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Resume: Head of B2B IT Sales (Outsourcing & Custom Software)

Published: 2026-01-26 22:19Location: Toronto, Toronto, ON
Employment type:Full-time
Workplace type:On-site / Office
Salary
140000.00 USD
Robert Smith

Views: 5

Description

👤 **About Me:**
Strategic IT Sales Leader with 4 years of experience building and scaling software development exports to the EU and US markets. Economics background, but I quickly learned that selling IT outsourcing requires understanding the client's business processes better than their own COO. I focus on selling expertise and reliability, not just hourly rates.

📈 **Professional Track Record:**
• **Head of Sales (Custom ERP & Mobile Dev):** Built and led an 8-person sales team targeting German, Polish, and US mid-market clients. Personally negotiated with CTOs and CEOs, represented the company at tech conferences in Warsaw and Berlin, and led complex tender submissions.
• **Value-Based Selling:** During a bid for a major Polish bank's mobile app modernization, competitors undercut us by 20%. Instead of discounting, I conducted a deep-dive audit of their legacy code, identified critical security vulnerabilities, and demonstrated how our architecture would save them hundreds of thousands in future maintenance. We won the 2-year contract at full price.

🛠️ **Core Competencies:**
• Systems: HubSpot (Admin), Salesforce, Pipedrive, Power BI.
• Methodologies: MEDDIC (complex deal qualification), SPIN (needs discovery).
• Documentation: PandaDoc, DocuSign, SOW, NDA, MSA drafting.
• Languages: English (Upper-Intermediate, fluent negotiations).

✨ **Career Expectations:**
• Target Salary: $140,000 USD base + uncapped commission.
• Seeking a VP of Sales or Head of IT Sales role.
• Setup: On-site/hybrid in Toronto, ON.