Head of Sales (Remote, US - EST preferred)

As Stadium scales, we are seeking a Head of Sales who will shape the sales organization, design strategy, build outbound engines, and coach a high-performing team. This is a remote role based in the US (ideally on the East Coast) with a January 2026 start date.

About Stadium We exist to strengthen the bond between companies and their people. Stadium is a rapidly growing Global Recognition, Swag, and Gifting platform — a one-stop shop providing automations and integrations to reward employees, deliver swag, and send gifts through a single platform with a global reach.

As we continue our rapid growth, Stadium is searching for a Head of Sales. This role is critical in shaping the future of Stadium’s sales organization — designing strategy, building outbound engines, and coaching a high-performing team. You’ll act as both a strategic leader and player-coach: personally co-selling enterprise deals, mentoring managers, improving forecast accuracy, and driving a disciplined sales operating cadence. This role is ideal for an ambitious sales leader who has scaled SaaS organizations through hypergrowth, thrives in a fast-paced environment, and brings outbound DNA and enterprise sales credibility. You’ll join a collaborative team with the opportunity to make a direct impact.

What You’ll Do With Us

• Leadership & Strategy - Own new-business revenue, design the go-to-market strategy across SMB, Mid-Market, and Enterprise.
• Player / Coach - Personally co-sell and close enterprise deals to learn on the ground and build a repeatable playbook for the team; coach and develop AE and SDR Sales Managers to establish accountability and continuous improvement.
• Outbound Engine - Scale outbound to increase the share of sourced pipeline including persona mapping, talk-tracks, QA checklists, and pipeline ladders.
• Systems & Enablement - Set up capacity & coverage models (ramp, quota/rep, productivity); refine AE pipeline stages and forecasting; implement consistent AE team frameworks (1:1s, deal reviews, forecast inspections); prepare board-ready reports.

Requirements

• 10+ years of B2B SaaS sales experience with 5+ years in leadership roles scaling teams
• Experience scaling a B2B SaaS + E-commerce company to $100M+ run-rate revenue
• Able to execute rapidly and evolve
• Enterprise credibility: personally closed complex 6–7 figure deals at 1000+ employee companies
• Proven ability to build and/or run outbound SDR + AE motions
• Player-coach mindset: develops entire team and implements behavior change by showing how it’s done
• Adaptable and low-ego: brings playbooks but tunes them to Stadium’s unique model
• Strong customer focus and executive presence, with the ability to engage at the C-level
• Collaborative, approachable, and humble — driven to win, but always team-first
• Great listener and keen to understanding customer situations and goals before responding with strategic guidance

Benefits

• Opportunity to directly shape Stadium’s journey as it enters a high-growth phase
• Remote work environment
• Collaborative company culture focused on recognizing and leveraging individual strengths
• Competitive salary, generous PTO, 401K with match, medical benefits (US only)

The estimated salary for this role in the US is around $150,000 + commission. Final compensation is based on factors such as the candidate's skills, qualifications, experience, and location.

Stadium is an equal-opportunity employer. We use E-Verify to confirm the identity and employment eligibility of all new hires. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances. If you need assistance and/or reasonable accommodation due to a disability during the application or the recruiting process, please send a request to hi@bystadium.com.