Outbound Sales Lead - Remote Latam

Location: Remote | Latin America Employment Type: Full-Time About Puzzle Puzzle is a strategy-first nearshore staffing company for bold SaaS companies. We act as a fractional Head of Talent Strategy, designing the team first, then staffing it with vetted Latin American Puzzlers at roughly 30% less payroll than equivalent U.S. hires. We work with revenue-generating Series B SaaS companies, 11 to 200 employees, U.S.-based. We are not a resume factory. We are a nearshore execution engine. Every Puzzler is part of a designed system. Every partner is a long-term relationship, not a transaction. Our culture is called The Playbook, and it is how we win. Role Overview As the Outbound Sales Lead, you’ll be responsible for owning the top of the funnel. You will build the outbound engine that complements our marketing team's inbound work. Both funnels feed the CEO, who closes. This is a senior, high-ownership role. You source your own leads, build your own sequences, and tune your own tactics. You own the messaging your way once you have internalized ours. The bar is real: we are looking for someone who has run outbound at a Series A to C SaaS company and can walk in day one and start producing. The ideal candidate is resilient, highly organized, metrics-driven, and energized by building relationships, opening new opportunities, and consistently exceeding sales goals. What You'll Own Outbound sequences across email, LinkedIn, and phone (5-touch minimum) Cold call script development, testing, and iteration Prospect research and list building using Apollo, LinkedIn Sales Navigator, and Clay ICP filter refinement based on real-time results and the CEO’s post-meeting feedback Short qualification calls to confirm role, need, and timing before booking the CEO Structured handoff briefs to the CEO for every booked meeting Weekly performance scorecard: outreach volume, reply rates, meetings booked, qualification rate, pipeline dollars generated CRM hygiene in GoHighLevel: every prospect logged with a clear source, stage, and next action What This Role Is Not You do not run full discovery calls or value proposition presentations. CEO does those. You do not manage inbound leads. Marketing owns inbound; the CEO owns the handoff. You do not manage direct reports. You focus on execution. You book qualified meetings for the closer, and the CEO closes deals. What We're Looking For 3 to 5 years of outbound sales experience selling to U.S. SaaS companies . Cold outbound is your craft. Native or near-native English. You will be on cold calls with U.S. founders and CTOs. This is not negotiable. Strong track record hitting quota. You have consistently produced meetings and pipelines in previous roles. Comfortable talking to senior technical buyers: CTOs, VPs of Engineering, founders. Modern sales stack fluency: Apollo, LinkedIn Sales Navigator, Clay, CRM systems (we use GoHighLevel). Owner mindset. You source your own leads. You tune your own sequences. You do not wait for someone to tell you what to do. Data-driven. You measure everything and iterate ruthlessly on what's working. Comfortable with the daily 15-minute alignment cadence. We move fast, adapt, and deploy. Success in This Role Within 60 Days Take full ownership of the outbound sales pipeline, independently managing prospect research, lead generation, outreach campaigns, and qualification. Consistently execute multi-channel outbound campaigns across email, LinkedIn, and cold calling while maintaining high activity levels. Refine messaging, sequences, and ICP targeting based on performance metrics and CEO feedback to improve reply and conversion rates. Deliver qualified discovery meetings with complete, actionable handoff briefs that enable efficient CEO-led sales conversations. Maintain exceptional CRM hygiene, ensuring accurate pipeline tracking, reporting, and follow-up for every prospect. Within 90 Days Consistently generate a predictable pipeline of qualified opportunities that contributes directly to Puzzle’s revenue goals. Meet or exceed established KPIs for outbound activity, meetings booked, qualification rate, and pipeline generated. Continuously optimize outbound strategies through data-driven experimentation, improving conversion rates and campaign performance. Become the trusted owner of Puzzle’s outbound engine, proactively identifying new prospecting opportunities, refining processes, and recommending scalable improvements that support long-term growth. Operate with minimal oversight while serving as a strategic partner to the CEO, helping shape outbound strategy and expand Puzzle’s market presence. Join Us and Enjoy These Perks! Competitive base compensation as an independent contractor. Paid Time Off: We value work-life balance, offering PTO so you can recharge. Health Insurance Subsidy: Your health matters, and we help with a subsidy to cover your care. Performance-based meeting bonuses for every qualified meeting that successfully advances to the next stage of the sales process. Recurring commission structure on new outbound-sourced business, allowing you to earn on the first year of client revenue. Strong on-target earnings ( OTE ) with significant upside for high performers who consistently generate qualified pipeline and closed business. What Being a Puzzler Means This is not a gig. This is a career. Puzzlers take responsibility for outcomes, not just tasks. They reduce complexity for partners. They hold a high bar on quality and follow-through. They know their work impacts both partner outcomes and the LATAM ecosystem. We move fast. We adapt. We deploy. Feedback is a gift. We are servant leaders to our teams. Culture is a set of actions, not a set of beliefs. If you are a senior outbound salesperson looking to level up into a founding sales seat at a profitable, culture-first, U.S. SaaS-focused nearshore company, this is the role. Ready to put your puzzle-solving skills to the test? Join our team today! Want to learn more about us? LinkedIn : Puzzle Instagram : @ puzzle.tech _