Executive Director, Technology Solutions

Jobtailor; Illinois; On-site; USD 180,000 - 240,000; Full time

Job summary

Jobtailor seeks a senior leader to drive pre-sales strategy and guide technology conversations with C-suite decision-makers in the enterprise tech space. You will translate AI capabilities and long-term roadmaps into compelling narratives and work across sales, product, and delivery to tailor solutions.

The role emphasizes multi-stakeholder collaboration, AI-forward demonstrations, and shaping pricing narratives in a corporate real estate context, leveraging deep industry experience.

Qualifications

• 15+ years at the intersection of enterprise technology and complex sales.
• Practitioner-level understanding of how AI is reshaping industries.
• Experience across multiple technologies, likely in consulting or software.
• Corporate real estate experience is a strong advantage.
• Authorized to work in the United States without sponsorship.
• Advanced degree is a plus, not required.

Responsibilities

• Lead high-stakes technology conversations with C-suite decision-makers.
• Translate business outcomes, AI capabilities, and long-term roadmaps into compelling narratives.
• Lead pre-sales strategy and solutioning across complex, multi-stakeholder organizations.
• Partner with sales, product, and delivery teams to craft technology solutions.
• Orchestrate AI-forward demonstrations spanning the real estate lifecycle.
• Bring client feedback into product strategy and monitor the competitive landscape.
• Contribute to RFP responses and shape pricing and positioning narratives.
• Influence competitive pursuits and support client wins.

Skills

15+ years at enterprise tech

AI capabilities understanding

Complex sales experience

Corporate real estate experience

Advanced degree preferred

Influencing skills

Communication skills

Strategic thinking

Education

Advanced degree

Job description

• Lead high-stakes technology conversations with C-suite decision-makers


• Translate business outcomes, AI capabilities, and long-term roadmaps into compelling narratives


• Lead pre-sales strategy and solutioning across complex, multi-stakeholder organizations


• Partner with sales, product, and delivery teams to craft technology solutions


• Orchestrate AI-forward demonstrations spanning the real estate lifecycle


• Bring client feedback into product strategy and monitor the competitive landscape


• Contribute to RFP responses and shape pricing and positioning narratives


• Influence competitive pursuits and support client wins

Requirements

• 15+ years at the intersection of enterprise technology and complex sales


• Practitioner-level understanding of how AI is reshaping industries


• Experience across multiple technologies, likely in consulting or software


• Corporate real estate experience is a strong advantage


• Candidates must be authorized to work in the United States without sponsorship


• Advanced degree is a plus, not required

Core Competencies

Demonstrates expertise in leading technology conversations with C-suite executives and translating AI capabilities into strategic narratives. Proven ability to drive pre-sales strategy and collaborate with cross-functional teams to deliver innovative technology solutions in the corporate real estate sector.

Highest-signal resume keywords

• 15+ Years In Enterprise Technology


• Complex Sales Experience


• AI Capabilities Understanding


• Corporate Real Estate Experience


• Advanced Degree Preferred

Soft Skills

• Influencing Skills


• Communication Skills


• Strategic Thinking

Industry Keywords

• Pre-Sales Strategy


• Technology Solutions


• RFP Responses


• Competitive Landscape


• Client Feedback