AHEAD

AI Sales Specialist

AHEAD$360K — $400K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in business, technology, or related field; advanced degree preferred.
  • 5+ years of enterprise sales experience focused on professional services, consulting, or managed services, ideally in data, cloud, or AI domains.
  • Proven track record of selling and closing complex services engagements like multi-phase transformations.
  • Exceptional communication, negotiation, and presentation abilities.
  • Skilled in managing complex sales cycles and navigating organizational hierarchies.

Responsibilities

  • Develop and execute sales strategies to meet revenue targets and grow market presence.
  • Identify and pursue new business opportunities with enterprise clients across targeted industries.
  • Build and maintain a robust sales pipeline to ensure a consistent influx of qualified leads.
  • Act as a trusted advisor, diagnosing client challenges and recommending tailored AI solutions.
  • Cultivate long-term relationships with key stakeholders, including C-level executives.
  • Deliver compelling presentations showcasing AI's business value.
  • Collaborate with internal teams to design customized AI solutions for clients.

Benefits

  • Medical, Dental, and Vision Insurance
  • 401(k)
  • Paid company holidays
  • Paid time off
  • Paid parental and caregiver leave
Full Job Description
We are seeking a results-driven AI Enterprise Sales Specialist to join our team and drive the adoption of cutting-edge services-led solutions AI solutions for enterprise clients. The ideal candidate will have a strong background in enterprise professional and managed services sales with experience structuring complex services engagements that may include supporting product components. This role requires the ability to translate complex AI solutions into tangible business outcomes and to lead with services value-strategy, implementation, integration, and ongoing optimization. Key Responsibilities Sales Strategy and Execution: • Develop and execute sales strategies to achieve revenue targets and market growth. • Identify and pursue new business opportunities with enterprise clients in targeted industries. • Build and maintain a robust sales pipeline, ensuring a consistent flow of qualified leads and opportunities. Client Engagement and Relationship Management: • Act as a trusted advisor to clients, understanding their business challenges and recommending tailored AI solutions. • Build and nurture long-term relationships with key stakeholders, including C-level executives and decision-makers. • Deliver compelling presentations and product demonstrations, highlighting the value of AI in driving business outcomes. Solution Selling: • Collaborate with Consulting, Delivery, Presales teams to design customized AI solutions that address client needs. • Translate complex technical concepts into clear and actionable business benefits for non-technical stakeholders. • Negotiate and close enterprise-level contracts, ensuring alignment with client goals and organizational objectives. Market Insights and Thought Leadership: • Stay informed about the latest trends and developments in AI and machine learning technologies. • Provide market feedback to internal teams on services offerings, packaging, and pricing to refine product offerings and strategy. • Represent the company at industry events, conferences, and webinars, positioning the organization as a leader in AI solutions. Collaboration and Teamwork: • Work closely with Core Sales, Marketing, Presales, Engineering and Customer Success teams to ensure seamless client onboarding and support. • Share best practices on services-led selling, SOW structuring, and value realization, and contribute to the development of sales tools, playbooks, and enablement assets. Qualifications • Bachelor's degree in business, technology, or a related field; advanced degree preferred. • 5+ years of experience in enterprise sales with a primary focus on professional services, consulting, and/or managed services, ideally in data, cloud, or AI domains. • Demonstrated success selling and closing complex services engagements (e.g., multi-phase transformations, multi-year managed services, or large consulting programs). • Exceptional communication, negotiation, and presentation skills. • Ability to manage complex sales cycles and navigate organizational hierarchies. • Entrepreneurial mindset with a passion for technology and innovation. Preferred Qualifications • Experience selling consulting and managed services focused on AI, data, or other technology-based solutions to enterprise clients. • Industry expertise in sectors such as finance, healthcare, retail, or manufacturing. • Familiarity with CRM tools (e.g., Salesforce) and sales analytics platforms. Key Attributes • Results-driven with a proactive approach to problem-solving. • Adaptable and capable of thriving in a fast-paced, dynamic environment. • Consultative and strategic, capable of elevating conversations from products and features to business outcomes, operating models, and change management. • Collaborative and influential, able to work across sales, delivery, product, and executive stakeholders to shape and close complex services deals. • Strong interpersonal skills with the ability to inspire confidence and trust in clients. $360,000 - $400,000 a year The compensation range indicated in this posting reflects the On-Target Earnings ("OTE") for this role, which includes a base salary and any applicable target bonus amount. This OTE range may vary based on the candidate's relevant experience, qualifications, and geographic location. USA Employment Benefits include: - Medical, Dental, and Vision Insurance - 401(k) - Paid company holidays - Paid time off - Paid parental and caregiver leave - Plus more! See benefits https://www.aheadbenefits.com/ for additional details.

About AHEAD

AHEAD is a leading provider of enterprise cloud solutions. The company offers a range of services, including cloud migration, managed services, and consulting. AHEAD works with clients across a range of industries, including healthcare, finance, and retail. The company is headquartered in Chicago, Illinois, and has additional offices in Michigan, Minnesota, North Carolina, Ohio, and Wisconsin. AHEAD was founded in 2007 and has grown rapidly since its inception. The company has been recognized as one of the fastest-growing private companies in the United States by Inc. magazine.
Learn more about AHEAD
Size
1,000 employees
Industry

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