[All remote jobs](https://jobicy.com/jobs.md)[![Rockbot logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/7c035029-221.jpg)](https://jobicy.com/company/rockbot.md)[Rockbot](https://jobicy.com/company/rockbot.md) # Strategic Enterprise Sales Director Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/rockbot.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 150k–215k / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished12 Oct 2026Apply before11 Nov 2026Listing views45Application actions4Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. Rockbot seeks a senior enterprise sales leader to develop strategic relationships with large, multi-location organizations in sectors such as retail, hospitality, restaurants, and convenience. The director will lead consultative discovery, map complex buying committees, coordinate internal experts, and own enterprise opportunities from initial engagement through deployment and expansion. Success depends on selling business outcomes around in-store media, customer experience, digital signage, and new revenue opportunities rather than leading with individual products. Candidates need 10+ years of complex solution-selling experience, executive presence, strong account planning, and a record of closing six- and seven-figure deals. This is a high-ownership, relationship-led role with substantial cross-functional orchestration and long sales cycles. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 4/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a senior enterprise sales role involving ambiguous transformation initiatives, lengthy multi-stakeholder buying processes, and six- to seven-figure deal ownership. The director must independently create executive alignment while coordinating technical, product, implementation, advertising, and customer-success teams. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianMarket rate$182,500US market range$150k–$225k0$248k AI insightThe disclosed annual base-salary range is $150,000 to $215,000 USD, producing a base-pay midpoint of $182,500. Variable commission, equity, and benefits are additional but are not quantified, so they are excluded from the median calculation. A reasonable US base-salary market range for a Strategic Enterprise Sales Director selling complex enterprise solutions is approximately $150,000 to $225,000 annually, with total on-target earnings potentially higher depending on commission design and quota attainment. ## Core skills Skills and capabilities most closely associated with this opportunity. [Enterprise sales](https://jobicy.com/jobs?search_keywords=Enterprise%20sales.md)[Consultative selling](https://jobicy.com/jobs?search_keywords=Consultative%20selling.md)[Strategic account management](https://jobicy.com/jobs?search_keywords=Strategic%20account%20management.md)[Executive relationship management](https://jobicy.com/jobs?search_keywords=Executive%20relationship%20management.md)[Complex deal management](https://jobicy.com/jobs?search_keywords=Complex%20deal%20management.md)[Account planning](https://jobicy.com/jobs?search_keywords=Account%20planning.md)[Stakeholder mapping](https://jobicy.com/jobs?search_keywords=Stakeholder%20mapping.md)[Cross-functional leadership](https://jobicy.com/jobs?search_keywords=Cross-functional%20leadership.md)[Retail media](https://jobicy.com/jobs?search_keywords=Retail%20media.md)[Sales strategy](https://jobicy.com/jobs?search_keywords=Sales%20strategy.md) Sample interview questionsDescribe a complex enterprise deal you led from initial discovery to close.I would explain the customer's strategic problem, the buying committee and decision process, the discovery approach used to quantify value, and how I coordinated internal specialists. I would conclude with the commercial outcome, implementation transition, and expansion opportunities created after the initial sale. How do you build an account plan for a large, multi-location enterprise? I begin by defining the customer's business priorities, operating model, footprint, and potential value pools. I then map economic buyers, champions, technical evaluators, procurement stakeholders, influencers, and blockers, identify relationship gaps, and create a sequenced engagement plan tied to clear account hypotheses and next steps. How would you lead discovery with a prospect that is still defining its retail-media or in-store experience strategy? I would avoid beginning with a product demonstration and instead explore the customer's audience, physical footprint, current media and communications model, revenue goals, operational constraints, and measures of success. I would use those findings to frame a strategic point of view and collaboratively develop a phased solution path. How do you maintain ownership of a customer relationship while involving product, technical, and implementation teams? I set a shared customer strategy, define each internal participant's role, prepare teams before customer meetings, and keep communication centered on the customer's desired outcomes. I remain accountable for momentum, executive alignment, decision clarity, and a coherent customer experience across every stage. What is your approach to expanding an enterprise account after an initial deployment? I establish success metrics and executive review cadences early, then use adoption data, customer feedback, and business results to identify additional locations, use cases, or revenue opportunities. Expansion should be earned through demonstrated value and aligned to the customer's evolving priorities rather than treated as a separate transactional sale. Opportunity details ## About this role. Every day, millions of consumers engage with businesses in physical locations – retailers, restaurants, gyms, convenience stores, hospitality venues, and more. While digital advertising has transformed online experiences, most physical businesses are only beginning to modernize how they engage customers and monetize their in-store media. Rockbot brings music, TV, digital signage, and advertising together into a single, integrated solution to meet that moment. Our customers aren’t simply evaluating software – they’re determining how to build retail media networks, monetize in-store audiences, and modernize the customer experience across hundreds or even thousands of locations. Many are still defining what success looks like, and they’re looking for a strategic partner to help shape that vision – not just another vendor. Whether the conversation begins as an open exploration or a formal RFP, this role requires someone who can guide customers with insight, curiosity, and credibility. The best people in this role don’t lead with products – they lead with questions. They know how to uncover business challenges, build executive alignment, navigate complex organizations, and design solutions that create measurable value. They earn trust through insight, not presentations, and they leave every customer conversation with a deeper understanding of the customer’s business than when they walked in. What Success Looks Like Success in this role isn’t measured only by closing deals – it’s measured by becoming the trusted advisor who helps enterprise customers navigate a genuine transformation in how they use physical space to connect with customers. Build Strategic Partnerships * Develop executive relationships with Rockbot’s largest prospective customers, positioning Rockbot as a long-term strategic partner rather than a vendor. Navigate Complex Organizations * Understand how large, multi-location enterprises make decisions, and build a clear picture of who influences them. * Build relationships across Marketing, Media, Operations, IT, Store Experience, Merchandising, Procurement, Finance, and Executive Leadership. * Create thoughtful account maps that identify decision-makers, champions, influencers, and blockers – and use them to plan how to penetrate the account. Lead Consultative, Solution-Oriented Discovery * Understand customer business objectives before proposing a solution. * Ask better questions, challenge assumptions, and surface opportunities customers haven’t yet considered. * Translate business objectives into strategic solutions that improve customer experience, unlock new revenue streams, modernize in-store communications, and create measurable business outcomes using Rockbot’s platform – rather than pitching individual products. Lead Complex Enterprise Buying Journeys * Lead strategic enterprise opportunities from first conversation through deployment and expansion, owning the outcome even as the work spans many teams. * Know when and how to bring in the right internal experts – Product, Advertising, Customer Success, Implementation, Engineering, and Operations – while maintaining ownership of the customer relationship throughout. * Orchestrate cross-functional teams to ensure a seamless experience for the customer, from initial engagement to deal closure and beyond. Drive Expansion and Long-Term Value * Look beyond the initial deployment to develop long-term account strategies that identify opportunities for expansion across locations, new revenue streams, and additional business outcomes. * Build and maintain trusted relationships with customers operating large-scale, multi-location businesses, serving as their long-term strategic partner as their needs evolve. Who Will Thrive Here This role is built for someone who thinks like a consultant and operates like an owner – someone who is: * Solution-oriented – energized by solving customer business problems, not just running product demos. * A natural relationship-builder – comfortable navigating complex organizations and building trust with stakeholders at every level, from front-line teams to the C-suite. * Autonomous and accountable – confident operating with significant ownership and ambiguity while creating alignment across internal teams and customer stakeholders. * An exceptional communicator – able to craft compelling business narratives that build consensus and drive decisions. * Curious and eager to learn – excited to quickly develop expertise in Rockbot’s platform, including hardware, installation, and technical capabilities, even without prior experience. What You Bring: We value strategic, solution-oriented selling above any single industry or enterprise SaaS pedigree. Candidates from media, advertising, retail media, customer experience, or other relationship-driven industries are just as welcome as those from traditional enterprise software. * 10+ years of experience selling complex, multi-product or solution-based offerings into large, multi-location organizations across retail, restaurants, hospitality, convenience, grocery, or similar industries. * A proven track record of closing six- and seven-figure deals while navigating long, complex, multi-stakeholder buying journeys. * Strong account planning and stakeholder orchestration skills, with the ability to map, penetrate, and influence complex buying organizations. * Experience leading cross-functional deal teams and orchestrating enterprise opportunities from initial engagement through close. * Executive presence and exceptional written and verbal communication skills, with a demonstrated ability to build trusted relationships at the C-suite level. * Experience in OOH, DOOH, retail media, digital media, advertising, or customer experience technology is highly valued; deep traditional enterprise SaaS experience is not required. * The technical curiosity and aptitude to quickly learn hardware, installation, and platform functionality through prior experience or on-the-job learning. * Strong analytical and strategic thinking skills, with a data-driven approach to evaluating opportunities and improving sales outcomes. About Rockbot: Rockbot is an omnichannel media platform committed to elevating customer and employee experiences while fostering stronger connections in real-world spaces. Rockbot addresses the challenges businesses face in media management with integrated solutions spanning music, TV, digital signage, and advertising. Its mission is to enrich on-premise experiences with media technology, where every interaction is elevated and memorable. From independent local businesses to large national brands – across nearly every industry, including restaurants, bars, retailers, and more, Rockbot provides all the tools and licensed content businesses need. Backed by leading investors including Google and Universal Music Group, Rockbot is the future of out-of-home media. For more information visit www.rockbot.com. Compensation: Rockbot takes a market-based approach to pay, and pay may vary depending on your location in the U.S. The successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future. The compensation band for this role is $150,000 – 215,000 base + commission, equity, and benefits for all team members. In addition to base salary, this role will be eligible for a variable commission based on KPIs and goals. Our Values: * Drive: We pursue our mission with relentless tenacity, passion, and optimism and inspire those around us to do the same. We love the journey and are on offense all the time. Yesterday was good enough for yesterday, but today we have to do even better. * Accountability: We take ownership of our promises, responsibilities, behaviors, and products, and we expect the same of others. Standing behind our mistakes, communicating honestly, and making things right creates trust and strong relationships. * Curiosity: We are hungry to learn and continually deepen our knowledge, skills, and understandings. We have a growth mindset and are intellectually curious. We challenge our beliefs and seek feedback and insights from others. The “Why” and “How” always matters. * Empathy: We embrace that no two people or businesses are the same. We strive to understand others as deeply as possible and feel their pains and passions. * Ingenuity: We work hard but we think smart. We bring creativity, technology, and practicality together to solve tough challenges. * Integrity: We say what we mean, and do what we say, simply, clearly, honestly. Rockbot is an Equal Opportunity Employer, but that’s just the start. We believe different perspectives help us grow and achieve more. That’s why we’re dedicated to hiring and developing the most talented and diverse team – which includes individuals with different backgrounds, abilities, identities and experiences. 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