Sales / Go-to-Market

About the role

Outpost is seeking a sales professional to establish and grow its commercial presence in Brazil and the broader LATAM region. This role involves building the sales strategy from the ground up, owning the full sales cycle, and directly influencing how the company sells its cross-border commerce infrastructure. You will be instrumental in expanding Outpost's reach in a key market.

Key facts

What you'll do

• Develop and manage your own sales pipeline from initial prospecting to deal closure, targeting Brazilian, LATAM, and global merchants.
• Conduct full sales cycles, including discovery, demonstrations, and negotiations, in both Portuguese and English.
• Be the primary commercial owner for the Brazil and LATAM markets, identifying key accounts and developing account-based strategies.
• Refine sales materials, such as pitch decks and one-pagers, based on real-world feedback and localize content for regional buyers.
• Translate field objections into improved messaging and convert closed deals into compelling case studies.
• Explore and develop B2B2B partnerships where Outpost's services can be integrated into partner platforms.

Requirements

• Business-level fluency in both Portuguese and English for full sales cycle execution and internal team communication.
• Demonstrated ability to close full-cycle B2B sales, from prospecting to contract signing.
• Experience building and managing your own sales pipeline through outbound and inbound efforts.
• Capability to understand and clearly explain complex product details related to tax, payments, compliance, and liability.
• Comfort operating in an ambiguous, early-stage environment, turning undefined needs into actionable sales motions.
• A proactive approach to sales, focused on rapid execution and shaping sales processes.
• Instinctive use of AI tools (e.g., Claude) for sales tasks like account research, lead enrichment, outbound sequencing, and proposal drafting.

Nice to have

• Sales experience in fintech, payments, or e-commerce infrastructure.
• Prior sales of Merchant of Record, tax, compliance, or cross-border products.
• Experience selling into or out of Brazil/LATAM.
• Fluency in Spanish.
• A strong interest in the fintech industry.

Skills & tools

• AI tools (e.g., Claude)

Practical notes

• No cover letter is required.
• To apply, submit: (1) details of a deal you owned from start to finish and your winning strategy; (2) a single line on your initial target Brazilian or LATAM segment and approach; (3) (optional bonus) a short outbound message in Portuguese for a target merchant.