Director of Sales

Are you ready to Level Up?
Join our growing team as a Director of Sales!

About the role
This is a hands-on sales leadership role reporting to the VP of Sales, owning a team of Mid-Market Account Executives and Customer Account Executives across new business, renewals, and expansion. You will carry the team quota, own forecasting and pipeline rigor, and be the person who turns individual reps into a consistent, accountable unit. This role exists because Track is scaling fast and needs someone who can build structure and coach a team through a lot of change.

What you will do

- Own the team's monthly, quarterly, and annual quota, and drive daily, weekly, and monthly pipeline execution through structured 1:1s and pipeline reviews

- Coach and develop AEs and CAEs, including performance reviews, development plans, and performance improvement plans when needed

- Build and maintain enablement materials, playbooks, and ramp plans so new hires ramp faster and existing reps close more consistently

- Deliver accurate bookings, renewal, and expansion forecasts to the VP of Sales on a regular cadence, and flag risk before it becomes a miss

- Partner with Marketing, Product, and Customer Success to keep sales initiatives aligned and moving

- Hire, onboard, and ramp new team members as the team grows

- Represent Track at user conferences, trade shows, and customer or partner meetings when needed

What you will bring

- 4 to 7 years in account management, customer success, or sales, ideally in SaaS or a similar industry

- 3 to 5+ years of direct people management experience leading a sales team to quota

- A track record of leading a team to meet or exceed revenue targets across new business, renewals, and expansion

- Experience owning a forecast and presenting bookings, pipeline, and risk to senior leadership

- Experience managing team pipeline and reporting in a CRM (Salesforce, HubSpot, or similar)

- Bachelor's degree or equivalent experience

Nice to have

- Short-term rental or vacation rental industry experience

- Experience building or restructuring a sales team from the ground up

You will thrive here if

- You are hungry and coachable, not just experienced. Track is looking for someone ready to make the next leap in their career and willing to roll up their sleeves

- You can hold two very different motions in your head at once: new-logo mid-market sales and renewal-heavy account management, since this team covers both

- You are comfortable building structure in a company still going through a lot of change, and you see that as an opportunity instead of a headache

Compensation
The expected base salary of $135,000 with an OTE of $203,000, made up of base plus variable incentive tied to team and company performance. Final compensation will be determined based on factors such as relevant skills, experience, education, and geographic location.

About Track
Track is an end-to-end SaaS and Service Operating Platform for short term rental. For more than two decades we have helped hospitality professionals achieve digital transformation and operational excellence, anchored by our flagship Track Property Management System.

Our single-vendor ecosystem gives growing vacation rental companies the enterprise-class tools they need to scale, backed by 70+ integration partners, a growing suite of native features, and AI-driven tools that sharpen pricing, distribution, and guest communication. We combine deep hospitality expertise with forward-thinking technology and a customer-obsessed mindset to help property managers win.

Track is proud to be named an Inc. 5000 Fastest Growing Company in America and a People's Choice Award winner.

Our core values
These are the behaviors that shape how we work with each other, our partners, and our customers.

- Serve Others: nurturing growth to help others succeed

- Grit: taking ownership and never giving up on what matters most

- Create the Future: innovating to disrupt the status quo

Benefits and perks

- Full medical, dental, and vision coverage

- Flexible paid time off

- Health Savings Account with up to a $2,000 annual match, plus Flexible Spending Accounts

- Up to $900 a year in Wellness Rewards

- Retirement plan with employer match

- Unlimited access to professional training and development

- Company-paid life insurance and long-term disability coverage

- Flexible work environment, plus a $150 quarterly gift for personal use

Equal Employment Opportunity
We celebrate diversity of thought, culture, and background and are committed to creating an inclusive environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, disability, veteran status, or any other protected status under applicable federal, state, or local law. We comply with all applicable laws governing nondiscrimination in every location where we operate and encourage individuals from all backgrounds to apply.

If you need a reasonable accommodation to complete the application or interview process, contact HR@trackhospitality.com and we will work with you.

Ready to Level Up with us? Apply today.

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Director of Sales

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