Senior Enterprise Sales Executive, Greater Toronto Area
About the client
Our client is a consulting and engineering firm specializing in Cloud, DevOps, Data, and Artificial Intelligence (AI) solutions. They offer services including cloud migration, managed services, 24/7 technical support, AI/ML engineering, and infrastructure security to help companies modernize operations, particularly in healthcare, logistics, and high-tech industries.
About the Role
We are looking for a senior seller to lead growth across Canadian and U.S. accounts. This is a quota-carrying, full-cycle role: you will identify and close net-new logos, expand our footprint inside these accounts, and own the commercial relationship from first conversation through signed SOW and renewal.
The deals you run will be complex and consultative, six and seven figures in services value, with multi-month sales cycles and C-level buyers.
You will not sell alone. You work in a tight orbit with our pre-sales architects, delivery leads, and Demand Generation team to shape the right solution for each opportunity.
One thing that makes this role unusual: as a top-tier AWS partner with deep co-sell motion, you will have direct access to AWS field teams and funding programs. For the right seller, that is a serious force multiplier on top of your own network.
Key Responsibilities - What you'll do
Own the full sales cycle for Canadian and U.S. enterprise accounts, from first meeting to signed SOW
Build and qualify opportunities, lead discovery, and shape solutions together with our pre-sales and architecture team
Drive proposals, commercial models, and SOW negotiations across migration, modernization, data, AI, and managed services engagements
Help shape our go-to-market motion as we grow into new verticals and geographies
Partner with the DG team to run joint campaigns, workshops, webinars, and executive events
Represent the company at executive events and industry conferences
What We Are Looking For
Accountability, ownership and drive
3+ years of enterprise sales experience in IT consulting, cloud services, or systems integration
Self-starter mindset, comfortable in a lean environment where you'll define your own playbook
Demonstrated track record closing six and seven-figure services deals with Canadian or U.S. enterprise accounts
Solid understanding of the IT consulting and cloud services landscape, including hyperscaler partner programs and MSP economics
Comfort selling technical services: migrations, data platforms, DevOps, AI/ML, managed services
Nice to Have
Background in selling into one of the following: financial services, insurance, retail, manufacturing
Familiarity with Databricks, Snowflake, or data platform modernization deals
Familiarity with hyperscalers
What We Offer
16 Days of paid time off plus official public holidays.
Participation in company events.
Health insurance.
A friendly environment and supportive team.
Engaging projects with opportunities for career growth.
To apply for this position, please submit your resume to rostie@rostie.com
Reference Job ID# 3439
