Matt Cavallaro
Enterprise AE selling cloud and AI platforms into Australian education, preceded by fifteen years as an education leader.
mcav09@gmail.com
Executive summary
Enterprise AE selling cloud and AI platforms into Australian education, preceded by fifteen years as an education leader. Five years' field closing experience across mid-market and enterprise, with 200%+ against multi-year targets in consecutive years, 140% new logo attainment, and 107% in the best full year. Builds pipeline independently: opened the independent and Catholic K-12 market for Salesforce, convening the buying community, building out a partner solution that was the missing link, shaping the tenders that followed, and generating $3M+ in pipeline. Works the hybrid-to-cloud transition directly. Extensive experience working with a range of SI partners and consultants. Hands-on technical fluency across cloud architecture, APIs and AI workflows.
Current role
Commercial Director, APAC (fractional)
October 2026 - present
Bryd
- APAC revenue: Lead growth for Bryd, a Slack-first Salesforce and AI consultancy, across expansion with key customers and new strategic deals, which I run through to close.
- Salesforce ecosystem: Manage relationships with Salesforce and Slack account teams across the region, turning them into a shared source of pipeline.
- Anthropic partnership: Own the relationship with Anthropic and the joint go-to-market motion for AI in APAC.
GTM Lead, Education & Social Enterprises
2026
monō ai
- Pipeline from zero: Built and executed a national territory plan across ANZ higher education and public-benefit accounts with no existing installed base, building executive relationships and pipeline across the sector.
- Executive access: Reached the president of Western Governors University (300,000+ students) directly, progressing to CIO and CTO on a student retention deployment that reached negotiation.
- Partner-led coverage: Worked with a partner to solve use cases at UTS shared across the sector and with an external architecture consultant shaping UNSW's future state.
- Technical value proof: Engineered CLI-based, clickable prototypes in place of static architecture slides, demonstrating live application behaviour, API orchestration and workflow visibility to technical decision-makers.
Previous experience
Account Executive, Enterprise Education
Feb 2024 - April 2026
Salesforce
- Higher education portfolio: UNSW, UTS and University of New England alongside TAFE NSW, the largest ANZ Catholic diocese and K-12 school systems across the east coast.
- New logo performance: 94% attainment in a newly expanded territory, 200%+ against multi-year targets, 140% new logo attainment.
- Winning against an incumbent: Won an early tender at University of New England for their AI lab against an entrenched Microsoft footprint; built and sustained the Vice-Chancellor relationship, the only AE on the ANZ team to do so.
- Hybrid-to-cloud pursuit: Leveraged a strong AWS field relationship to build access and relationships at TAFE NSW during its exit from on-premise infrastructure at Villawood, under NSW Government cloud-first direction.
- National coverage under pressure: Worked the entire Australian education territory alongside the education leader while three seats sat vacant and another rep was on extended leave, helping execute key deals and handling the administrative load. Represented the ANZ education team at Salesforce's Education Summit in 2025.
- Market building: Established a Salesforce partnership with the HEDx higher education platform, described internally as the strongest education partnership the team had held.
Account Executive, Mid-Market Education
June 2021 - February 2024
Salesforce
- Opened the independent and Catholic K-12 market: buying in that segment was organised around student information systems, which Salesforce did not offer. Convened independent and Catholic school groups with the Association of Independent Schools NSW into a recurring forum, built out a solution with a partner that was the missing link, and the resulting tenders were written around that architecture, generating $3M+ pipeline, $700K ACV and $2M TCV, with deals still closing four and five years on.
- Deal range: Transactional through transformational deals, including land use cases from $50k to above $250K ACV and $750K-$1mil TCV.
- Reference customer: Closed Christian Education Ministries, which expanded across Education Cloud, Slack, Data Cloud, Agentforce and Marketing Cloud over 17 schools to become Salesforce's leading K-12 education reference customer, and a direct influence on subsequent Catholic and Anglican school system tenders.
- Sustained attainment: exceeded multi-year (TCV) targets in consecutive years at 200%+, with 107% in the best full financial year.
Earlier leadership & institutional experience
Lead Australia Account Executive (Academic Advisor)
Aug 2020 - Mar 2021
Crimson Education
Director of Student Development & Wellbeing
Jan 2020 - Jan 2021
Knox Grammar School, Wahroonga Preparatory Campus
Head of Positive Education
Jan 2016 - Dec 2019
Knox Grammar School
Head of Year, Geography & English Teacher
Jan 2006 - Dec 2016
Knox Grammar School
Core competencies & technical fluency
Higher education
National coverage experience across universities, TAFE and K-12 systems.
Self-generated pipeline
Repeatable methodology for opening new market segments: relationship mapping, convening buying communities, pre-tender requirement shaping, partner-led coverage.
Hybrid-to-cloud transition
On-premise legacy estates and migration drivers in the sector; using hyperscaler field relationships to open doors; security, sovereignty and IRAP accreditation as evaluation criteria.
Enterprise deal craft
Multi-threaded engagement across Vice-Chancellors, CIOs, Chief Digital Officers and procurement; negotiating pricing and commercial terms on value and ROI; forecast accuracy across long, multi-stage cycles.
University procurement
RFP and RFT response and pre-tender influence, probity, panel arrangements, ICT and Master ICT Agreements, security and privacy assessment.
Technical fluency
Cloud architecture, API orchestration, CLI prototyping, AI workflow governance; translating technical architecture into business value for technical and executive audiences.
Education
Deakin University
MEd, Leadership and Administration
2016
Boston University
MA, Secondary English
2003
Northeastern University
BA, Psychology & English Literature, cum laude
2002 — Baseball scholarship; Athletes in Service to America (AmeriCorps).