Sales Leader- North America

We are seeking a dynamic Sales Leader – North America to own and scale our enterprise sales function across the region. This role will focus on driving new business within mid to large enterprises (typically $500M–$5B revenue) across industries such as healthcare, life sciences, financial services, and ISVs. This is a senior, hands-on leadership role combining strategic account acquisition, executive-level relationship building, and GTM execution.

Key Responsibilities:

Market Ownership – Build and execute the North America GTM strategy:

• Application Modernization – Legacy-to-cloud re-architecture, containerization, and microservices enablement.
• Database Modernization – Migration, re-platforming, and optimization to cloud-native databases.
• SaaS Enablement – Helping ISVs re-architect and scale on AWS using ARC SaaS.
• AI & Analytics-Driven Transformation – Enabling data readiness for AI, advanced analytics, and business intelligence.

Revenue Generation – Own sales quota and drive net-new enterprise deals, from opportunity identification to contract close

Relationship Development – Build C-level relationships in target accounts; navigate complex buying cycles with multiple stakeholders.

AWS Partnership Leverage – Work closely with AWS field sales and partner teams to generate pipeline, co-sell, and influence joint customer engagements.

Team Leadership – Build and mentor a high-performing regional sales team, including account executives and business development resources.

Deal Strategy – Shape competitive positioning, pricing strategies, and negotiation approaches for high-value deals.

Forecasting & Reporting – Maintain accurate pipeline reporting and sales forecasts using CRM tools and standard operating cadences.

Qualifications:

Experience: 10+ years in enterprise sales for technology services companies, with at least 5 years selling cloud and modernization services to mid-to-large enterprises in North America.

Domain Expertise: Strong understanding of AWS ecosystem, application & database modernization, and digital transformation.

Proven Track Record: Consistent quota attainment and multi-million-dollar deal closures in competitive, complex enterprise environments.

Partnership Skills: Demonstrated ability to co-sell with cloud hyperscalers (AWS preferred) and technology alliance partners.

Industry Knowledge: Experience selling into regulated industries (healthcare, life sciences, financial services) and ISV segments is a plus.

Leadership: Previous experience leading sales teams and building scalable sales processes.

Communication: Exceptional presentation, storytelling, and executive engagement skills.

First 6 Months – Success Metrics

By the end of your first 6 months, you will be expected to:

• Pipeline Creation – Build a qualified pipeline of at least 3× annual quota coverage, with a strong balance of early-stage and mid-stage opportunities.
• AWS Partnership Activation – Establish active co-selling motions with at least 5 AWS field sellers across priority industries, resulting in jointly influenced opportunities.
• Key Wins – Close a minimum of 2 net-new enterprise deals aligned to our modernization offerings, demonstrating the ability to navigate complex sales cycles.
• Strategic Account Plan – Develop and present account penetration strategies for at least 10 high-value target accounts, showing clear paths to multi-million-dollar engagements.
• Team Development – Recruit or align 1–2 high-performing sales resources (AEs/BDRs) to scale the region’s coverage.
• Market Presence – Represent the company at 2–3 key industry or AWS events in North America, driving brand awareness and lead generation.
• Forecast Accuracy – Deliver sales forecasts within ±10% variance from actuals for two consecutive quarters

What We Offer

• Competitive base salary + commission structure
• Opportunity to lead growth in our primary market with full executive backing
• Collaboration with AWS at the highest partner tier
• Flexible, remote-friendly working environment with regular in-person strategy sessions A culture built on innovation, trust, and measurable impact

Personal Characteristics

• Strong portfolio and excellent attitude.
• Must be selfconfident to work in a Team and to handle the responsibilities individually as well
• Should be a good listener/ Can articulate well / Good Communication Skills
• Ability to work with teams across organizational boundaries, different cultures and different time zones in a virtual environment
• Delivery oriented and able to work under strict deadlines

Kavaliro provides Equal Employment Opportunities to all employees and applicants. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws. Kavaliro is committed to the full inclusion of all qualified individuals. In keeping with our commitment, Kavaliro will take the steps to assure that people with disabilities are provided reasonable accommodations. Accordingly, if reasonable accommodation is required to fully participate in the job application or interview process, to perform the essential functions of the position, and/or to receive all other benefits and privileges of employment, please respond to this posting to connect with a company representative.

Job Requirements

Remote

By using best practices and optimal employee recruiting strategies, Kavaliro provides employers with employment solutions by providing the most qualified and professional employees, who can staff both project and permanent positions in order to ensure the ongoing success of all types of businesses. We use a streamlined-yet-thorough approach to staffing that saves our clients administrative time, resources and money.