Director, Solutions Consulting & AI Presales Strategy

Jobtailor; Toronto; On-site; CAD 120,000 - 180,000; Full time

Job summary

Jobtailor is seeking a driven leader to head the Solutions Consulting team in Toronto, guiding presales strategy, discovery, demos, and enterprise deals. You will modernize RFP processes, drive AI adoption, and collaborate across Sales, Product, Marketing, and Customer Success to accelerate revenue.

You will build scalable playbooks, mentor a high-growth team, and partner with executives to align presales with company goals, with a focus on Loopio and MCP initiatives.

Qualifications

• 3–5 years of leadership experience leading, coaching, and inspiring Solutions Consultants or presales professionals in a high-growth SaaS company
• Strong background in technical sales, solutions consulting, or proposal management
• Track record of influencing enterprise‑level deals
• Comfortable engaging directly with customers on sales calls
• Experience building repeatable processes, playbooks, and frameworks for presales
• Ability to align presales with revenue growth and strategic company goals
• Executive presence with senior stakeholders at Fortune 1000 companies
• Ability to collaborate across Sales, Product, Marketing, and Customer Success
• Practical, expert‑level experience using AI tools to drive efficiency and pioneer team adoption
• Experience with, or strong aptitude for, integration‑related sales motions such as MCP
• Familiarity with Loopio is nice to have
• Must reside in the Greater Toronto Area and be able to access the Downtown Toronto co‑working space for occasional sales team get‑togethers
• Must be legally authorized to work in Canada without employer sponsorship

Responsibilities

• Lead and develop the Solutions Consulting team through coaching, mentorship, and career development
• Partner with Sales leadership on presales strategy, messaging, and value delivery
• Establish scalable processes for discovery, demos, and technical validation across SMB, mid-market, and Enterprise segments
• Own and modernize Loopio’s proposal and RFP response process using the platform, template library, and automation
• Define and monitor success metrics such as win-rate, demo quality, and sales-cycle speed
• Champion practical AI use, including Claude, across the team
• Collaborate with Product, Marketing, and Customer Success on market feedback and requirements
• Develop integration expertise, including the MCP launch
• Support strategic enterprise opportunities and technical sales execution
• Translate Product work into compelling customer-facing positioning
• Monitor competitive trends and presales best practices

Skills

Leadership

Technical Sales

Proposal Management

AI Tools Proficiency

Integration Sales

Tools

Loopio

AI Tools

Automation Platforms

Template Libraries

MCP

Job description

Jobtailor is seeking a driven leader to head the Solutions Consulting team in Toronto, guiding presales strategy, discovery, demos, and enterprise deals. You will modernize RFP processes, drive AI adoption, and collaborate across Sales, Product, Marketing, and Customer Success to accelerate revenue.

You will build scalable playbooks, mentor a high-growth team, and partner with executives to align presales with company goals, with a focus on Loopio and MCP initiatives.