What We're Looking for Proven success in enterprise and upper mid-market B2B technology sales, consistently exceeding revenue targets Strong executive presence, communication, and negotiation skills, with the ability to influence C-suite and senior stakeholders Demonstrated ability to lead complex, multi-stakeholder, consultative sales cycles Strategic, data-driven mindset with disciplined pipeline management, forecasting accuracy, and CRM hygiene Strong commercial acumen, including deal structuring, pricing strategy, and contract negotiation Demonstrate deep expertise in agentic AI, conversational AI, and contact center technologies, contact centre operations and how AI is and can be used Ability to build trusted, executive-level relationships and act as a strategic advisor Track record of closing high-value, multi-year agreements and driving long-term partnerships Strong cross-functional collaboration across Sales, Marketing, Product, Engineering, and Customer Success Ability to provide actionable market and customer insights to inform product roadmap and GTM strategy Experience building industry presence, developing repeatable sales playbooks, and leveraging partners, SIs, and advisors Required Experience Extensive experience in enterprise and mid-market B2B SaaS or enterprise technology sales, AI and Contact Centre technology Strong background in solution-based, consultative selling with complex products and long sales cycles Deep understanding of enterprise procurement processes and buying committees Consistent overachievement against annual and quarterly revenue targets Proven ability to build VP- and C-level relationships within strategic accounts Compensation Total OTE up to $290,000 (base + performance-based incentives) We believe that richness in diversity is a huge asset for Afiniti. What Will Be Your Key Deliverables Drive new revenue across enterprise and upper mid-market accounts through proactive prospecting and demand generation Open and expand accounts, generating pipeline via outbound activity, events, partner engagement, and BDR collaboration Identify, engage, and qualify high-value prospects, leading complex, consultative sales cycles with executive stakeholders Develop and execute strategic account plans aligned with go-to-market (GTM) priorities Partner cross-functionally with Sales Engineering, Marketing, Growth, Product, and Customer Success to ensure seamless deal execution and onboarding Build long-term client relationships focused on expansion, retention, and long-term partnership Lead pilot entry, validation, and conversion into contracted and expansion revenue Consistently exceed sales targets, delivering exceptional client experiences Track and deliver against success metrics including new logo ARR, pipeline coverage, forecast accuracy, pilot conversion, and expansion revenue Represent the company at industry events, conferences, and executive briefings Own an assigned industry segment or territory across enterprise and upper mid-market accounts Establish repeatable pipeline motions and industry positioning within assigned segment Orchestrate internal and external stakeholders to advance complex opportunities from initial engagement through close Who You Are Qualifications Bachelor's degree in Business, Marketing, Technology, or a related field (or equivalent practical experience).