[Remote] Senior Account Executive (AMER)

Note: The job is a remote job and is open to candidates in USA. Oyster is a global employment platform that enables companies to hire, pay, and support talent anywhere. They are seeking a Senior Account Executive (AMER) to drive growth by nurturing customer accounts and converting prospects into long-term customers, focusing on high-value strategic deals.

Responsibilities

• Actively hunt for new business opportunities through outbound prospecting, including cold outreach, networking, and event attendance, to build a strong pipeline of high-value accounts
• Expand and build high-value customer relationships through land-and-expand strategies
• Deliver substantial net new revenue by managing and growing a portfolio of strategic accounts while converting new business leads
• Drive sophisticated commercial negotiations and customer acquisition with a consultative approach
• Build and maintain an exceptional sales pipeline using advanced methodologies like MEDDIC
• Strategically convert high-potential qualified leads into key business logos
• Collaborate with cross-functional teams to identify and deliver high-impact value for larger accounts
• Generating pipeline through prospecting activities, including cold calls, emails, LinkedIn, and some travel to events
• Leverage Salesforce and Gong for forecasting and insights
• Maintain exemplary account documentation and system hygiene
• Continuously develop skills to align with evolving product and market dynamics
• Role model the performance of core metrics aligned to effective opportunity growth and healthy book management
• Provide guidance and mentorship to junior sales team members, sharing best practices and sales techniques
• Support company-wide projects and OKRs when required, in line with driving wider revenue team performance

Skills

• 4+ years of sales experience with a strong preference for Account Executives with experience in both new business sales and account management
• Proven track record of consistently meeting and exceeding quota, including success across complex, high-value accounts
• Demonstrated success managing multi-stakeholder sales cycles
• Experience contributing to commercial initiatives, such as cross-sell opportunities and partner-led referrals
• End-to-end sales experience, with a strong ability to close high-complexity opportunities
• Advanced proficiency in MEDDICC and 3 Why's frameworks
• Expertise in predictive pipeline management and strategic forecasting
• Proven ability to design and implement complex lead qualification strategies
• Demonstrated success in navigating complex organizational landscapes
• Proven track record of building and maintaining executive-level relationships
• Track record of leading cross-functional initiatives
• Expert in managing global, distributed sales environments
• Ability to drive strategic change and mentor junior sales professionals
• Coachability and demonstrated peer mentorship and coaching
• Exceptional strategic communication skills
• Proven ability to articulate complex business value propositions
• Track record of transforming customer challenges into strategic solutions
• Demonstrated leadership in driving systemic change
• Proven passion for scaling global business impact
• Customer-centric mindset focused on sustainable, healthy growth and relationship strategies
• A reliable home internet connection (or be able to get one)
• Fluent English language skills
• Experience in the EOR industry or working with HR buyers would be a plus
• Experience in consultative sales transformation
• Strong, existing industry relationships

Benefits

• Offers Equity
• Offers Commission
• Work from anywhere: Oyster has no borders or HQ. As long as work is timely, your team is supported, and you're authorized to work where you live, you can work from anywhere.
• Paid time off: Enjoy 40 days off per year (including holidays and vacation), or more if required by your country.
• Mental health support: Access Plumm, our mental well-being service.
• Wellbeing allowance: Each month, receive a wellbeing allowance in your ThanksBen wallet. Spend it on a wide range of options; see the benefits catalogue for ideas.
• Flexible parental leave: All new parents are eligible for at least three months’ paid leave, with job protection for up to 12 months or as required locally.
• WFH stipend: Receive a stipend for your laptop and home office equipment to get you set up quickly.

Company Overview