AI Strategy Architect

Summary

Loom is hiring a senior strategist to lead Strategy and Enterprise Transformation engagements. The role exists because strategy is currently delivered exclusively by the principals. A dedicated strategist allows concurrent engagements and frees principal capacity for advisory and business development work.

What you’ll do

Lead strategic engagements with Fortune 500 and high-growth startup customers.
Run impact assessments: identify the highest-ROI AI initiatives across a customer’s operations and rank them by P&L impact and technical feasibility.
Build financial models, feasibility analyses, and roadmaps that hold up to board-level scrutiny.
Translate technical capability into executive narrative without losing either side.
Partner with the Agentic Workflow Lead and the principals on multi-service engagements.

What we’re looking for

Senior consulting experience at a tier-one company, an in-house strategy team, or an equivalent role.
Track record of shipping AI initiatives that produced measured P&L outcomes the CFO recognized.
Strong financial fluency: ROI modelling, value-based pricing, executive financial framing.
The ability to speak credibly to engineers and to boards in the same engagement.

What is helpful but not required

Direct technical background — former engineer or applied scientist who moved into strategy.
Experience leading multi-year, multi-stakeholder enterprise transformation programs.
Prior exposure to AI governance, risk, or compliance work at the regulatory frontier.

What we offer

Competitive base, meaningful equity, transparent leveling.
Remote-friendly across the US, Canada, Mexico, and India.
Direct work with the principals and direct accountability for engagement outcomes.
Hiring process: four stages, decision within ten business days of the working session. See the full process below.

Hiring Process

Designed around what predicts performance.

Four stages, structured the same way for every candidate. The hiring decision rests on a work sample scored independently by two evaluators — the methods with the strongest evidence behind them in the research on hiring. A decision within ten business days of the work sample.

01 // Screen

Structured conversation

Thirty minutes with Mugdha or Kevin. The same set of questions for every candidate at this stage: your recent work, the problems you want to be solving next, and what would make this engagement work for you. Mutual-fit calibration. The hiring decision is not made here.

02 // Work Sample

The hiring decision

A scoped problem drawn from a current Loom engagement — the same prompt every candidate for the role has seen. Two hours, paired with one of us. We score independently on a written rubric (technical depth, judgment under uncertainty, collaboration, communication) and compare scores before discussion.

03 // Team Panel

Structured interviews

Two or three thirty-minute conversations with the practitioners you would work with. Each is structured around a small set of behavioral and situational questions. Panelists score independently and calibrate after. You are evaluating us in the same conversations.

04 // Offer

Transparent and timely

A decision within ten business days of the work sample. If we extend an offer, you receive a written rationale for the level, the comp band, and the equity philosophy. If we do not, you receive specific feedback from the work-sample rubric.

Process design based on the meta-analytic evidence on selection-method validity: Schmidt & Hunter (1998), reanalyzed by Sackett, Zhang, Berry, & Lievens (2022). Work samples and structured scoring with multiple independent raters consistently rank among the highest-validity selection methods. Unstructured interviews, brainteasers, and single-evaluator judgments rank substantially lower.

Apply

Submit your resume and tell us what about this role interests you. ● indicates a required field.

Every application is read by Mugdha Pandit or Kevin Dickerson — no ATS in between.