Matt Cavallaro
Enterprise AE selling cloud and AI platforms into Australian education and the public sector, preceded by fifteen years as an education leader.
mcav09@gmail.com
Executive summary
Enterprise AE selling cloud and AI platforms into Australian education and the public sector, 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: created an entire ANZ K-12 market for Salesforce from a standing start, convening the buying community, shaping the tenders that followed, and generating $3M+ in pipeline where no territory previously existed. 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
- Education and public sector portfolio: TAFE NSW, the NSW and Victorian Departments of Education, UNSW, UTS and University of New England, the largest ANZ Catholic diocese and state-wide K-12 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: Partnered with the AWS field team on TAFE NSW's exit from on-premise infrastructure at Villawood, aligning platform value to the migration business case under NSW Government cloud-first direction.
- National coverage under pressure: Covered the entire Australian education territory when the team turned over, identifying and closing a $200K expansion at QUT inside a compressed window by trading capability the customer needed against seats and licences we wanted.
- Market building: Established a Salesforce partnership with the HEDx higher education platform, described internally as the strongest education partnership the team had held; selected to represent the ANZ education team at Salesforce's Education Summit in Chicago.
Account Executive, Mid-Market Education
June 2021 - February 2024
Salesforce
- Built a market with no installed base: K-12 buying in ANZ 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, brought in a partner who built the missing layer, 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 markets with no installed base: 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; joint pursuit with hyperscaler field teams; 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).