Senior Account Executive - Hunter

Cheesecake Labs partners with Series A+ startups and SMBs to design and build complex digital products across data, AI, blockchain, and modern software platforms. Our deals are consultative and strategic, six to seven figures, multiple stakeholders, longer cycles. Today, with more than 10 years of experience connected to Silicon Valley, Cheesecake Labs has delivered 300+ digital products for a diverse range of clients, from Fortune 500 to fast-growing startups , that have the challenge of innovating in the world’s most competitive markets. Among our clients, we have leading brands such as BMW, MoneyGram, Pepsico, Merck, Singularity University, and Tapcart. Our commitment to high-quality services has earned us recognition as the Top 1 Mobile Development company in Latin America and among the top 10 globally for Mobile App and Custom Software Development by Clutch and a GPTW-certified company for 9 years in a row. The story behind this role This is not a “manage inbound leads” type of sales role. At Cheesecake Labs, we work with companies that are trying to solve complex business and technology problems — often involving product strategy, engineering, AI, modernization, or digital transformation initiatives. That means our sales process is highly consultative, multi-stakeholder, and relationship-driven. We’re looking for someone who genuinely enjoys hunting: opening doors, building trust with senior decision-makers, navigating ambiguity, and turning complex conversations into long-term partnerships. This is a senior, quota-carrying role reporting directly to our CEO. What this role actually looks like This is a true full-cycle hunter role. On a typical week, you might: Build your own pipeline from scratch through outbound efforts, networking, referrals, and strategic prospecting Lead executive-level discovery conversations with senior stakeholders across product, technology, and business teams Work closely with Solutions Architects and leadership to shape tailored solutions for clients Navigate long and complex sales cycles involving multiple stakeholders, technical discussions, procurement, legal, and executive alignment Own proposal discussions, commercial negotiations, MSAs, and SOW conversations Represent Cheesecake Labs in industry events, conferences, and executive conversations Stay engaged post-sale to ensure strong handoffs, relationship continuity, and future expansion opportunities Some conversations will be highly strategic. Others will require deep problem-solving and commercial positioning. Most are a mix of both. What tends to work well here We’ve seen that people who thrive in this role usually: Have strong experience selling services within digital product agencies, technology consultancies, or software engineering companies Have a proven track record closing complex B2B deals ($200K+ ACV) that they sourced and closed themselves Enjoy building pipeline from zero and don’t rely heavily on inbound support Feel comfortable discussing technology, product strategy, and digital transformation topics at a business level Know how to build credibility and trust with senior executives through thoughtful conversations — not just sales scripts Operate well with autonomy, accountability, and minimal micromanagement Already use AI as part of their day-to-day workflow — whether for prospecting, research, preparation, organization, messaging, or improving productivity overall This probably won’t be your thing if Just to be transparent: You prefer inbound-heavy sales environments with pre-qualified opportunities You’re uncomfortable with cold outreach, outbound prospecting, and building pipeline from scratch You prefer transactional sales cycles over consultative, multi-stakeholder enterprise conversations You’re looking for a highly managed environment with constant direction and oversight There’s nothing wrong with any of that — it’s just not how we operate. Compensation: Base: ~$100K USD Uncapped commission OTE: $250K-$350K, with upside for top performers Strong autonomy, direct access to leadership, real influence on GTM strategy One last thing This role is open to candidates based in the United States , preferably near major business or technology hubs. Open to remote work, with willingness to travel for key meetings and events. Not sure if you check every box? That’s okay. We know that many great people — especially from underrepresented groups — hesitate to apply unless they meet 100% of the requirements. If this role sounds interesting, we’d still love to hear from you. IMPORTANT TIP -> The communication during the selection process is done by email. We suggest that you keep an eye on your email inboxes and set the permission to receive messages from @cheesecakelabs.hire.trakstar.com so our messages will not be directed to the spam box ;) The collected personal data will be used only to manage and control candidate resumes in order to assess the necessary requirements such as the contact information, and also to conduct this selection process. The collected data will not be shared with others (“third parties”) without your authorization, and their use will be restricted to Cheesecake Labs' internal staff, and also to the service providers that process your data for the selection process. At any time, you can contact us and we will remove your data from our data collection system. In order to do that, just simply send an email to [email protected].