Future Head of Sales - Senior Account Executive & Consultant

Chexology; New York (NY); On-site; USD 100,000 - 180,000; Full time

Job summary

Chexology is seeking a Senior Account Executive with a passion for sales and leadership. This role focuses on owning the sales cycle in the hospitality tech industry, with significant growth opportunities into leadership. Candidates should have 3–5 years of B2B sales experience and a track record of exceeding targets in a startup environment.

Benefits

Medical, dental, and vision insurance with employer contribution

Company-paid short-term disability

Flexible PTO

Company-provided MacBook & iPad

Travel for client visits and conferences

Qualifications

• 3–5 years of full-cycle B2B software sales experience.
• Proven success in early-stage startup environments.
• Experience with Salesforce and productivity tools.

Responsibilities

• Own the full sales cycle and exceed sales targets.
• Refine outreach strategies and optimize CRM workflows.
• Collaborate cross-functionally to enhance client success.

Skills

Sales Process

Communication

Problem Solving

Relationship Management

Data Analysis

Education

Bachelor's Degree in Business or similar

Tools

Salesforce

Google Sheets

Microsoft Excel

Microsoft PowerPoint

Job description

Future Head of Sales - Senior Account Executive & Consultant

Future Head of Sales - Senior Account Executive & Consultant

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“Coachability, grit, and a track record of scrappiness beat any résumé.”

– Steli Efti

Chexology, creator of ABC’s Shark Tank featured product CoatChex, is seeking a high-performing, self-motivated Senior Account Executive / Future Head of Sales to join our fast-growing team of Consultants (what we are to prospects and clients). We’ve built a product that hospitality teams love as their go-to tool to check items in and out with guests — one that elevates the experience through speed, trust, sustainability, and automation from bell teams to valets to coat checkers across the globe. This isn’t just another sales rep role. We’re looking for someone excited to earn their way into leadership. This role is ideal for a top closer who wants a fast track to building and leading a team, but knows that success starts with hands-on learning. You'll dive deep into our product, master our ICPs, and demonstrate your ability to close strategic deals. From there, you'll identify gaps in our sales process, shape the playbook, and train others to follow your lead.

If you're feeling stuck in your current role or itching to accelerate your career growth, this is your chance. Our CEO is looking to pass the torch. Onboarding will take place in person in New York City, where you will learn firsthand while pairing on deals (including traveling to key markets) and working on strategic plans for growth. Whether you're a NYC resident or just here temporarily, you're eligible. After a few months, you could stay in NYC or work in one of our hot markets, such as Miami, LA, SF, or Boston (discussed before hiring). We'll know by then if you're a top individual contributor—or our next Head of Sales.

You’ll own more than a pipeline. You’ll own the path forward. If you’ve ever said, “Just give me the shot, I’ll prove it,” this is that shot. Let’s build it together.

What you’ll do:

• Own the full sales cycle: Source and qualify leads, conduct tailored demos, address product and implementation needs, and close deals with top ICPs. You bring structure to your process and thrive on hitting and exceeding targets.
• Build scalable systems: Refine outreach strategies, optimize CRM workflows, and document repeatable playbooks. You don’t need a rigid playbook because you know you can create your own. You’re motivated to build what doesn’t yet exist and scale it through team training and adoption.
• Deliver insights that inform strategy: Use frontline feedback and platform data to create business cases and share key learnings with leadership, shaping product and growth strategies.
• Conduct strategic research: Deeply understand target accounts by uncovering needs, pain points, business drivers, and key decision-makers.
• Generate and qualify pipeline: Source qualified leads through research, outbound efforts, and representing Chexology at conferences and trade shows.
• Deliver persuasive proposals and demos: Become an expert on the process pain points we solve, craft business cases, tailor messaging to prospect priorities, and demo strategically with ROI in mind.
• Drive deals and relationships forward: Guide prospects through onboarding, escalate and resolve issues, and serve as a trusted partner in deal execution and beyond
• Expand market reach: Travel to high-priority markets to conduct in-person demos, site visits, and relationship-building with hotels, venues, and hospitality partners.
• Collaborate cross-functionally: Partner with Product, Client Success, and Operations to strengthen onboarding and upsell opportunities.

What You Bring:

• A builder with a process-driven mindset: You thrive in ambiguity and are excited to create structure where none exists. You’re scrappy, solutions-oriented, and energized by startup environments.
• A systems thinker who gets into the details: You break down complex challenges into actionable steps and create clarity through frameworks and tools.
• A leader and team developer: You're motivated to exceed your goals and help others succeed. You coach, set high standards, and build scalable systems others can follow.
• A self-motivated operator with strong follow-through: You take ownership, manage your time effectively, and follow through on what you commit to—big or small.
• An exceptional communicator with an entrepreneurial mindset: You communicate clearly, confidently, and persuasively. You bring others along with influence, not just information.
• A data-informed decision-maker: You ask smart questions, gather insights, and use data to guide your strategy. You pair instinct with evidence.
• An elite closer with a full-cycle mindset: You have a strong track record of sourcing and closing deals. You have a strong track record of exceeding goals. You’re confident in discovery, storytelling, objection handling, and negotiation—and you teach others to be too.
• A passion for growth: Whether it’s launching a new market, mentoring teammates, or refining internal processes, you’re energized by the opportunity to build something meaningful. You’re scrappy and excited to join a startup environment where ambiguity is common and full of opportunity.

Qualifications:

• 3–5 years of full-cycle B2B software sales experience
• Proven success at an early-stage startup or in a 0–1/0–10 sales environment
• Experience with Salesforce, Google Sheets/Microsoft Excel, Google Slides/Microsoft PowerPoint
• Resilience, perseverance, and the ability to overcome objections.
• Nice to have: Bachelor's Degree in Business or a similar field, where you can tie your education to excelling in this job

Want to know what it is like to work at Chexology?

Chexology is a global tech company headquartered in New York City. As seen on ABC’s Shark Tank, our patented software disrupts the hospitality industry by eliminating paper claim tickets (think coat check, luggage check, rentals, and valet services). Our simple-to-use application has tackled some colossal challenges in the most prominent museums, concert halls, nightclubs, convention centers, sports stadiums, and hotels, with spotlight clients including Hilton, Live Nation, Tao Group, MoMA, Barclays Center, AEG with The O2 in London, and ASM Global with the International Convention Centre Sydney.

Behind these unique hospitality tools lies a close-knit team of individuals from all walks of life. We value our safe work environment, approachable leadership, and community of respectful colleagues. Each day, we work together by sharing our passion, life experience, and creativity in building meaningful tech products.

Chexology believes it's our responsibility to build a workforce that is reflective of our diverse society. We believe in equality for all. We believe in kindness. We believe in leaving a positive impact on the world. To uphold these values, Chexology is committed to creating an inclusive culture by embracing and celebrating diversity in our workplace and in the communities we serve. We created a Diversity & Inclusion Committee as one way to work towards creating a culture of inclusion. Doing so will help us achieve more as a company and strengthen relationships with our customers.

• Medical, dental, and vision insurance with a $400 monthly employer contribution
• Company-paid short-term disability
• Holiday office closures
• Flexible PTO
• Company-provided MacBook & iPad
• Travel for prospect/client visits, conferences, and company retreats.

How to apply:

Please submit your resume and cover letter. In your cover letter, be sure to include:

• Why are you excited about this role?
• Which large urban market (examples: NYC, Miami, LA, San Francisco, Boston, Las Vegas, London, Toronto) would you be open to calling home?

The interview process:

• Interview with Head of Talent
• Interview with Senior Consultants/Sales
• Interview with Department Heads
• Interview with Founder & CEO
• Reference Checks
• Offer

Equal opportunity employer

We believe diversity and inclusion mean tech leadership and teams should reflect the diversity of the United States. No employee or applicant will face discrimination or harassment based on: race, ethnicity, immigrant status, color, religion, age, gender, gender identity, marital or domestic partner status, sexual orientation, disability status, or veteran status. The same goes for salary and experience in this role. We are open to your pitch and learning why you believe you are the best fit, even if you feel you are overqualified or underqualified. We may move forward with a candidate asking for a salary above $100K based on what we learn and what their experience deserves or we may move forward with a candidate who inspires us tremendously, is a bit green, and looking to prove themselves starting at a $50K base with significant equity and commission incentives. Our minds are open and we look forward to reviewing your application in consideration for the role!

Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Business Development

• Industries

  Hospitality

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