Overview
At Lupa, we're hiring for a Head of Sales to lead and scale a high-performing outbound sales organization for a fast-growing SaaS company serving the restoration contractor industry. This is a remote leadership role for someone based in Latin America who thrives on execution, numbers, and building winning teams.
You'll step into a business that already has proven product-market fit (with a ~70% close rate) and a working sales foundation. Your mission is to take what exists and multiply it — scaling the SDR and AE team, driving demo generation, and turning an already-strong sales engine into a much larger one over your first 90 days.
If you're a hands-on sales leader who lives and breathes cold calling, KPIs, and remote team performance — and you can prove it with real numbers, not just philosophy — this is a role where your impact will be immediate and visible.
What You'll Do
Lead and scale a fully remote team of SDRs and Account Executives, growing the current team of 2 up to 5–6 SDRs and additional AEs within 90 days.
Own the outbound demo generation engine with cold calling as the primary channel (email and LinkedIn automation have already been tested and are not the focus here).
Drive the team toward ambitious demo targets, building from the current ~20–40 demos/month toward a goal of up to 200 booked demos and ~100 completed demos per month.
Take existing onboarding and training playbooks and level them up — ramping new hires quickly and getting them to KPI performance fast.
Motivate, coach, and retain a remote SDR team known for high turnover, keeping talent engaged and performing.
Manage AEs to sustain and improve the current strong close rate (~70%).
Track, report, and continuously optimize the sales funnel with a data-driven, execution-first approach.
Collaborate directly with company leadership and cross-functional partners (including Customer Success) to align sales with the broader business.
Who You Are
Must-haves:
Proven experience leading outbound cold-calling teams — this is the single most important qualification.
Track record of building and scaling remote SDR/AE teams, ideally in a distributed, international environment.
Fluent, strong English communication skills, comfortable leading and coordinating a global team.
Data-driven leader who can speak to real KPIs, conversion metrics, and numbers — not just sales philosophy.
Experience managing high-volume outbound (call-center-style) sales operations.
Comfortable selling into the US market and to US-based clients.
Down-to-earth, level-headed, and easy to work with — someone who knows their stuff without being arrogant or a "know-it-all." Cultural fit and low-drama collaboration are non-negotiable.
Nice-to-haves:
SaaS sales experience (a strong plus, but cold-calling leadership matters more).
Familiarity selling mid-ticket subscriptions (~$295/month average) to SMB clients (companies in the $2M–$100M range).
Experience improving retention and career pathing for high-turnover remote sales teams.
What's In It For You
A leadership role at a profitable, fast-growing SaaS business (a couple million in MRR) with proven product-market fit.
The chance to own and scale a sales org where the product already converts — your focus is growth, not fixing broken fundamentals.
Remote-first role, open to top candidates across Latin America (Brazil, Argentina, and beyond — we hire the best person, wherever they are).
Contractor / independent contractor engagement model.
Competitive, well-structured compensation with a clearly defined base plus performance incentives.
Direct access to and collaboration with company founders and leadership.
Application
Ready to lead a sales team that's built to scale? If you're an execution-driven sales leader who can back up your experience with real numbers, we want to hear from you.
Apply now through Lupa — tell us about the outbound teams you've built, the KPIs you've hit, and the demos you've generated. Let's talk.