Now Hiring: Part-Time Sales Lead at REACH Pathways

kwoodard56
Jun 24
2 min read

Updated: Jun 25

Reports to: Head of Employability

Location: Remote (U.S. based)

Hours: 20 hours per week

Compensation: $30–$45/hour depending on experience

Start Date: ASAP

About REACH Pathways

REACH Pathways is an award-winning platform reimagining how young people explore careers, build skills, and connect with opportunity. Built with and for youth, REACH delivers gamified skill-building, AI-powered personalization, and near-peer mentorship to prepare the next generation for a workforce transformed by technology and change.

Backed by 30 years of proven outcomes through Chicago Scholars and recognized by Fast Company’s World Changing Ideas List, SXSW Pitch, and the Chicago Innovation Awards - REACH is bridging the gap between potential and placement.

Position Summary

REACH is seeking a mission-driven, results-oriented Part-Time Sales Lead to drive our B2B sales and partnerships strategy. This role will lead outreach, prospecting, and deal management with employer and campus partners, working directly with the Head of Employability and President/Founders to grow our national footprint. The ideal candidate is a strong communicator, experienced in consultative sales or partnership development, and excited to lead a strategic sales function in a growing start-up.

Key Responsibilities

Lead Generation & Sales Execution

Drive the corporate and campus partnership pipeline from lead generation through to deal closure
Identify and prioritize high-potential prospects through research, market insights, and strategic networking
Draft and personalize outreach emails to secure discovery meetings with new leads
Prepare and tailor pitch decks, proposals, and sales collateral to specific partner needs
Build and maintain relationships with key decision-makers in HR, DEI, career services, and student affairs
Track outreach activity, open rates, and conversion metrics to evaluate and optimize engagement strategies
Manage and maintain accurate records in HubSpot, including deal stages, meeting notes, and follow-up actions
Lead partner discovery calls and support negotiation and closing processes in collaboration with the Head of Employability

Sales Strategy & Systems Development

Co-develop quarterly sales and outreach strategies aligned with REACH’s revenue and growth goals, and provide input on goals based on sales data and partner conversations
Conduct market research and competitor analysis to inform strategic positioning and differentiation
Support pricing, packaging, and pilot design to align offerings with partner needs
Recommend messaging and value proposition improvements based on audience feedback and trends
Refine and document scalable sales workflows to support a growing customer base
Optimize HubSpot CRM setup, including deal pipelines, templates, reporting, and automations
Track and analyze key sales metrics (e.g., response rates, conversion rates, deal velocity) to drive continuous improvement

Partnership and Communications Support

Support the Head of Employability in preparing proposals, meeting recaps, and summary reports
Assist in timely follow-up communications after partner meetings and conferences
Help develop and maintain a partnership tracker with contact notes, statuses, and next steps
Stay informed on trends in EdTech, employer engagement, and career readiness

Qualifications

3+ years of experience in B2B sales, business development, or partnerships (EdTech or workforce preferred)
Strong relationships with school districts and/or universities highly preferred
Proven ability to close deals and meet or exceed sales targets
Exceptional written and verbal communication skills
Familiarity with HubSpot or other CRM tools
Strong organizational and follow-up skills
Passion for educational equity and creating pathways for under-resourced students
Comfortable working independently in a fast-paced, entrepreneurial environment