- 5+ years in outbound, SDR/BDR, growth or GTM roles at early-stage B2B SaaS (seed to Series B), with booked-meeting results you can show in numbers.
- You’ve built outbound from zero at least once: lists, sending infrastructure, copy, sequences and reporting.
- Hands-on with modern outbound tools such as Clay, Apollo, Instantly, Smartlead or HeyReach, plus LinkedIn Sales Navigator.
- You build your own automations in n8n, Make or Zapier, and work with APIs, webhooks and JSON without waiting for an engineer.
- You use Claude or ChatGPT every day, including through their APIs, for research, personalization and analysis.
- Deep email deliverability knowledge: SPF, DKIM, DMARC, domain warm-up, inbox rotation and list verification.
- Excellent written and spoken English. Your messages read like a person, not a template.
- Comfortable with data: spreadsheets, CRM reporting, and ideally basic SQL.
- You know the rules: CAN-SPAM, CASL, GDPR basics, and LinkedIn and Instagram platform limits.
- Based in Latin America and available 8 hours a day, Monday to Friday, during US Eastern business hours (8 AM–5 PM ET).
Full-time, all-day role. There’s always another list to build, message to test, automation to ship or lead to book. You own one number: qualified demos booked and held for the founder every week.
What you’ll do
- Define and sharpen our ideal customer: short-term rental operators with 10 to 500 listings. Build, enrich and score target lists.
- Run founder-led LinkedIn: connection and message sequences, the inbox, and the founder’s content calendar.
- Run cold email end to end: sending domains, warm-up, deliverability, list verification, copy and sequences.
- Run Instagram outreach to our short-term rental audience.
- Write and A/B test every hook, offer and follow-up. Reply fast, handle objections, qualify and book the call.
- Build the GTM stack: research and personalization agents on Claude or GPT, workflows in n8n, enrichment and lead scoring.
- Keep Attio, our CRM, clean and report weekly on what works by channel, list and message.
- Own positioning and messaging with the founder, using insights from our recorded sales calls.
- Grow inbound next: website conversion, content, SEO, webinars and partner channels.
- Document everything as playbooks so the next GTM hire ramps in days.
First 90 days
- Days 1–30: learn the product, customer and funnel. Launch LinkedIn and cold email on warmed domains.
- Days 31–60: three channels live with tracked sequences, research automated, demos booking every week.
- Days 61–90: hit an agreed pipeline target, write the playbook and launch inbound experiments.
How to apply
Start your cover letter with “Boarding Pass”. Include:
- A 3-minute Loom of an outbound system you built: tools, automations and results.
- Your best-performing cold message and its reply rate.
- Which you’ve used hands-on: Clay, Apollo, Instantly, Smartlead, HeyReach, Sales Navigator, n8n, Make, Zapier.
- How you’d find 1,000 short-term rental operators with 10+ listings.
Shortlisted candidates do a 4-hour test task.
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Experience selling to short-term rental, vacation rental, hospitality or proptech companies
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Familiarity with property management systems such as Guesty, Hostaway, Hospitable or OwnerRez
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Ghostwriting founder content on LinkedIn that grew an audience
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Video or Loom-based outreach
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Spanish or Portuguese
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Experience hiring or managing SDRs
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Full-time, 100% remote from Latin America
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$4,500–$6,000 USD per month base, plus uncapped bonuses for every qualified demo held and every demo that becomes a paying customer
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Report directly to the Founder & CEO, with real ownership from day one
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Start as soon as possible
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