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Siena AI, Engineering

Solutions Engineer at Siena AI

Location
Canada, United States / Remote
Compensation
Not Disclosed + Equity

You will be the technical voice for AI agents that automate ecommerce Support, Shopping, and Social interactions across the entire customer journey. This isn't just a pre-sales role; you'll get hands-on with APIs, build custom integrations, and author SOWs that drive real revenue.

If you have 3-5+ years in SaaS pre-sales and want to own the technical success of a fast-growing AI startup from discovery to deployment, this remote role is for you.

What's the next step?

Siena AI are hiring from Jack's network. Talk to Jack for free and get a direct introduction to the team, if a good fit.

Role overview

You will lead the technical sales cycle from initial discovery to signed Statement of Work. As our second Solutions Engineer, you’ll own the demo environment, lead deep-dive technical discovery, and build custom integrations yourself. You’ll bridge the gap between sales and deployment, ensuring technical ROI while shaping our product roadmap.

About Siena AI

Siena AI (using the domain siena.cx) is an autonomous, empathic AI customer service and customer experience platform designed for commerce brands. It provides AI agents that automate customer interactions across email, chat, SMS, social media, and other channels, handling use cases such as product information, order tracking, address changes, returns and exchanges, subscription and retention management, and social media conversations. The platform embeds into existing help desks like Zendesk, Gorgias, Kustomer, Gladly, and Dixa, consolidating the CX stack and enabling brands to resolve most customer inquiries end-to-end using generative AI while maintaining each brand’s unique voice through AI personas. Siena’s mission is to humanize the internet by turning customer interactions into meaningful relationships, combining human-like empathy with advanced LLM-powered automation to improve efficiency, increase loyalty, and optimize support operations for direct-to-consumer and other commerce-focused businesses.

Open roles at Siena AI

What you will do

  • Own the end-to-end technical sales cycle, from building high-fidelity demo environments using prospect data to running multi-week proof-of-concept programs.
  • Scope, build, and test custom integrations across the ecommerce CX stack using APIs and webhooks to ensure Siena AI fits seamlessly into prospect workflows.
  • Draft and price technical Statements of Work (SOWs) backed by ROI cases, then lead smooth handoffs to the deployment and product engineering teams.

Who this is a fit for

  • 3-5+ years of experience in B2B SaaS pre-sales (Solutions or Sales Engineering) with a proven track record of personally owning complex demos and POCs.
  • Highly technical and hands-on with APIs, webhooks, and authentication; you are comfortable using Postman to judge feasibility and build integrations yourself.
  • Deep familiarity with the ecommerce CX ecosystem, specifically Shopify and helpdesk platforms like Gorgias, Zendesk, Kustomer, or Dixa.

Why this role is remarkable

  • Join a $17M Series A startup as the second Solutions Engineer, directly shaping the GTM technical strategy and demo infrastructure from the ground up.
  • Work at the forefront of the AI CX landscape, building autonomous agents that drive real revenue and efficiency for high-growth ecommerce brands.
  • High-agency, execution-focused role where you act as the solo technical authority, building integrations and scoping SOWs that define how customers use AI.

How Jack & Jill work together

Jack
I get to know what you’re great at, then find roles you’d never find yourself.
Jill
I recruit from Jack’s network and make the intro when I spot a great match.
Thumbnail for Meet Jack
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.

What happens next?

  1. Jack’s an AI agent for job searching and career coaching. He works for you.

  2. Jill is the AI agent for hiring, working for the company. She recruits from Jack’s network.

  3. If your profile’s a match and Siena AI wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

Learn about Jack