Head of Sales

A sales leader who's ready to build the machine, not just run it. Someone who's carried a bag themselves, knows how to turn a scrappy sales motion into a real one, and wants to build and coach a team from the ground up. Nashville-based strongly preferred — this is a team we're building in person. Who We Are: At Baseline, we're building business software for sports people, and it's no small feat. Right now, our target users are juggling their weekly schedules in Google Docs, running six figures through personal Venmo accounts, and managing their businesses on decade-old websites. Getting old-time operators to ditch what's worked for 20+ years isn't easy — but we've done it, and we're not slowing down. We are AI-first People hours should be spent building relationships and closing deals, not on boring robot tasks. We are domain experts Our team has spent decades in the industry. We do all our own stunts Our dev team is in-house and in the United States. We're venture-backed The people who have been around the block are betting on us. Our greatest advantage isn't just our technology — it's our people We're not just another software company. We're the ones who actually show up. Our team is battle-tested and lean We're looking for mission-focused people eager to join us in the trenches of the early-stage startup world. The Role: Head of Sales We've built a sales motion that works — reps who are doubling and tripling numbers, uncapped commission, no territory politics. What we need now is someone to turn that into a real, scalable machine: hire the right people, coach them up, build the process, and own the number. This isn't a "manage the dashboard" job. You'll be in the trenches with your team early on, and building the system that lets you eventually step back and run it like an operator. How We Work: We don't do dial-for-dollars, spray-and-pray sales. We sell to real operators running real businesses, and they can smell a script from a mile away. Our reps earn trust fast, lead with insight, and close because the product actually solves the problem — not because they out-talked someone. We embrace AI and automation to sharpen what we do best, so your team spends less time on admin and more time in front of the right people. You'll have real input into product and GTM strategy — this isn't a role where sales gets handed a number and told to go hit it in a vacuum. Your Mission, Should You Choose to Accept: Own the revenue number — build the forecast, own the pipeline, and be accountable for hitting it Hire, coach, and retain a team of BDRs and AEs, building a real bench instead of a revolving door Design and refine the sales process — from top-of-funnel motion to closing playbook to onboarding for new reps Work directly with the CEO, COO and leadership team on GTM strategy, pricing, and how sales priorities shape the product roadmap Build the systems and reporting that give leadership and the board real visibility into pipeline health and rep performance Stay hands‑on with key deals and top accounts — this role leads from the front, not just from a spreadsheet What It Takes: A track record of carrying your own quota before you led anyone else’s — you’ve been the closer, not just the coach Real experience building or scaling a sales team from the ground up, not just inheriting one that already worked You can hire well and coach better — your reps get better because of you, not despite you Comfortable owning a number in front of a CEO and a board, and comfortable being wrong sometimes and saying so A bias toward building process without killing the hustle — you know the difference between structure and bureaucracy Sports industry background is a strong plus — you understand the buyer we’re selling to Based in or willing to relocate to Nashville — we’re building this team in person Why You’ll Love It Here: Real ownership — this is a leadership seat at an early-stage company, not a managed‑territory job Equity that matters — you’re building alongside a team that’s betting on a real outcome A product and team you can actually sell — no smoothing over broken promises to prospects Direct access to the CEO and leadership — your input shapes the company, not just the sales floor #J-18808-Ljbffr Baseline