Vice President (VP) of Sales

Job description

MyTime has product-market fit. Our platform is mature, differentiated and proven at enterprise scale, and the business has already scaled into the double-digit millions in revenue — largely on the strength of the product and word of mouth. We are now making a deliberate investment in a dedicated enterprise sales motion, and hiring the leader who will architect it. You will be designing that motion, not inheriting one. The playbook, the team, the named-account model, the forecast — all of it is yours to build. You will close anchor enterprise accounts personally, turn how you won them into something repeatable, hire the account executives who run it, and coach them until they can do it without you. In year one, you build and sell. As the team scales, your job shifts from personally proving the motion to building the organization that executes it. In year two, you are running the engine that defines how this company grows. These are real enterprise deals — multi-location and franchise brands, complex buying committees, and sales cycles measured in quarters and sometimes longer. When you win one, you win dozens or hundreds of locations at once. What you'll own Personally closing anchor enterprise accounts Building a predictable enterprise pipeline engine — named-account prospecting, executive outreach, inbound conversion, and partner and referral channels Building the playbook — discovery, business case, committee navigation, competitive displacement Standing up the operating system: stage definitions, qualification criteria, pipeline instrumentation, forecasting, named-account planning, quotas and compensation design Hiring, ramping and coaching the account executive team Running a forecast with enough discipline and integrity that the CEO and board can actually plan against it What success looks like in your first year Closed enterprise logos, with the winning patterns codified into the playbook A sales methodology that is documented, taught, and demonstrably repeatable Qualified pipeline built to a coverage level that supports the following year's plan A forecast that holds up against actuals, consistently Your first account executives hired, ramped and certified against a clear performance bar Evidence that reps other than you can win with the motion you built What we're looking for 8+ years in enterprise SaaS sales, including 4+ years leading teams — with the willingness to carry a personal number during the build phase A demonstrated record personally closing six-figure enterprise SaaS deals through complex, multi-stakeholder buying processes and extended sales cycles You have built part of a sales function from scratch: first playbook, first hires, first instrumentation You have designed stage definitions, forecast models, named-account plans and compensation plans yourself Product-fluent enough to lead discovery and compelling product demonstrations independently, while knowing when to bring in technical or product expertise You have sold against an entrenched incumbent where migration risk was the objection that killed deals You have sold to, or worked in, multi-location or franchise businesses Preferred: vertical SaaS for physical-location service businesses — beauty, wellness, fitness, pet care, home services, restaurant, dental, veterinary or automotive. Franchise fluency: advisory councils, master agreements, royalty structures. Why you'll want this You build it, and it is yours. No inherited playbook, no politics, no one else's system to work around. The sales organization at this company can be the one you designed. Real autonomy. Significant pricing discretion, a direct line to the CEO, and field learnings that carry serious weight in what we build next. A product that wins on its merits. You are selling a mature, mission-critical platform — not a pre-product vision. A company that funds its own growth. Profitable and venture-backed. You will be building with resources behind you rather than against a runway clock. Meaningful equity. A real stake in the business you are helping to build. Room to grow. Build a repeatable enterprise sales engine and demonstrate that you can scale the organization behind it, and there is a natural path toward broader revenue leadership. Compensation and logistics Base salary $210,000–$235,000 · Target variable $190,000–$215,000 · On-target earnings $400,000–$450,000 · Meaningful equity · Full healthcare benefits. Your variable compensation includes a guaranteed, non-recoverable ramp during your first nine months, tapering as you build the enterprise pipeline and transition onto the standard incentive plan. Fully remote within the United States. Expect roughly 10–20% travel for customer headquarters, executive meetings, trade shows and franchise conferences. If you have been waiting for the role where you get to build the whole thing — this is it. 10+ years of sales experience, preferably in scaling a metrics-driven SaaS sales team at a rapidly growing technology company in a highly competitive market 3-10 years of sales leadership: hired at least 6 successful, high performing sales reps and managed at least 8 sales reps or managers-of-managers within dynamic sales teams Executed a sales playbook used to acquire customers with $250K+ ACV. Strong preference for experience in designing and implementing the playbook from scratch. MEDDIC preferred Preference for Sales management experience with an organization that has scaled at least to $30+M ARR. Front-office software (i.e. martech, sales-tech, etc.) preferred but will accept any complex software sales except ad sales or hardware Preference for experience selling into Multi-Location or Franchises but any industry works as long as sale was $250 K+ ACV and involved a complex DMU of 3+ people Extensive sales operations experience (forecasting, planning, analysis, sales systems, reporting, compensation and quota management) Ability to build vision, understand and define requirements, design practical solutions, develop supporting business cases and implement solutions for clients Strong experience using CRM and Marketing Automation tools such as Salesforce, Hubspot, etc. Strong problem solving skills, project management, time management High levels of analytical horsepower and ability to turn analysis into insight and actions Very organized with attention to detail Bachelor's degree in Business, Sales, Marketing, or related discipline, or equivalent additional experience This role can be done remotely as long as you're willing to work during standard Eastern Time Zone business hours. MyTime is a fully remote company. The teams meet virtually throughout the day to collaborate. We provide a competitive base salary, performance bonus, startup equity, and healthcare benefits. We offer a transparent and exciting startup culture that is singularly focused on empowering people to make an impact in their jobs. We’re growing fast and solving a big problem, providing our employees the opportunity to make the tremendous impact that leads to true professional fulfilment. If you're interested, we'd love to talk! MyTime is the business operating system that multi-location enterprise and franchise brands in pet care, beauty salons, medspas, and barbershops use to run their operations. Scheduling, point of sale, payments, customer engagement, marketing and analytics on a single platform — with AI woven through it to orchestrate each customer's journey and what should happen next. Our software runs thousands of locations around the world, from independent operators to multi-billion dollar Fortune 500 chains. We are profitable and venture-backed by Upfront Ventures and Stage 2 Capital, and were founded by Ethan Anderson, whose first company, Redbeacon, won TechCrunch50 and was acquired by The Home Depot. Come help us realize our goal of becoming the world’s leading appointment scheduling and retail commerce platform!