KeyStep

Head of Sales - AMER

Remote
Remote-NORAM
2 days ago
full-timeremoteDirect Sales

Skills & Technologies

CGoStrategyPayrollB2BSalesNegotiationSales OperationsCustomer RetentionCustomer ExperienceDemoMakeHRCompensationCoachingDashboardAIAutomationCommunication SkillsLeadership

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.

If you are energetic, curious, motivated and ambitious, be part of our world. Apply now and define the future of work!

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

Company & Role Analysis

JobSeeker+
Likely perks
Private MedicalPension25+ Days HolidayStock OptionsLearning BudgetFlexible Hours
Culture & working style

Neutral 2–4 sentence summary of what working at this company is like, drawn from public reviews and press coverage. Tone, collaboration style, pace, benefits highlights.

Market salary range

£45,000 – £60,000 (Glassdoor, Levels.fyi, 2025)

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