit, understand needs and timing, and distinguish a qualified opportunity from general interest
• Book discovery meetings for Account Executives and provide useful context, qualification notes, and agreed next steps
• Partner with the sales team to improve messaging and meeting quality. Candidates with relevant experience may also lead initial discovery conversations
• Keep HubSpot current with contact information, outreach activity, call outcomes, qualification notes, and follow-up tasks
• Track activity, responses, meetings booked, and meeting quality; share progress and identify where outreach is getting stuck
• Test messaging and outreach approaches, apply coaching, and adjust campaigns based on what produces useful sales conversations

Requirements:

• 2+ years of experience in an SDR, BDR, or outbound sales role, including hands-on cold calling
• A demonstrated track record of generating qualified meetings through targeted outreach and consistent follow-up
• Confidence starting cold conversations, explaining value clearly, asking useful questions, and handling objections without relying on a rigid script
• Experience with email campaigns, outbound sequences, and a CRM or sales engagement platform
• Strong written and verbal communication: clear, concise, professional, and attentive to the prospect's needs
• Ability to organize outreach independently, meet agreed activity goals, and maintain accurate CRM records in a remote environment
• Like starting conversations and learning what matters to the person on the other end
• Stay consistent through unanswered calls and rejection, and learn from the conversations you do have
• Take ownership of follow-up and prefer clear next steps over a list of contacts with no movement
• Are curious, coachable, and motivated by building a useful pipeline
• Hands-on experience with HubSpot CRM and sequences
• Experience selling services or solutions in education, workforce development, or related B2B markets
• Experience leading discovery or qualification calls and preparing clear sales handoffs
• Experience using sales research, automation, or AI tools thoughtfully to improve outreach efficiency while reviewing messaging for accuracy and relevance