Fractional VP of Sales (K-12 Education)

Fractional Vice President of Sales (K-12 Education)
Location: Atlanta
Engagement Type: Fractional / Contract (15–25 hours per week)
Work Hours: Flexible with overlap during U.S. Eastern Time (8:00 AM – 5:00 PM EST)
Reports To: Founder & CEO
About Dumroo.ai
Dumroo.ai is an AI-first education platform transforming K-12 education through intelligent analytics, AI-powered teaching assistants, personalized learning, student success insights, and district-wide education intelligence. Our mission is to help school districts make better decisions using AI while improving outcomes for educators, students, and families. We are entering an exciting growth stage and are looking for an experienced sales leader to build our go-to-market engine from the ground up.
Position Overview
We are seeking a highly experienced Fractional Vice President of Sales to establish and lead Dumroo.ai's sales organization. This is a hands-on leadership role. We are not looking for someone who simply manages a team—we're looking for someone who has built and scaled B2B SaaS sales organizations, enjoys selling, and is excited to help build a repeatable revenue engine. You will work directly with the Founder & CEO to define the sales strategy, establish processes, hire and mentor the first sales team members, and personally help close strategic opportunities.
Key Responsibilities
Sales Strategy & Go-to-Market
Develop and execute Dumroo.ai's go-to-market strategy for the U.S. K-12 education market.
Define target customer profiles, buyer personas, and market segmentation.
Develop sales messaging, positioning, and competitive differentiation.
Build a scalable and repeatable enterprise sales process.
Revenue Generation
Personally engage with strategic prospects and high-value opportunities.
Support product demonstrations and executive presentations.
Participate in contract negotiations and enterprise sales discussions.
Help close the company's first wave of district customers.
Sales Process Development
Build and document the complete sales playbook.
Establish sales stages, qualification criteria, and pipeline management processes.
Develop pricing, proposal, and sales collateral strategies.
Create forecasting methodologies and sales reporting dashboards.
Team Building & Leadership
Recruit, interview, and hire the initial sales organization.
Coach and mentor Business Development Managers, SDRs, and Business Development Interns.
Establish sales KPIs, performance expectations, and coaching processes.
Build a high-performance, customer-focused sales culture.
Pipeline & CRM Management
Implement CRM best practices using Zoho CRM.
Develop pipeline management processes and reporting.
Monitor conversion metrics and recommend improvements.
Build accurate revenue forecasts.
Partnerships & Market Development
Develop relationships with school districts, education associations, and strategic partners.
Represent Dumroo.ai at education conferences and industry events.
Identify partnership opportunities that accelerate growth.
Cross-Functional Leadership
Collaborate closely with Marketing on lead generation and messaging.
Provide customer insights to Product Management and Engineering.
Support Customer Success during onboarding and pilot implementations.
Help shape the company's overall commercial strategy.
Required Qualifications
10+ years of enterprise B2B sales experience.
5+ years leading SaaS sales teams.
Demonstrated success building sales organizations from an early-stage or high-growth environment.
Experience selling into U.S. K-12 school districts or the education technology market.
Proven track record of personally closing enterprise software deals.
Experience developing and implementing sales playbooks and scalable sales processes.
Strong leadership, coaching, and mentoring skills.
Excellent communication, presentation, and negotiation abilities.
Preferred Qualifications
Existing relationships with Superintendents, Assistant Superintendents, Curriculum Leaders, CIOs, CTOs, and other K-12 decision-makers.
Experience with AI, SaaS, analytics, or enterprise software.
Experience selling six-figure enterprise agreements.
Startup leadership experience from Seed through Series A/B growth stages.
Familiarity with district procurement, RFPs, and education funding cycles.
Key Competencies
Strategic Sales Leadership
Enterprise Selling
Revenue Growth
Team Building
Executive Communication
Sales Coaching
Pipeline Management
Negotiation
Relationship Building
Customer-Centric Selling
Data-Driven Decision Making
Startup Mindset
Success Metrics (First 6–12 Months)
Develop and implement Dumroo.ai's sales playbook.
Build a qualified enterprise sales pipeline.
Establish repeatable sales processes and KPIs.
Recruit and onboard the initial sales team.
Support the acquisition of new school district customers.
Improve pipeline conversion rates and forecast accuracy.
Build strategic relationships across the K-12 education ecosystem.
Compensation
This is a fractional leadership role with compensation structured to align long-term success.
Compensation may include:
Monthly consulting retainer
Performance-based commission on closed business
ESOP / equity participation (based on experience and contribution)
Opportunity to transition into a full-time executive leadership role as Dumroo.ai scales
Why Join Dumroo.ai?
Build the sales organization from the ground up.
Work directly with the Founder & CEO to shape company strategy.
Sell an innovative AI platform addressing meaningful challenges in education.
Join an ambitious, mission-driven startup with significant growth potential.
Help transform how schools use AI and data to improve educational outcomes.
How to Apply
Please send your resume and a brief summary of your experience building and leading enterprise SaaS sales teams to:
📧 hr@dumroo.ai
Subject: Fractional Vice President of Sales – Application

Work arrangement
Yes