Outbound Marketing & Automation Specialist (Mid-Market & Enterprise)

$10,000 - $15,000/mo

Lead Generation Email Outreach & Sequences Cold Outreach Workflows AI Workflow Design (using GPTs / LLMs) Analytics & Reporting Automation Salesforce HubSpot Pipedrive Zoho CRM Microsoft Dynamics 365 Freshsales monday.com CRM Close Copper ActiveCampaign Make.com Zapier OpenAI API

Jobbatical

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Role Overview

Join Jobbatical as an Outbound Marketing & Automation Specialist and take ownership of our enterprise lead generation engine. You'll be the architect of sophisticated automation workflows that connect with HR leaders at mid-market and enterprise companies, using cutting-edge AI and custom-built solutions rather than off-the-shelf tools.

This role combines technical expertise with strategic marketing, where you'll leverage Make.com/Zapier integrations and Claude AI to create hyper-personalized outreach campaigns at scale. You'll own the entire outbound motion from workflow design to sales handoff, ensuring our carefully crafted messages reach the right decision-makers and drive meaningful pipeline growth.

Working with a lean, highly customized tech stack, you'll engineer bespoke automation solutions that deliver superior results while maintaining the highest standards of email deliverability and compliance.

Responsibilities

Design and lead outbound campaigns targeting HR executives at companies with 500-5000+ employees
Build complex automation workflows using Make.com and Zapier to orchestrate multi-channel outreach
Utilize Claude AI via API to generate hyper-personalized, context-aware outreach content at scale
Manage email infrastructure, domain setup, inbox warming, and deliverability compliance
Build automated CRM integration and lead routing systems for seamless sales handoffs
Own and optimize key metrics including pipeline generated, open rates, reply rates, and meetings booked
Run A/B tests and analyze campaign data to continuously improve performance
Maintain sender reputation and ensure messages land in primary inboxes

Requirements

Proven hands-on experience building complex workflows with Make.com and/or Zapier
Strong expertise working with Webhooks and APIs
Deep understanding of prompt engineering for LLMs, specifically Claude
Technical knowledge of email infrastructure (SPF, DKIM, DMARC) and high-volume sending
Experience with A/B testing and data-driven campaign optimization
Builder's mentality with preference for custom API solutions over off-the-shelf tools
Ability to analyze metrics and pivot strategies based on data rather than intuition

Nice to Have

Experience selling to or marketing to Mid-Market/Enterprise HR leaders
Understanding of HR pain points and decision-making processes
Early adopter of AI tools and technologies
Background in B2B outbound sales or marketing

Benefits & Perks

B2B Service Agreement with solid compensation package (PLN 10,000 - PLN 15,000 monthly)
YOLO days on top of generous annual holiday days
Any hardware you need: Mac, headphones, etc
Flexible working time
Fully remote position
International challenges and growth opportunities

About the Company

Jobbatical uses AI and automation to streamline employee visa and relocation processes, helping businesses hire talent globally. They serve clients like N26, Pipedrive, and Travelperk across 30+ countries and are backed by top-tier investors including Union Square Ventures.