Enterprise Sales Executive, AI Solutions

🔥 0 minutes ago

🇨🇦 Canada – Remote

⏰ Full Time

🟠 Senior

🔴 Lead

🤖 Artificial Intelligence

👻 Ghost score 12%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

Apply Now

Find Similar Remote Jobs

Set Up Email Alert For New Jobs

📊 Check your resume score for this job

Improve your chances of getting an interview by checking your resume score before you apply.

Upload Resume

Toptal

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

Founded 2010

💼 Consulting

📣 Marketing

🎯 Recruiter

💰 Seed Round on 2012-06

Consulting • Marketing • Recruitment

Toptal is an exclusive network of the top freelance software developers, designers, marketing experts, finance experts, product managers, and project managers in the world. The company provides businesses with access to highly skilled professionals to tackle their most important projects. Toptal's offerings allow companies to quickly and flexibly hire top talent for various roles, including developers, designers, and finance experts, among others. These professionals are rigorously tested and vetted to ensure high quality and an excellent trial-to-hire success rate of 98%. With a global presence and a focus on embracing advanced skills such as blockchain and AI, Toptal is leading the future of on-demand work. Companies rely on Toptal for high-skilled freelance talent across various sectors, ensuring they can build amazing teams rapidly and efficiently as per their project needs.

📋 Description

• Identify, develop, and close enterprise client opportunities for Toptal’s AI Solutions business • Help clients solve complex business challenges through forward-deployed AI solutions, AI software and platforms, AI services, and AI-enabled transformation • Develop tailored solutions that move clients from AI strategy and experimentation into production • Build, prioritize, and develop a targeted portfolio of enterprise accounts and a self-sourced book of business • Own new-logo acquisition, revenue growth, client outcomes, pipeline development, and forecasting • Prospect, pitch, negotiate, and close new opportunities in partnership with Sales Development Representatives • Define and execute account strategies, opportunity creation, and multi-year growth plans • Lead AI solution development and deal execution with AI Services leadership, Industry GMs, Practice Leaders, Pursuits, Partnerships, and Delivery teams • Partner with Client Partners to expand strategic relationships and maximize account value • Shape solutions across AI Strategy & Transformation, Agentic Solutions, Data Services, AI Platforms, Industry Solutions, Joint Partner Solutions, and Managed Services • Lead strategic conversations with prospective and existing clients, including C-suite stakeholders • Maintain disciplined pipeline and account intelligence for forecasting and decision-making • Negotiate contracts and collaborate with clients on Toptal’s AI capabilities and specialists • Establish credibility through consultative engagement tied to client AI priorities, workflows, technology investments, and desired outcomes • Develop proposals and close deals • Expand buyer networks and executive engagement across accounts • Introduce additional AI capabilities, platforms, partners, and managed services while displacing incumbent providers • Execute measurable growth plans and build long-term client relationships • Contribute to team rituals, best-practice sharing, and win/loss reviews • Mentor new team members and teach them about Toptal, its AI model, and territory growth

🎯 Requirements

• Bachelor’s degree is required • 7–10+ years of experience in enterprise technology, AI software, professional services, or consulting sales • Strong foundation in enterprise account development and complex solution selling • Direct experience selling enterprise AI solutions is required • Extensive experience in consultative customer engagement and selling service-oriented, technology-enabled, or outcome-based solutions to enterprise clients • Demonstrated success building a book of business from the ground up through self-sourcing, prospecting, and developing new enterprise relationships • Proven track record managing a $5M+ annualized gross portfolio and closing $250K–$1M+ complex, multi-phase deals with enterprise clients with $2B+ in annual revenue • Comfortable engaging C-level executives on AI’s impact on business, technology, operating models, workforce, and competitive landscape • Understanding of enterprise AI challenges and trends, including generative AI, agentic AI, AI applications and platforms, enterprise data and knowledge, models, workflow automation, governance, evaluation, controls, and managed AI operations • Ability to discuss moving AI from strategy and experimentation into enterprise workflows and production environments • Experience selling solutions involving leading AI, cloud, data, or enterprise technology platforms • Ability to work in a platform-flexible environment across client technology ecosystems • Exposure to hybrid talent models, forward-deployed delivery models, or alternative consulting delivery models • Ability to build and execute account plans supporting portfolio growth and a healthy pipeline • Proven success in collaborative prospecting, virtual and on-site sales calls, and multidisciplinary sales pursuits • Experience negotiating complex service agreements with procurement and legal departments • Ability to partner across multiple internal teams • Willingness and ability to travel up to 25% • Regular or periodic travel to meet Toptal clients and customers inside and outside the geographic location • Outstanding written and verbal communication skills • Ability to work in a fast-paced, rapidly growing company • Must be a world-class individual contributor • Resumes and communication must be submitted in English • Must be able to work without visa sponsorship or assistance

🏖️ Benefits

• Fully remote workforce • Remote position • Opportunity to work with a global network of top talent • Client-facing fieldwork and exposure to enterprise AI initiatives • Travel opportunities to client sites, conferences, and team events (up to 25%)