Head of Sales - AMER

The Wrap; New York (NY); Hybrid; USD 180,000 - 260,000; Full time

Benefits offered by this job

Work from anywhere

Stock options

Learning budget

Home office budget & IT equipment

Job summary

Remote is seeking a Head of Sales - AMER to lead and scale a high-performing regional sales team. Shape vision, strategy, and execution across the AMER region, guiding growth and optimizing the sales function for global impact.

You will drive revenue, mentor leaders, and collaborate with cross-functional partners to expand customer base and ensure outstanding customer experiences in a fast-paced, async environment.

Qualifications

• Deep understanding of the HR Tech and HR Solutions industry with extensive B2B sales experience.
• Proven Sales Leadership experience with a strong track record in people development, leadership, and coaching at a high-growth startup.
• Demonstrated success building Sales teams in the AMER region with deep knowledge of the market and culture.
• Innovative mindset and initiative, with ability to propose solutions to VP/C-suite.
• Ability to design and execute a business plan to achieve revenue goals and cross-functional alignment.
• Exceptional negotiation and communication skills with fluency in English.

Responsibilities

• Manage your regional sales organization to deliver growth and quota attainment.
• Develop sales strategy for your territory with CBO and cross-functional partners.
• Design initiatives to accelerate new business generation and improve retention and expansion revenue.
• Collaborate with Marketing and Sales Development to drive inbound and outbound leads.
• Define quota and compensation mechanics with Finance and Sales Operations.
• Identify process and tooling enhancements to boost sales efficiency and productivity.
• Refine playbooks and sales motions to understand customer needs and demonstrate value.
• Hire and retain an exceptional sales leadership group.
• Partner with Enablement to improve core sales skills and seller effectiveness.
• Collaborate with Product to provide customer insights for current and future offerings.
• Plan accurate forecasting across short and long cycles.
• Engage with strategic accounts to ensure high-quality customer experiences.

Skills

HR tech experience

B2B sales leadership

People development

Sales leadership AMER

Negotiation skills

English fluency

Remote work experience

Job description

About Remote

Remote is solving modern organizations’ biggest challenge – navigating global employment compliantly with ease. We make it possible for businesses of all sizes to recruit, pay, and manage international teams. With our core values at heart and future focused work culture, our team works tirelessly on ambitious problems, asynchronously, around the world. You can find Remoters working from 6 different continents (Antarctica left to go!) and all of our positions are fully remote.

With Innovation as one of the core values, we have built Automation and AI capabilities into the requirements for every role.

We encourage every member of the Remote team to bring their talents, experiences and culture to the table to help us build the best-in-class HR platform.

The Position

Join Remote as Head of Sales - AMER to lead and scale a high-performing Sales team across the AMER region. You'll shape the vision and strategy for the team while scaling and optimizing Remote's Sales function.

As a member of the Sales leadership team, you'll have the opportunity to shape the future of work and make a personal impact in the HR tech industry — contributing to Remote's success as the #1 HR platform for global businesses.

Requirements

• Deep understanding of the HR Tech and HR Solutions industry with extensive B2B sales experience
• Significant experience leading and motivating layered management teams
• Proven Sales Leadership experience with a strong track record in people development, leadership, and coaching at a high-growth startup
• Demonstrated success building Sales teams in the AMER region with deep knowledge of the unique cultural aspects of selling in the market
• Innovative mindset — takes initiative and proactively brings problems to VP/C-suite with potential solutions
• Ability to design and execute a business plan to achieve revenue goals, determine growth strategy and align cross-functionally to drive company objectives
• Exceptional negotiation and communication skills with fluency in written and spoken English
• Remote work experience is a plus but not required
• Willingness to "get in the trenches" by joining high-stakes discovery, demo, and closing calls. You lead by example, not by dashboard.
• Ability to achieve rapid subject matter expertise in our Payroll and HR Tech suite.
• Deeply comfortable with the "nitty-gritty" of sales operations, from territory mapping to rigorous pipeline inspection and hygiene
• Low Ego, High Impact: No task is too small; you are as comfortable drafting a follow-up email for a junior rep as you are presenting a 3-year growth strategy to the C-suite

Key responsibilities

• Manage your regional sales organization to deliver outstanding growth outcomes for the business, reflected in strong and consistent quota attainment
• Develop sales strategy for your territory in conjunction with the CBO, your colleagues in Sales leadership and key cross-functional partners including Customer Experience and Marketing
• Design and implement initiatives to accelerate new business generation, improve customer retention and drive expansion revenue
• Partner closely with the colleagues in Marketing and Sales Development to drive the inbound and outbound lead flow need to fuel new business and support regional growth objectives
• Collaborate with Finance and Sales Operations to design quota and compensation mechanics which motivate and drive exceptional sales outcomes
• Identify enhancements to processes, systems and tooling that will increase the efficiency and productivity of your sales teams. Work with key cross-functional stakeholders to develop and implement your ideas
• Develop and refine the playbooks and sales motions needed to understand customer needs and demonstrate value
• Hire, develop and retain an exceptional sales leadership group
• Partner with the Enablement Team to design the education and training programs needed to improve core sales skills and enhance seller effectiveness
• Collaborate closely with the Product team to provide customer insights which shape current and future offerings
• Plan accurate and scalable forecasting across both short and long sales cycles
• Engage directly with strategic accounts to support high quality customer experiences and close customer partnerships

Application process

1. Interview with recruiter
2. Interview with CBO
3. Interview with VP, Sales
4. Interview with 2-3 cross functional team members
5. Written exercise
6. Bar Raiser Interview
7. Prior employment verification check

Benefits

Our full benefits & perks are explained in our handbook at remote.com/r/benefits. As a global company, each country works differently, but some benefits/perks are for all Remoters:

• work from anywhere
• flexible paid time off
• flexible working hours (we are async)
• 16 weeks paid parental leave
• mental health support services
• stock options
• learning budget
• home office budget & IT equipment
• budget for local in-person social events or co-working spaces

How you’ll plan your day (and life)

We work async at Remote which means you can plan your schedule around your life (and not around meetings). Read more at remote.com/async.

You will be empowered to take ownership and be proactive. When in doubt you will default to action instead of waiting. Your life-work balance is important and you will be encouraged to put yourself and your family first, and fit work around your needs.

Not only do we encourage folks from all ethnic groups, genders, sexuality, age, abilities, disability status and any other under-represented group to apply, but we prioritize a sense of belonging. We have 4 ERGs (Women, Disability, Queer, Minorities in Tech) who meet regularly with the People team. During your interviews and beyond, we ask & encourage anybody who needs an accommodation to request one from their recruiter.

We will ask you to voluntarily tell us your pronouns at interview stage, and you will have the option to answer our anonymous demographic questionnaire when you apply below. As an equal employment opportunity employer it’s important to us that our workforce reflects people of all backgrounds, identities, and experiences and this data will help us to stay accountable. We thank you for providing this data, if you chose to.

At Remote, we embrace AI as a valuable tool while prioritizing human creativity and authenticity. We look forward to meeting candidates who balance innovation with genuine expertise and experience. To learn more about Remote's AI guidelines check see here.

Please note we accept applications on an ongoing basis.