Director, Platform & AI Sales – Remote-Eligible

League Inc.; United States; On-site; USD 126,000 - 144,000; Full time

Job summary

League is seeking a Director, Platform & AI Sales to lead enterprise software sales across Canada and the US. You will own strategic account plans, build pipelines, and close multi-year contracts for our AI-powered consumer experience platform.

You will partner with Solution Engineering, Marketing, and Product to craft tailored proposals for payors, providers, and retail health stakeholders, guiding negotiations and growth across new industry verticals.

Qualifications

• 8+ years of experience selling PaaS or SaaS solutions with a focus on digital transformation and/or consumer and patient engagement.
• Proven experience selling AI-powered solutions.
• Experience in a consulting role focused on digital health or consumer experience is a strong asset.
• Deep knowledge of the healthcare industry, particularly public healthcare services and provincial/territorial health plans.
• A track record of consistent quota attainment in complex, enterprise sales environments.
• Ability to build trust and win support from C-suite stakeholders at large organizations.
• Proficiency with Salesforce and sales acceleration/enablement tools.
• Experience creating polished documentation for client presentations and webinars.
• Bachelor's degree in Business or equivalent experience

Responsibilities

• Expand League's footprint in Canada, building on the strength of existing customer relationships.
• Own the end-to-end sales process for target platform accounts - from sales strategy and pipeline development to closing revenue and growing customer relationships.
• Build pipeline using your own network, and partner with the Business Development and Marketing teams on account-based marketing campaigns that convert into closed revenue and quota attainment.
• Meet and exceed sales objectives, and maintain accurate, up-to-date sales forecasts.
• Negotiate complex software and professional services agreements from initial conversation through signature.
• Create demand by pairing healthcare industry expertise with an understanding of C-level priorities - uncovering business problems and matching them to League's solutions, including our AI capabilities.
• Partner with League executives and Go-to-Market leaders to build compelling narratives and tailored materials for meetings with prospective accounts.
• Help shape and improve sales processes and buyer journeys, especially in new industry verticals.
• Surface product needs and feedback from Powered by League prospects and industry verticals to executive and product leadership.
• Ensure smooth account handoffs from the sales process into customer strategy and delivery.

Skills

Enterprise sales

AI-powered solutions

C-suite persuasion

Salesforce

Documentation for client presentations

Education

Bachelor's degree in Business or equivalent experience

Tools

Salesforce

Job description

League is seeking a Director, Platform & AI Sales to lead enterprise software sales across Canada and the US. You will own strategic account plans, build pipelines, and close multi-year contracts for our AI-powered consumer experience platform.

You will partner with Solution Engineering, Marketing, and Product to craft tailored proposals for payors, providers, and retail health stakeholders, guiding negotiations and growth across new industry verticals.