
GTM Engineer (Contract)
- $60k – $80k CAD • No equity
- |Remote (Everywhere)
- |2 years of exp
- |Contract
Remote only
Not Available

About the job
GTM Engineer (Contract)
AskArthur.ai is building the AI communication and operations layer for restaurants. Our multilingual voice and messaging agents handle phone orders, reservations, customer inquiries, catering, and private events, integrated with platforms like OpenTable, Resy, Toast, Deliverect, and leading POS systems.
We help hospitalitu businesses capture missed revenue, reduce labor strain, and operate more efficiently.
Our team brings deep experience across food, fintech, and SaaS, including Rocket Internet–backed food delivery, scaling a leading U.S. food marketplace, building and exiting an e-commerce platform to a major POS company, and experience at Goldman Sachs and Stripe. We’ve built and scaled startups before and we’re doing it again.
We’re growing quickly and working with leading restaurant, hotel and hospitality operators across North America.
The Role
We’re hiring a GTM Engineer on a contract basis to build and optimize the systems behind our sales engine.
This isn't a traditional SDR role. You'll combine AI, automation, data, and growth engineering to help us identify the right restaurant groups, enrich accounts, generate highly personalized outreach, automate workflows, and create a scalable outbound machine.
You'll work directly with the founders , with significant ownership over how we use AI to drive pipeline.
What You'll Do
Build the GTM Engine
- Design and build automated outbound workflows across email, LinkedIn, SMS, and other channels
- Build prospecting systems to identify restaurant groups, hospitality operators, franchises, and key decision-makers
- Automate account research, enrichment, segmentation, and lead scoring
- Create workflows that move prospects from raw data → enriched account → personalized outreach → CRM
- Continuously improve the reliability and scalability of our GTM infrastructure
AI-Powered Personalization
- Use LLMs to research accounts and generate highly personalized outreach at scale
- Build AI agents/workflows that understand restaurant concepts, locations, technology stacks, reservation platforms, POS systems, and event operations
- Generate account-specific messaging based on real signals rather than generic templates
- Experiment with AI-driven email, LinkedIn, SMS, and follow-up workflows
Data & Automation
- Build and maintain clean, enriched prospect databases
- Integrate GTM tools, APIs, webhooks, and CRM systems
- Automate lead routing, follow-ups, CRM updates, and sales notifications
- Identify new data sources and buying signals that improve targeting
- Maintain data quality and prevent duplicate or poorly qualified outreach
Experimentation & Optimization
- Run rapid experiments across targeting, messaging, channels, and sequencing
- Track reply rates, meetings booked, conversion rates, pipeline generated, and cost per opportunity
- Diagnose where prospects drop out of the funnel and build systems to improve conversion
- Turn successful experiments into repeatable automated workflows
What We're Looking For
- Hands-on experience building GTM automation or growth systems
- Strong experience with tools such as Claude, Codex, Apify, Clay, Instantly, Apollo, Make, Zapier, n8n, or similar platforms
- Comfortable working with APIs, webhooks, data enrichment tools, and automation platforms
- Strong understanding of LLMs and experience using AI inside real business workflows
- Ability to build systems independently rather than simply operate existing sales tools
- Analytical and metrics-driven approach to experimentation
- Comfortable working in a fast-moving startup environment
Preferred
- Experience with GTM Tools (above) and builidng out dashboards
- Experience building AI agents or LLM-powered workflows
- Python or JavaScript experience
- Experience with scraping, data enrichment, and lead intelligence
- Familiarity with restaurant, hospitality, vertical SaaS, or SMB sales
- Experience building outbound infrastructure for an early-stage B2B SaaS company
What Success Looks Like
Within the first 30–60 days, you will:
- Build a reliable, scalable outbound and inbound infrastructure
- Create automated systems for sourcing and enriching high-quality restaurant accounts
- Develop AI-powered personalization workflows across multiple channels
- Significantly reduce the manual work required to research and contact prospects
- Improve reply rates, demo bookings, and qualified pipeline through continuous experimentation
- Give our sales team a repeatable GTM engine that can scale across markets and restaurant segments
Contract Structure
- Contract / freelance engagement
- Remote
- Flexible hours with clear weekly deliverables
- Opportunity to expand into a longer-term or full-time role based on performance
- Direct collaboration with the founders
Why Join AskArthur.ai?
- Work at the intersection of AI, restaurants, voice, messaging, and sales automation
- Build real GTM infrastructure rather than simply run outbound campaigns
- Experiment quickly with modern AI and growth tools
- Work directly with founders who have built and exited companies before
- Help build the growth engine for an AI company already selling into the market
- Opportunity to grow into a core GTM or growth engineering role as the company scales
If you enjoy turning AI + data + automation into pipeline, we'd love to hear from you.
About the company

Ask Arthur
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