Head of Sales, Americas

About the role

You will own the end to end lifecycle of the Americas mid-market segment for CUBE, defining the motion and playbook from initial outreach to enterprise scale. You will build and lead a high performing team of quota carrying sales representatives, instilling the coaching and standards required for sustainable growth. You will be accountable for turning the middle market into a predictable and repeatable revenue engine that the business can rely on for board level planning. You will establish the foundational onboarding and ramp programs that enable new hires to achieve their first close in under three months. You will set and enforce qualification standards and forecast rigor to ensure transparency and trust with executive stakeholders. You will drive measurable conversion improvements across the entire sales funnel, focusing on quality of opportunity and not just raw volume. You will leverage data and AI enabled tools to continuously refine the go to market strategy for this critical segment.

Key facts

What you'll do

• Own the full P and L responsibility for the Americas mid-market number, including new logo acquisition, retention, and expansion.
• Lead, coach, and develop a team of quota carrying reps, setting the standard for selling into the mid-market tier.
• Build and execute a comprehensive onboarding and ramp programme that gets new reps to their first closed deal in under three months.
• Establish pipeline discipline, qualification standards, and forecast rigour to support board level reporting and decision making.
• Drive conversion improvement across the funnel by optimizing stages and removing blockers, resulting in a healthier and more predictable pipeline.
• Define and operationalize the sales motion for the mid-market segment, moving from opportunistic wins to a repeatable and scalable process.
• Partner closely with sales operations to manage pipeline health, ensure Salesforce hygiene, and maintain accurate reporting.
• Utilize AI enabled selling tools in daily workflows and expect the same level of adoption and proficiency from team members.
• Build credible relationships with compliance and regulatory buyers by demonstrating deep understanding of their specific challenges and language.
• Measure and track all key metrics, using data to inform coaching, hiring, and strategic adjustments throughout the sales cycle.

Requirements

• You have proven sales leadership experience in a fast growing B2B SaaS business, with RegTech, fintech, compliance, or a similarly technical category being a strong advantage.
• You have a track record of carrying and exceeding a new logo number while also raising attainment across an entire team, not just achieving personal results.
• You build repeatable systems and processes, including onboarding, qualification discipline, and forecast rigour, rather than relying solely on personal closing ability.
• You are credible and comfortable engaging with compliance and regulatory buyers, understanding their world, risks, and regulatory pressures.
• You are confident using sales operations tools and methodologies, with strong skills in pipeline management, conversion metrics, and data hygiene.
• You already use AI enabled selling tools in your daily routine and expect your team to adopt and leverage them effectively.
• You have a history of making data driven decisions and fostering a culture of accountability, transparency, and continuous improvement.
• You are able to relocate to or work from the New York location and comply with any applicable work authorization requirements.

Nice to have

• Experience selling to regulated financial services institutions at scale.
• Background in implementing AI driven sales and compliance technologies.
• Prior success building and scaling sales teams in a SaaS environment.

Practical notes

• This is a full time position based in New York.
• Travel may be required in accordance with company policy and business needs.
• Candidates must meet all eligibility and hard requirements as stated in the job description.
• The role is subject to the standard hiring process and internal policies of CUBE.