Account Executive · Cloud & AI Sales · Digital Transformation
Jay Perera
Technology sales professional with 10+ years of experience across Microsoft, Oracle and cloud services, spanning full-cycle SaaS and cloud sales, new-logo acquisition, account growth, territory development and executive selling.
Full-cycle technology sales
Cloud · AI · SMB/SMC · New Business
What I bring
Built for fast-moving SMB & SMC sales.
I work across the full sales cycle, from outbound prospecting and discovery to solution positioning, negotiation, closing and account expansion. My focus is simple: build qualified pipeline, win new customers and grow existing accounts.
SMB & SMC Full-Cycle Sales
Managing opportunities from first outreach and qualification through discovery, solution positioning, commercial negotiation and close.
New-Logo Acquisition
Creating pipeline through outbound prospecting, referrals, digital selling and targeted account engagement to win new customers.
Account Growth & Expansion
Growing existing accounts through strategic account planning, cross-sell, up-sell and continued solution adoption.
Cloud & AI Solution Sales
Selling Azure, Microsoft 365, AI, cybersecurity, data and digital transformation solutions around real customer priorities.
Pipeline & Forecasting
Maintaining clear opportunity stages, next steps and forecast visibility through CRM discipline, pipeline reviews and territory planning.
Consultative & Executive Selling
Working with business owners, C-level executives and IT leaders to uncover needs, build value and move buying decisions forward.
Career
Sales experience built across major cloud and technology ecosystems.
2025 — 2026
Maximus Canada
Partner Development ManagerDrove pipeline development and new-business opportunities across AI/ML, data & analytics, cybersecurity, contact centre and application modernization, coordinating sales, solution and partner teams to progress opportunities.
2023 — 2025
Trillium System Solutions
Account Executive – SMB & SMC, Cloud & AIManaged SMB and SMC customer accounts and led end-to-end sales cycles from prospecting and qualification through solution positioning, commercial negotiation and close across Azure, Microsoft 365, AI and digital transformation opportunities.
2022 — 2023
Microsoft · Toronto
Azure Digital Partner Channel Specialist — SMCManaged commercial growth across 30+ North American Azure CSP accounts, using discovery, joint account planning and co-sell execution to increase qualified opportunities and accelerate cloud revenue.
+25% qualified opportunities
+20% deal conversion
−12% sales cycle
2022
Microsoft · Toronto
Sales AssociateOwned customer opportunities from prospecting through close, using Salesforce CRM to manage a $1.3M pipeline and closing $25K in first-quarter deals while exceeding initial targets.
$1.3M pipeline managed
$25K first-quarter deals
2018 — 2020
Oracle · Kuala Lumpur
Team Lead / Business Development Consultant — OD PrimeDrove regional business development across high-growth SMB territories, engaging C-level stakeholders, building pipeline and negotiating strategic Oracle cloud opportunities that generated more than $750K in new revenue.
159% pipeline growth
62% conversion rate
3× JAPAC Silver Awards
2016 — 2018
Microsoft · Kuala Lumpur
Inside Sales Representative — APACBuilt and managed cloud pipeline across SMB and SMC segments, acquiring net-new customers and growing Dynamics 365 and cloud revenue.
178% revenue target
163% cloud target
20 new customers
Sales performance
Results measured in revenue, pipeline and new customers.
My sales track record is built around quota attainment, new-logo acquisition, pipeline ownership and converting opportunities into revenue.
Revenue target attainment
Exceeded Microsoft revenue target through territory focus, prospecting, pipeline discipline and customer acquisition.
Net-new customers
Won new cloud customers through cold calling, referrals, digital engagement and consultative sales conversations.
Sales pipeline owned
Managed an active Microsoft pipeline through qualification, forecasting, customer-confirmed next steps and deal progression.
New revenue generated
Engaged and negotiated with C-level stakeholders to convert Oracle cloud opportunities into new revenue.
Technology & credentials
Multi-cloud experience backed by technical certifications.
Microsoft
Azure, AI, Security & Modern Work
- AI-900 · Azure AI Fundamentals
- AZ-900 · Azure Fundamentals
- AZ-305 · Azure Infrastructure Solutions
- DP-300 · Azure Database Administrator
- AZ-140 · Azure Virtual Desktop
- SC-900 · Security, Compliance & Identity
- MS-900 · Microsoft 365 Fundamentals
Oracle
Oracle Cloud Infrastructure
- OCI 2023 AI Certified Foundations Associate
- Oracle Cloud Data Management 2023 Foundations
- OCI Foundations 2020 Certified Associate
Additional
Cybersecurity & Cloud
- Google Cybersecurity Certificate
- Introduction to Information Technology and AWS Cloud
- Salesforce · Dynamics · Power BI · CPQ
Microsoft Program 100 Club
Microsoft Cloud Pinnacle Award
Microsoft Top Performer Q4
Best Solution Seller
Oracle JAPAC BDG Tech Silver ×3
About Jay
More than the job title.
Outside work, family is the most important part of my life. I value being present, spending time together and keeping a healthy balance between career goals and the people who matter most to me.
Working across different countries, teams and cultures has given me a broad perspective, but family keeps me grounded. I bring that same sense of consistency, responsibility and respect into the way I work with customers and colleagues.
Based in Toronto and open to remote and hybrid opportunities across Canada.
Contact
Let’s connect.
For Account Executive, Cloud Sales, AI Sales and strategic technology opportunities.