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Enterprise Sales Executive, Communications, Media & ...

Toptal - Chicago, IL

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Job Description

Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe, Toptal is the world's largest fully remote workforce. We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a fast pace, and are never afraid to break the mold. Job Summary As an Enterprise Sales Executive at Toptal, you will be a key driver of growth within our CMET (Communications, Media & Entertainment, and Technology) industry group. This role is designed for individuals who thrive in a high"‘performance, client"‘facing environment and who are passionate about winning new logos, expanding multi"‘tower relationships, and solving complex client challenges using our flexible delivery models across AI"‘enabled transformation, managed services, and digital modernization. This is a remote position. We do not offer visa sponsorship or assistance. Applicants must be authorized to work in the US at the time of hire. Resumes and communication must be submitted in English. Responsibilities The following information is intended to describe the general nature and level of work being performed. It is not intended to be an exhaustive list of all duties, responsibilities, or required skills. You will be responsible for building and managing a targeted portfolio of CMET accounts, with a primary focus on net new logo acquisition and multi"‘tower account expansion. Net new accounts require a disciplined hunter approach"”generating pipeline from scratch, penetrating enterprise organizations, and closing initial engagements with speed and precision. Once landed, you will grow these accounts into broader multi"‘tower partnerships spanning multiple business units, service lines, and senior executive relationships. This demands a highly consultative, strategic approach: navigating cross"‘functional priorities, aligning to evolving client business objectives, and demonstrating credibility at the C"‘suite level. Success requires the ability to both originate new relationships and systematically deepen them, consistently driving value and long"‘term growth across your CMET territory. You will prospect, pitch, negotiate, and close new opportunities while also expanding existing relationships. You'll take ownership of building and developing your portfolio through thoughtful, creative outbound and strong account strategy, partnering closely with pre"‘sales experts and delivery teams to craft compelling, tailored solutions. We are seeking bold, client"‘obsessed professionals who are energized by face"‘to"‘face interaction, inspired by client success, and motivated to close high"‘impact deals. We're looking for professionals who are ready to get in the field, build lasting relationships across the CMET landscape, and lead with purpose. Qualifications and Job Requirements Bachelor's degree is required. 7-10+ years of experience in enterprise account management, solution selling, or professional services, with a strong track record of new logo acquisition. Deep experience engaging C"‘suite and senior"‘level executives across Communications, Media & Entertainment, and/or Technology companies, including CIO, CTO, CDO, and CMO stakeholders. Demonstrated understanding of CMET"‘sector dynamics, including digital transformation trends in media and entertainment, telco modernization, streaming and OTT platforms, and enterprise technology adoption. Familiarity with AI and GenAI use cases relevant to CMET clients, and the ability to connect Toptal's capabilities to client transformation priorities. Extensive experience in consultative customer engagement and selling of service"‘oriented or outcome"‘based solutions. Exposure to hybrid talent models or alternative consulting delivery models. Proven track record of landing and expanding enterprise clients with $250M-$5B+ in annual revenue, including experience growing initial wins into multi"‘tower, multi"‘million"‘dollar programs. A well"‘rounded understanding of how Toptal's AI"‘enabled transformation, managed services, and digital modernization capabilities address the strategic priorities of CMET clients. Ability to build and execute account plans that lead to consistent portfolio growth and a healthy pipeline. Proven success in collaborative prospecting, running virtual and on"‘site sales calls, and leading sales pursuits backed by a multidisciplinary team. Experience negotiating complex service agreements with procurement and legal departments within enterprise accounts. Regular or periodic travel to meet and engage with Toptal clients and customers both inside and outside of your geographic location. Ability to partner effectively across multiple internal teams to shape innovative solutions that drive client success. Passion for solving client problems with creativity and urgency. Outstanding written and verbal communication skills. High level of intellectual curiosity, grit, and entrepreneurial spirit. Ability to work in a fast"‘paced, rapidly growing company and handle a wide variety of ambiguity, challenges, deadlines, and a diverse array of contacts. You must possess a collaborative, "˜go"‘getter' mindset and embrace the ability to work/play hard, think boldly, and drive to win. You bring a builder's mindset"”you are as comfortable creating pipeline from zero as you are navigating complex, multi"‘stakeholder pursuits to close. You must be a world"‘class individual contributor to thrive at Toptal. You will no there here to tell other people what to do. Essential Job Functions Regularly and reliably attend scheduled virtual team meetings on camera. Work independently with minimal supervision. Use all required digital collaboration tools. Prioritize and self"‘manage workflows and deadlines. US FLSA Classification: Full"‘Time/Exempt This position receives a base salary and is also eligible to earn monthly commissions based on revenue generated from engagements sold. For candidates who meet the qualifications and job requirements listed above, Individual pay is determined by work location and additional factors, including job"‘related skills, experience, and relevant education or training. Applications are accepted on an ongoing basis. In the US, Toptal's benefit offerings include participation in a 401(k) retirement plan; medical, dental, and vision health insurance plans; basic life insurance coverage and short"‘term and long"‘term disability coverage; access to flexible spending, dependent care, and health savings accounts; access to telehealth virtual doctors; an employee assistance program; and flexible paid time off. #J-18808-Ljbffr

Created: 2026-04-29

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