Head of Sales

Ottomatik.io; Ciudad de México; A distancia; USD 60,000 - 80,000; Jornada completa

Descripción de la vacante

Ottomatik.io, a pioneering B2B SaaS company, is seeking a strategic Head of Sales to lead their revenue operations. In this role, you will craft the go-to-market strategy, manage a talented sales team, and drive growth in a rapidly transforming legal tech industry. Join a remote-first environment with autonomy and opportunities for equity participation.

Servicios

Uncapped commissions

Potential for equity participation

Flexible working hours

Formación

• 5+ years of experience in B2B SaaS sales, including leadership role.
• Proven track record of building and scaling sales teams.
• Excellent English communication and negotiation skills.

Responsabilidades

• Define and execute a scalable go-to-market strategy.
• Hire, mentor, and lead the sales team.
• Own the sales pipeline and forecast revenue.

Conocimientos

Consultative Selling

Communication

Negotiation

Sales Pipeline Development

Data-driven Strategic Thinking

Herramientas

HubSpot CRM

Descripción del empleo

Hi there! We are South and our client is looking for a Head of Sales!

Note To Applicants

• Eligibility: This position is open to candidates residing in Latin America.
• Application Language: Please submit your CV in English. Applications submitted in other languages will not be considered.
• Professional Presentation: We encourage you to showcase your professional experience by including a Loom video in the application form. While this is optional, candidates who provide a video presentation will be given priority.
  
  

We’re seeking a strategic and hands-on Head of Sales to lead and scale our revenue operations. In this role, you’ll be responsible for building and executing the go-to-market strategy, owning the full sales funnel, and directly managing and growing a high-performing sales team. You’ll partner closely with the CEO, Product, Marketing, and Customer Success teams to drive growth and market adoption of our contract intelligence solutions.This role is ideal for a proven sales leader who thrives in a high-growth environment, enjoys rolling up their sleeves, and wants to shape the future of an innovative B2B SaaS company.

Key Responsibilities

• Go-To-Market Strategy: Define and execute a scalable GTM strategy across outbound, inbound, and partner channels.
• Team Leadership: Hire, mentor, and lead the sales team, including SDRs, AEs, and future sales hires.
• Sales Operations: Own the sales pipeline, forecast revenue, and optimize processes to improve conversion rates and shorten cycles.
• Client Relationships: Serve as a trusted advisor to enterprise prospects, navigating complex sales cycles and closing high-impact deals.
• Collaboration: Work cross-functionally with Marketing and Product to align messaging, gather customer insights, and ensure product-market fit.
• Performance Tracking: Monitor sales metrics, KPIs, and performance dashboards using HubSpot and other tools.
• Market Expansion: Identify new market segments, verticals, and opportunities for growth.
• Enablement & Playbooks: Create sales playbooks, training programs, and onboarding paths to ensure team readiness and consistent messaging.
  
  

What We’re Looking For

• 5+ years of experience in B2B SaaS sales, including a leadership role.
• Proven track record of building and scaling sales teams in startup or growth-stage environments.
• Strong consultative selling skills and experience managing complex sales cycles with legal, compliance, or procurement stakeholders.
• Deep understanding of outbound sales strategies and pipeline development.
• Experience with HubSpot CRM is required.
• Excellent communication and negotiation skills in English (advanced proficiency required).
• Strategic thinker with a data-driven approach and high comfort with ambiguity.
• Passion for innovation and excitement about transforming the legal tech industry.
  
  

Bonus Points For

• Experience in legal tech, contract management, or B2B SaaS with a technical product.
• Background in both individual contributor and leadership sales roles. Familiarity with early-stage startup dynamics and rapid experimentation.
  
  

Why Join Us

• Own and scale the sales function at a company solving a real and complex problem. Work closely with a visionary and collaborative founding team.
• Help define our growth trajectory and influence the future of contract intelligence.
• Uncapped commissions, high autonomy, and potential for equity participation.
• Remote-first culture with a flexible and fast-moving environment.
  
  

If this opportunity sounds good to you, send us your resume!