Head of Sales

DealerSmart; United States; On-site; USD 120,000 - 150,000; Full time

Benefits offered by this job

Unlimited PTO

All expenses paid team vacation

Health Insurance (US employees)

401k Match (US employees)

Job summary

DealerSmart is seeking an experienced Head of Sales or Sales Team Lead to drive revenue growth for our automotive marketing agency. You will manage a lean, high‑performing team, hire and train sales reps, and develop innovative processes while maintaining a VIP experience for clients.

Role offers advancement to Director of Sales and 100% remote work from anywhere. Compensation ranges from $120K–$150K base per year plus commission, with total earnings potential of $200K–$265K annually.

Qualifications

• 3+ years of experience in remote, high-ticket sales.
• 2+ years of experience in a management or team lead role.
• Strong understanding of digital marketing services.
• Proven history of driving sales department growth through development of sales strategy.
• Proven ability to develop sales scripts and presentations (Google Slides/PowerPoint).
• Self-motivated, proactive, and a true team player.

Responsibilities

• Evaluate and refine the sales process to improve revenue and lead conversion.
• Build out and scale a high performing sales team.
• Lead hiring, onboarding, and training of new Sales Representatives.
• Oversee sales team and facilitate daily meetings; identify bottlenecks.
• Develop strategies to increase demo call bookings and close new clients.
• Maintain CRM processes and workflows; ensure cross‑department alignment.

Job description

We are looking for an experienced Head of Sales or Sales Team Lead to join our automotive marketing agency (40% YoY growth, 4 years running). The Ideal candidate has excelled in B2B sales in a digital marketing agency and has experience building out a successful team. This role has an advancement opportunity to Director of Sales. We currently generate warm inbound leads via paid ads and are looking for opportunities to expand.

Compensation: $120K-150K/yr Salary + Commission (Total Earnings of $200k-$265k/year)

Our vision is to be known as the #1 advertising agency for car dealerships.

As Head of Sales, you'll help us achieve this by building out our Sales Team to drive revenue growth and provide a VIP sales experience. You'll be responsible for ensuring your team's performance consistently meets or exceeds expectations while keeping our product positioned ahead of the competition.

This role will require 50% of your time dedicated to selling, with the other half dedicated to building out a team, optimizing the sales process, and developing new sales avenues. We are working towards building a very lean, but high performing sales team.

Please review the required skills and responsibilities below to see if you are a good fit. You must already have the skills to accomplish the responsibilities from day one.

Required Skills:

• 3+ years of experience in remote, high-ticket sales
• 2+ years of experience in a management or team lead role
• Strong understanding of digital marketing services
• Proven history of driving sales department growth through complete development of successful sales strategy
• Proven history of developing successful sales scripts and processes as well as Google Slides / PowerPoint sales presentations
• Proven ability to identify and implement clear simple solutions to complex issues
• Self-motivated, proactive, and a true team player
• Bonus: Strong understanding of the automotive industry

Your Mission:

• Achieve Sales Target of $100,000 new MRR/month (within 18-24 months)
• Build, coach, and scale a high-performing sales team while continuously refining the sales process to increase revenue

Role Responsibilities:

• Evaluate and refine the sales process to improve new sales revenue and lead closing rate
• Build out a high performing sales team
• Lead the hiring, onboarding, and training of new Sales Representative
• Oversee sales team & facilitate daily sales meetings
• Correctly identify and proactively solve sales team bottlenecks
• Develop strategies to increase our demo call booking rate
• Conduct sales calls and close new clients
• Follow up with unclosed prospects to get them across the line
• Review call recordings weekly, audit CRM daily & follow-up to ensure sales team performance
• Coordinate the development and implementation of new sales departments if needed
• Develop monthly, quarterly, and annual sales projections
• Maintain, develop, and consistently improve sales SOPs to maximize efficiency
• Manage CRM processes & workflows, constantly simplifying so new reps can pick up our process quickly
• Communicate product-related changes and updates to the sales and marketing team
• Build and maintain relationships with strategic partners & large dealership groups
• Work with fulfillment and marketing departments to develop company marketing strategy that aligns with long-term goals & provides constant lead flow and growth for sales the team
• Position DealerSmart as the #1 premium option for automotive advertising
• Advancement opportunity to Executive Leadership
• Remote position (work from home / anywhere in the world)
• Unlimited PTO policy (just 1 week notice + approval)
• All expenses paid team vacation every year
• Health Insurance (US employees)
• 401k Match (US employees)