Role Overview
As Technical GTM Strategy & Operations Lead, you will build the infrastructure and insight to support our technical GTM members, connecting our SCs, Sales, and Product. You will own the systems and processes that get our prospects into pilot programs faster, measure data, and enable the entire GTM org.
What You Will Do
Design and automate customer pilots and sandboxes, instrument and track pilot usage, own demo/pilot → POC → close conversion analytics, build and track SC performance analytics, own the operations of SC demo-request routing, build internal tooling and automation for the SC workflow, and lead pilot enablement and feature enablement for the wider GTM org.
Why It Might Be a Fit
You will have a strong background in accounting and finance, technical builder’s instinct, strong analytical skills, familiarity with the GTM stack, excellent communication skills, and an entrepreneurial mindset.
Requirements
- Experience in a GTM operations, sales engineering, solutions/revenue operations, or technical enablement role, ideally in a fast-moving B2B SaaS environment.
- A strong background in accounting and finance related topics to develop a core understanding of production functionality.
- Technical builder’s instinct: comfortable writing scripts, wiring up automation and integrations (APIs, internal tooling, AI agents), and standing up systems from scratch rather than waiting for them.
- Strong analytical skills, with the ability to define the right metrics, build the tracking, and turn usage and pipeline data into decisions.
- Familiarity with the GTM stack (CRM such as HubSpot, calendar/workspace admin, sandbox/demo environments) and a knack for making tools talk to each other.
- Excellent communicator who can train and enable others, from SCs to AEs to SDRs.
- Entrepreneurial mindset with a desire to help build something from the ground up.
- Self-motivated and comfortable working in a fast-paced startup environment.
Benefits
- Competitive compensation including meaningful equity.
- Opportunity to shape a product that is transforming how businesses manage their accounting.
- Work directly with the founding team and have significant impact on company direction.
- Build the backbone of a GTM org at a hyper-growth, AI-native company, with the autonomy to define the role as you go.
To apply for this job please visit jobs.ashbyhq.com.

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