Director of Sales
Our client is a fast-growing, venture-backed company transforming how tour and activity operators manage bookings, payments, and guest experiences. They believe work should be meaningful, fast-paced, and a little bit adventurous. With a fully remote team powering the experiences industry, they’re helping operators grow their businesses with tools that actually work.
This is a small, scrappy team that values progress over perfection, action over ego, and results over buzzwords. No fluff. No layers of hierarchy. Just real work with real impact.
Our client is seeking a Director of Sales to drive the success of their go-to-market efforts. You’ll report directly to the Founder & CEO and own the strategy, team building, and execution needed to scale a high-performing sales organization. This is a foundational leadership role at a pivotal stage of growth.
You'll lead the sales team day-to-day, help shape GTM strategy, and serve as a player-coach who can drive results hands-on. You'll also help define how the team leverages AI-driven insights, automation, and personalization to improve prospecting, forecasting, and customer engagement.
What You’ll Do
Lead the sales organization day-to-day, ensuring strong performance, accurate forecasting, healthy pipeline, and scalable processes
Build and manage a high-performing Account Executive team - setting expectations, coaching, and holding reps accountable to quota
Serve as a player-coach - refining messaging, jumping into complex deals, and helping the team close business
Design and implement repeatable sales processes, playbooks, and reporting systems
Drive pipeline generation and territory strategy - establish outbound programs and ensure full-funnel coverage
Partner with Marketing, Product, and Customer Success to align messaging, lead flow, and overall customer experience
Deliver accurate, data-driven pipeline insights and forecasts to company leadership and the board
Develop fluency in the tours and activities space and translate customer insights into actionable product and strategy feedback
What You Bring
5+ years of progressive B2B SaaS sales experience with a proven record of top performance
Experience closing complex, high-value mid-market or enterprise deals
Proven ability to forecast accurately and manage disciplined pipelines
Hands-on leadership style with strong execution and people development skills
History of hiring, coaching, and scaling sales teams to exceed goals
Strong communication and executive presence with ability to influence cross-functionally
Familiarity with AI-powered sales tools (conversational intelligence, forecasting models, automation, personalization)
Comfort building processes from scratch and operating in a high-growth, fast-changing environment
Industry experience in tours and activities, travel tech, or hospitality preferred
Background in fintech or payments (transaction or booking-based revenue models) a plus
HubSpot CRM experience preferred
What Makes You a Great Fit
Grab a shovel - You’re hands-on and proactive. When something needs doing, you jump in.
We win together - You value collaboration and shared success over individual credit.
Push further - You thrive on growth, seek out challenges, and continuously raise the bar.
Think like an operator - You build practical solutions that improve the customer experience.
Driven by results - You are motivated by hitting and exceeding goals.
A coach at heart - You build teams, develop people, and give clear, actionable feedback.
Strategically minded - You think beyond the quarter and build systems that scale.
Hands-on and pragmatic - You model the behavior you expect and stay close to the field.
Data-informed - You use insights to drive performance, strategy, and continuous improvement.
Customer-obsessed - You listen, learn, and always connect solutions to real operator needs.
Adaptable and entrepreneurial - You thrive in ambiguity and love building things from the ground up.
Why Join This Client
Fully remote - Work where and how you’re most productive
Top-tier health benefits - 100% medical premium coverage plus dental and vision plans
401(k) match - Full 3% employer match
Equity - All employees are owners
Generous PTO - Take the time you need to recharge
Great people - Join a low-ego team that values impact and collaboration
Values-driven culture - Built on initiative, ownership, and delivering value to customers
Top Skills
What We Do
Meet Elly, your new AI powered recruiting coordinator built to keep you focused on what you do best - recruiting.
Elly attends interviews, debriefs, reference checks and more to keep the process moving smoothly and all the data entry is taken care of like magic!
