About Hubstaff

At Hubstaff, our mission is to empower people to have their most productive workday. We do this by providing the industry-leading workforce analytics and time tracking platform for remote and distributed teams. We've been fully remote for over a decade — long before it became a trend — and we continue to believe that remote work represents the most significant shift in the modern workplace since the advent of the PC.

Our platform helps more than 140,000 global users track time, gain visibility into work, manage schedules, and automate payments with transparency and accountability at its core. We're a product-led company with a winning culture, strong momentum, and a long-term vision: to become an essential part of every remote company's tech stack. And we're just getting started.

This is your chance to join a winning team early in the LATAM expansion.

The Role

We’re searching for an experienced, high-performing Account Executive to own inbound and outbound opportunities across LATAM. You’ll run a tight, consultative, full-cycle sales motion — from qualification to demo to close — and play a foundational role in building Hubstaff’s presence across the region.

This position is ideal for someone who thrives in remote environments, takes ownership of results, and knows how to balance inbound demand with self-sourced pipeline.

You will play a foundational role in establishing Hubstaff’s LATAM sales presence, with clear growth opportunities as we scale the region.

What You’ll Do

Pipeline Ownership

• Manage inbound demo requests + free trial signups within your region.

• Self-source new business through outbound prospecting — this is a required skill, not optional.

• Maintain a healthy pipeline with disciplined qualification and forecasting.

High-Impact Sales Execution

• Deliver engaging, outcome-driven demos rooted in strong discovery and value framing.

• Solution-sell virtually to multi-stakeholder buying committees across Operations, HR, Finance, PMO, IT, and Executive teams.

• Multithread effectively and identify missing buyers early.

• Drive clear next steps, mutual action plans, and accurate timeline expectations.

Sales Process Mastery

• Map the buyer journey and guide prospects from problem awareness → solution fit → technical validation → commercial close.

• Maintain impeccable CRM accuracy in HubSpot — every deal should be transparent, inspectable, and forecastable.

• Leverage our demo playbook, qualification frameworks, and buyer journey mapping to keep deals moving forward.

Collaboration + Feedback Loop

• Share competitive intel, customer pain patterns, and product feedback with Sales, Marketing, and Product.

• Partner with SDRs and cross-functional teams to accelerate pipeline creation and deal velocity.

• Model best-in-class asynchronous communication in a global remote environment.

Requirements

Experience

• 3–5 years selling B2B SaaS to mid-market and enterprise customers (required).

• Documented track record of consistent quota attainment (required).

• Demonstrated ability to self-source meaningful pipeline (20–30%+) (required).

• Strong fluency with virtual selling, discovery frameworks, and value-based closing.

Skills

• Exceptional demo mechanics: agenda-setting, discovery recap, value framing, stakeholder mapping, and next-step control.

• Strong written + verbal communication; ability to translate product functionality into business outcomes.

• Multithreading skills with comfort navigating complex buying groups.

• HubSpot CRM experience (required).

• Competency with Aircall, LinkedIn, PandaDoc, and modern sales tooling.

Traits

• High ownership mindset; treats their region like a business.

• Adaptable and comfortable with changing priorities — remote SaaS moves fast, and you must move with it.

• Coachable, resourceful, competitive, and self-driven.

• Hates micromanagement but loves accountability.

Success in the First 90 Days

• Master our product, ICP, and demo playbook.

• Demonstrate reliable CRM hygiene and forecasting accuracy.

• Self-source early-stage opportunities.

• Run high-quality discovery and demos that advance pipeline.

• Align pipeline coverage to quota expectations.

Why Top Sellers Choose Hubstaff

We’re not hybrid.

We’re not “remote-some-days.”

We’ve been 100% remote for over a decade, and we run the company like it.

We drink our own champagne — we use Hubstaff internally and build around real-world workflows, autonomy, and productivity.

At Hubstaff, you’ll experience a culture built on:

• High trust: We hire adults and empower them.

• Ownership: You run your territory with autonomy and accountability.

• Remote excellence: Deep focus, async communication, and flexibility.

• Data-driven but human: We measure what matters without losing empathy.

• High standards, zero micromanagement: You get the space to perform — and the expectations to rise to it.

Compensation & Benefits

Compensation

• Competitive base compensation + uncapped commission

• Compensation structure may vary based on location, seniority, and contract type

• OTE aligned with local SaaS market benchmarks

• Strong performance is well rewarded

Location & Flexibility

• Fully remote role

• Open to candidates based in the following locations:

  • AE LATAM: USA, Canada, Mexico, Honduras, Brazil, Argentina

• Flexible working hours with clear ownership and accountability

• Focus on results, not micromanagement

Benefits & Perks

For employees (location-dependent):

• Private health insurance and pension plans.

• Generous paid time off

• Annual work-life balance stipend (equipment, training, wellness, or travel)

• Annual compensation reviews based on performance

For contractors:

• Competitive contractor rates

• Flexible working arrangements

• Long-term collaboration opportunities

Growth & Career (everyone)

• High-impact role with ownership over your territory

• Clear growth opportunities as our AMER presence scales

• Close collaboration with Sales, Marketing, and Product

Team & Culture (everyone)

• Annual in-person company retreats

• Remote-first company with 10+ years of experience building distributed teams

• High-trust, low-bureaucracy environment with strong performance standards