Candidate brief — Head of Revenue and Growth, Canada

Koshy Alex.
Sales leader, Toronto.

18+ years in enterprise technology. 5 years building and scaling sales organizations across Canada and the U.S. Built for the Stripe Canada GTM mandate.

Mississauga, ON koshy.x.alex@gmail.com (437) 855-2757 LinkedIn
Career arc · 18 years · India → Dubai → Austin → Toronto
2007–10
2010–12
Promoted
2012–15
2015–17
2017–19
Promoted
2019–21
Promoted
2021–23
2024–26
Consulting & sales
India
Oracle SDR
India
Oracle AE
Dubai
Oracle AE
Austin
Oracle AE
Austin
First-line mgr
Austin → Toronto
RVP, second-line
Toronto
Strategic SaaS
Toronto

I lead enterprise sales organizations — building the team, the operating cadence, and the C-suite relationships that turn a region into a top performer. Most recently led Oracle Canada's Western Canada & Western US business, carrying a $40M USD regional budget — 51% (FY22) and 42% (FY23) YoY growth after inheriting an underperforming territory. Two-time Club Excellence winner.

Impact at a glance
$40M USD
Regional budget carried as RVP (Western Canada & Western US)
51% / 42%
YoY growth — FY22 / FY23
+15%
Net ARR growth, NA SaaS Renewals
188%
of plan as a first-line manager
0
attrition over 18 months
3
President's Club winners developed
386%
of quota as an individual contributor
Why this role

What the JD asks for, mapped to what I've done.

Reading the JD line by line, the overlap with the last five years of my career is unusually direct. The match below is verbatim from Stripe's posting.

5+ years people management leading sales teams in Canada or NA
5 years as first- and second-line manager at Oracle Canada. $40M USD regional budget, 4 leaders, 24 sellers across direct and partner-led GTM.
Leading sales in a high-growth technology environment
Multi-product enterprise SaaS at Oracle — ERP, HCM, SCM, CX, analytics — through periods of 51% and 42% YoY regional growth as RVP (FY22/FY23), 188% as first-line manager (FY20), and 386% as an IC (FY19). Same multi-stakeholder motion Stripe's platform sale runs through.
Building and scaling high-caliber teams, launching new regions
Restructured an underperforming Western US & Western Canada region; delivered 51% (FY22) and 42% (FY23) YoY growth. Zero attrition over 18 months as a first-line manager.
Hire, train, and coach a high-performance sales team
Developed 3 President's Club winners through structured coaching and inspection. Oracle Tech All-Star (FY21) for team development.
Quantitative skills, pipeline and forecast command
As RVP, restructured coverage by buyer segment and rebuilt weekly forecast cadence and pipeline inspection across the bi-national region. As NA Renewals Strategy Director, built 6–8 quarter forward-looking risk and adoption models — lifted net ARR 15% and renewal rates +2 pts.
Deep understanding of the Canadian business landscape
7+ years selling into Canadian enterprise from the Greater Toronto Area — RVP for Western Canada, across Canadian enterprise today. Closed and expanded Commercial accounts in various industries. Built C-suite relationships.
Track record of over-achievement
Top RVP Awards three consecutive quarters (peak 172% in Q3 FY22). Two-time Club Excellence winner. Multiple MVP and Regional awards across Oracle tenure.
Experience in detail

Role history with the awards earned at each stage.

June 2024 – April 2026 · Oracle Canada, Toronto
Cloud Application Sales Manager — Strategic SaaS
  • 131% in H1 FY26, 137% in FY25 ($3.98M USD on $2.9M USD budget) through multi-product expansion across ERP, HCM, SCM, CX
  • Closed first net-new Global Trade Management deal in mid-market — opened a new product line for the territory
  • Built C-suite relationships across Finance, HR, Supply Chain, Tax, and IT
July 2023 – May 2024 · Oracle Canada, Toronto
Strategy Director — North American SaaS Renewals & Expansion (Second-Line)
  • Managed 14 people across USA and Romania; supported $1B+ USD ARR Renewal and $100M USD ARR Expansion revenue
  • Improved net ARR growth by 15%; renewal rates up 2 pts consecutive quarters
  • Built proactive risk, usage, and adoption models looking 6–8 quarters ahead
October 2021 – July 2023 · Oracle Canada, Toronto
Regional Vice President — Western US & Western Canada (Second-Line)
  • Led a bi-national region — 4 sales leaders, 24 sellers, direct + partner-led GTM
  • FY22: $31.4M USD on $20.65M USD budget (152% attainment, 51% YoY growth). FY23: $47M USD on $40M USD budget (118% attainment, 42% YoY growth).
  • All 3 sales leaders on the bench hit 100% of budget under my leadership. Peak quarter: 172% in Q3 FY22.
★ Top RVP Award — Q3 FY23
★ Top RVP Award — Q3 FY22
★ Top RVP Award — Q2 FY22
October 2019 – October 2021 · Oracle Canada / America
Regional Sales Manager (First-Line Manager)
  • $15M USD (188% of $8M USD budget) in FY20, $11.4M USD (130% of $8.8M USD budget) in FY21 — #1 manager FY20 among 12, ranked 3rd in FY21. Peak quarters of 281% (Q4 FY20) and 254% (Q2 FY21).
  • Among 12 manager teams in Oracle's commercial organization, mine generated 18.5% of total revenue in FY20 — more than 2x the per-team average.
  • Zero attrition, developed 3 President's Club winners from within
★ Oracle Tech All-Star — FY21
★ Top Regional Sales Manager Award — Q2 FY21
★ #1 Manager — FY20 Cohort
★ Certificate of Excellence — FY20*
★ Top Regional Sales Manager Award — Q4 FY20
★ Top Regional Sales Manager Award — Q3 FY20
* Awarded in lieu of President's Club during the temporary program suspension (COVID-19).
September 2017 – October 2019 · Oracle America, Austin
Technology Account Executive
  • 386% of quota in FY19 — $5.96M USD against a $1.54M USD quota for net-new License & ARR. 865% territory growth YoY — turned a zero-revenue territory into the team's highest-grossing. Carried momentum into FY20 with 220% in Q1.
  • Helped lead negotiations and close a $3M+ USD SaaS TCV deal for other sales teams
★ Oracle Club Excellence — FY19
2007 – 2017 · Oracle US / MEA / India · Synaptris · Mahindra Satyam
Early career
  • Progressive sales career across Enterprise Infrastructure, Storage, and Platform Solutions
  • Oracle America (2015–17), Oracle MEA (2012–15), Oracle India (2010–12), consulting/BDE (2007–10)
★ Oracle Club Excellence — FY17
★ Annual Quota Achievement — FY16
★ MVP Award — Q4 FY16
★ MVP Award — Q3 FY16
★ Annual Quota Achievement — FY15
★ Superstar of the Year — FY12
★ MVP Business Development × 5 (FY11–FY12)†
† Quarters earned: Q4 FY12, Q1 FY12, Q4 FY11, Q3 FY11, Q1 FY11.
Recommendations

What colleagues have said.

I can't recommend Koshy highly enough. Over the past decade, I had the opportunity to promote him from IC to Sales Manager and then Regional VP, where he led multiple teams and consistently delivered. He combines strategic thinking with hands-on execution and is a trusted, respected leader. Any organization looking for a strong sales leader would be lucky to have him.

Ashesh Parekh
Ashesh Parekh
Board Advisor · Oracle GVP · GTM Strategy · SaaS, Cloud & Applications
Direct manager at Oracle (promoted Koshy from IC to RVP) · LinkedIn recommendation, April 2026

During his 4 years working in my organization, Koshy demonstrated exceptional skills, dedication, and a focus on customer success. He is a strategic and results-oriented leader. I promoted him twice into roles where he successfully developed and implemented innovative sales strategies that contributed to the company's overall success.

Koshy's ability to motivate and lead a high-performing sales team was instrumental in exceeding sales targets consistently. One of his key strengths is his deep understanding of the cloud infrastructure industry and the enterprise software market.

He was adept at identifying new business opportunities, nurturing client relationships, and negotiating complex deals. He consistently fostered a positive and collaborative team environment, earning the respect and admiration of colleagues.

Koshy's contributions have left a lasting impact on our organization, and I am confident that he will bring the same level of dedication and success to any future endeavor.

Peter Galanis
Peter Galanis
CRO · Enterprise Software, Cloud Infrastructure, Strategic Advisor
Senior to Koshy at Oracle, indirect reporting line · LinkedIn recommendation, January 2024

I have had the pleasure of working with Koshy for the last year. He has quickly become one of the best leaders I have had in my professional career, and I look forward to continuing to learn from him. Koshy has built a career with Oracle, showing loyalty to a company that is a rare find these days. His extensive expertise exceeds most around him, if Koshy doesn't know the answer, I don't think anyone else does. He is always willing to share his knowledge, coach those around him, collaborate with other teams and provide a different perspective, making him an exceptional leader. Koshy is one of the most dedicated people I have met, he always gives 100% and then goes beyond that to deliver what no one else thought of. He is always over prepared and constantly thinking outside the box. Koshy is a huge asset to Oracle and to anyone working with him.

Melanie Bay-Andersen
Melanie Bay-Andersen
Technology Account Executive, Oracle · Founder, Ruffin' Mudder
Oracle teammate · Koshy was senior, not direct manager · LinkedIn recommendation, June 2023

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