Matt Cavallaro
A driven sales executive passionate about educating clients and co-constructing the best solutions for their desired outcomes.
mcav09@gmail.com · 0401441949
Executive summary
Enterprise sales leader with a 5-year track record at Salesforce averaging 100% median quota attainment (vs. <50% team average), exceeding multi-year targets 3x with consecutive 200%+ performance years, and building the ANZ K-12 market from $0 to $2M TCV. Combines 15 years of hands-on experience as a school and university executive with technical execution — building custom multi-agent workflow prototypes to validate complex enterprise deals and establish a path to $2M ARR.
Current role
GTM Lead - Education & Social Enterprises
April 2026 - present
monō ai
- Territory Strategy & Execution: Engineered and executed a high-growth territory plan targeting complex ANZ Higher Education, TAFE, and public-benefit enterprise accounts.
- Technical Value Proof: Engineered Create AI prototypes to replace static architecture slides, demonstrating real-time application behavior, API orchestration, and workflow visibility directly to technical decision-makers.
- Pipeline Acceleration: Closed early enterprise accounts while building a channelled pipeline projected to scale to $2M ARR within 12 months.
- Product-Market Alignment: Partnering directly with engineering and product teams to translate public sector compliance, governance, and operational requirements into actionable product roadmap features.
- Consultative Selling: Helping enterprise tech/product/business leaders evaluate modern AI infrastructure and modern web architectures to deliver business-critical internal and external experiences.
Previous experience
Account Executive - Enterprise Education
Feb 2024 – April 2026
Salesforce
- Strategic Territory Expansion: Managed complex, multi-year cloud procurement cycles across Tier-1 Universities, large TAFE systems, and State-wide K-12 districts across the Australian East Coast.
- Quota Performance: Achieved 94% quota attainment in a newly expanded territory, exceeding 200%+ on multi-year targets and achieving 140% New Logo Attainment.
- C-Level Executive Alignment: Led multi-threaded sales campaigns targeting CIOs, Chief Digital Officers, and Procurement Heads to align cloud infrastructure modernization with institutional outcomes.
Account Executive - Education
June 2021 - 2024
Salesforce
- Consistently Top-Tier Performer: Maintained a 100% median quota achievement over 5 years (compared to <50% team average), exceeding multi-year targets 3x with consecutive years above 200%.
- New Market Creation: Built and launched the ANZ K-12 Public District market from scratch, generating $700k ACV, $3M pipeline, and $2M TCV.
- Partner Ecosystem Expansion: Established and co-sold alongside strategic System Integrators (SIs) and cloud partners to scale deployment and drive platform consumption.
- Referenceability: Secured the first 3 Education Cloud enterprise customer implementations live across ANZ.
Account Executive (Academic Advisor)
Aug 2020 - March 2021
Crimson Education
Previous leadership & institutional experience
Head of Positive Education, Head of Year
Jan 2006 - Dec 2019
Knox Grammar School
Core competencies & technical fluency
GTM & Commercial Execution
Full Sales Cycle Management, MEDDPICC, Value-Based Selling, Executive Alignment, Multi-Threaded Deal Execution, Co-Selling & Channel Strategy.
GenAI & Technical Acumen
AI/ML Workflows, Autonomous AI Agents, RAG Architectures, Hands-On CLI/Terminal Prototyping, Developer Experience (DX), API Integrations, PoC Execution.
Enterprise & Public Sector
Higher Education, Public Sector, Enterprise Digital Transformation, SI & Ecosystem Partnerships (GSI, consultants, Hyperscalers).
Education
Deakin University
MEd Leadership and Admin
Boston University
MA Secondary English
Graduate Assistant Coaching Scholarship
Northeastern University
BA Psych & English Lit
Cum Laude & Baseball Scholarship, Athletes in Service to America Member (Americorps)