Founder's Associate - Enterprise Sales at Olivai

About Us Oliv.AI is a SalesTech global startup headquartered in San Francisco, debuting the world's first team of AI Agents for sales. With our recent $5.2M Seed funding, we solve one of the biggest problems for revenue teams: unreliable deal data. Oliv captures Deal Intelligence from every meeting, call, and email—without any rep involvement. The result is a clear, detailed view of every deal, presented in scorecards built on trusted sales methodologies like MEDDICC, BANT, and SPICED. Our AI agents are built for sales teams—sales managers, AEs, and RevOps—handling the work that takes them away from selling. With Oliv AI, sales teams can bring back focus on deals, strategy and conversation. We’re hiring a Founder’s Associate - Enterprise Sales to work directly with the founder on enterprise and mid-market deals. This is not a typical BDR, SDR, inside sales, or standard AE role. We’re looking for someone who can operate as the execution backbone behind the founder-led sales motion- someone smart, highly organized, commercially sharp, and hungry to learn the art and science of enterprise sales at close range. Today, the founder is acting as the account executive across the full sales cycle: first calls, demos, trials, stakeholder management, negotiation, and closing. This role is designed for someone who can shadow that motion closely, strengthen it from the backend, and over time become a key part of how we scale the sales organization. What you’ll do • Work directly with the founder on active enterprise and mid-market opportunities • Do pre-meeting research, account mapping, stakeholder analysis, and opportunity preparation • Support demos, trials, and deal progression through strong coordination and follow-through • Own post-meeting execution including notes, follow-ups, next steps, and stakeholder communication • Help manage the operational side of deals: scheduling, CRM hygiene, internal coordination, and trial setup • Identify upsell / expansion cues and help keep opportunities moving with speed and rigor • Act as the backend operator on deals so the founder can focus on high-leverage customer conversations • Over time, help build a repeatable model for supporting future account executives What we’re looking for • 1-3 years of experience in sales, business development, consulting, founder’s office, SaaS, or other high-ownership roles • Exceptional organization and attention to detail • Strong problem-solving ability and high intellectual sharpness • High hustle, urgency, and willingness to own outcomes • Strong written and verbal communication • Commercial instinct and curiosity about enterprise sales • Comfort with ambiguity, pace, and fast-moving environments Ideal background • Strong academic backgrounds such as IIM, ISB, IIT, top undergraduate institutions, or equivalent • Early-career professionals from consulting, SaaS, founder’s office, or startup environments • Junior commercial talent with strong potential • Former founders or operators who have tried building something and bring hustle, maturity, and ownership What makes this role different This is a front-row seat to founder-led enterprise sales. You won’t just help generate pipeline you’ll help run real deals from the inside. We’re looking for someone who can think clearly, move fast, reduce friction, and become a force multiplier in the revenue motion. For the right person, this is a high-learning, high-exposure role with meaningful ownership and long-term growth. We want to make sure everyone has an equal chance to participate and make a difference. Oliv.AI is an equal opportunity employer and prioritizes building a diverse and inclusive workplace. We provide equal employment opportunities to all employees and applicants of any type and do not discriminate based on race, color, religion, national origin, gender, age, sexual orientation, physical or mental disability, genetic information or characteristic, gender identity and expression, veteran status, or other non-job related characteristics or other prohibited grounds specified in applicable federal, state, and local laws. Oliv’s policy is to comply with all applicable laws related to nondiscrimination and equal opportunity and will not tolerate discrimination or harassment based on any of these characteristics. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.