Location: Houston, TX
💼 The RoleWe’re at a crucial turning point — shifting from a predominantly inbound to a robust outbound sales motion. That’s where you come in.
As our Head of Sales, you will be the ultimate "player-coach." You’ll be out front: picking up the phone, booking the meetings, closing deals, and showing the team how it’s done. You’ll define, lead, and execute our outbound strategy while staying deeply hands-on with day-to-day deals. You’ll set the pace, culture, and standards for how we engage customers and grow revenue.
🔥 What We're Looking For- A hunter mindset. You create and drive opportunities rather than waiting for them to come to you.
- A hands-on closer. You thrive on negotiations, renewals, rev ops, and forecasting — and you lead by example.
- A relationship builder. You treat relationships as long-term investments and love building deep client trust.
- A partner mindset. You enjoy rolling up your sleeves and truly owning the sales process from start to finish.
- A long-term thinker. You embrace our mindset that every business relationship is a multi-year partnership. We don’t take shortcuts for short-term gains; we keep our "long-term goggles" on, always asking, "What decisions today will set us up for success five years from now?"
⚠️ What We’re Not Looking For- Someone who prioritizes setting up tools and processes over actively engaging with customers and driving revenue hands-on.
- Someone who prefers to manage from the sidelines instead of selling directly.
- Someone who hides behind strategy decks and dashboards instead of picking up the phone.
- Someone who wants to build a big team so they can delegate everything and avoid direct selling.
🌱 Culture & EthosWe fly economy. We stay in humble hotels. We’re frugal with ourselves. Frugality, to us, isn’t about being cheap — it’s about focus. We believe constraints foster creativity, clarity, and better decisions.
We believe in building extremely intimate, trust-based relationships with our clients. We spend time deeply understanding their needs, solving real problems, and becoming a true partner rather than just another vendor.
We’re in the game for the long run. We treat every client interaction as the beginning of a decades-long relationship, not a quick transaction. We want someone who shares this mindset and is excited to build a legacy alongside us.
At whitson, no job is beneath anyone. We’re a scrappy, high-velocity environment. We want someone who not only says they’ll "roll up their sleeves" — but has the track record to prove it. You’ll work closely with product, engineering, and leadership to shape the future of our business.
✅ Requirements- Deep experience leading and executing enterprise sales motions, ideally in technical or engineering-heavy industries.
- Proven ability to drive new business and close complex, high-value deals.
- Exceptional communication and storytelling skills — you can clearly articulate value to both technical and non-technical stakeholders.
- A strong personal network and credibility with industry decision-makers is a big plus.
- Comfort in a startup or scale-up environment — you thrive in ambiguity and aren’t afraid to get your hands dirty.
💬 Final NoteWe’re not looking for someone to simply "run" sales — we’re looking for someone to help
build it. If you want to help redefine an industry and create something legendary, we’d love to meet you.
💬 Compensation & UpsideCompensation for this role will be heavily performance-driven. We’re looking for someone who is excited to lean into our stock option program as the main source of asymmetric upside. Simply put:
if the company succeeds, you succeed. This structure ensures true alignment and offers the potential for meaningful wealth creation alongside the company’s growth.
How to applySend your CV and a brief introduction describing why you'd be a great fit for this role to jessica@whitson.com.