ABOUT CLEARLY AI
Most security teams review what they can, triaging a backlog by urgency and headcount while products ship without review. Clearly AI is the continuous threat modeling platform that gives security, privacy, and GRC teams the capacity to cover more, with accurate, source-cited assessments that enterprise teams trust.
We're live with Fortune 500s and global brands including Rivian, Ericsson, HID Global, PayPal, and others. We've reviewed thousands of security-critical products, from badge scanners to stablecoin platforms to autonomous driving features.
Backed by Y Combinator, Basis Set Ventures, Crosspoint Capital, Argon Ventures, and Ritual Capital. Selected as a Top 10 Finalist for the RSAC 2026 Innovation Sandbox Contest. Advised by former CISOs of Disney, Costco, Amplitude, Chevron, the former CEO of Reddit, and the former CPO of Brex.
We are early. We are deeply technical. We are building alongside real practitioners, and we want a real practitioner who can stand in front of our buyers and be believed.
Location
Seattle/SF preferred, remote OK. We meet in person 1-2x per quarter. Applicants must be authorized to work in the United States without the need for visa sponsorship now or in the future.
Why this role exists
Our buyers are security, AppSec, GRC, and privacy leaders at Fortune 500s who will stress-test the product and then stress-test us. They need someone who can:
Understand how their reviews actually run across threat modeling, privacy, and vendor risk
Demo Clearly AI against their own artifacts and processes, not a generic sandbox
Design and run proofs of value against written success criteria
Answer architecture and data-handling questions live, in front of people who will check the answer
This role exists to own the technical case, paired with Sales, who runs the deal.
What you'll own
1. Technical discovery and demos
Go deep on how a prospect runs reviews today, and spot which part will break before they do
Push on the stated request to find the real goal. Often the right answer is smaller than what they asked for
Build demos on their own use case and artifacts, not a generic sandbox
2. Proof of value
Turn vague asks like "less effort" or "reasonable quality" into criteria a POV can pass or fail
Stand up tenants, load their knowledge, queue historical and live cases
Run the midpoint check and the technical readout against what the customer signed
3. The technical conversation
Own the architecture questions that decide enterprise deals: tenancy and data isolation, SSO/SAML/SCIM, deployment patterns, model providers, data residency, audit defensibility
Answer accuracy and hallucination objections with evidence, and carry our security posture through their vendor review
Explain honestly where we fit against threat modeling tools, scanners, GRC platforms, and building it in-house
4. The reusable layer
Turn evaluation friction into specific, reproducible feedback for engineering
Build the demo environments, POV templates, and technical answers the team can use without you
What this role is not
Not our Forward Deployed Security Engineer role; you hand off at signature rather than running production onboarding
Not a product management role
Not a role where you read someone else's demo script
What we're looking for
Required
5+ years either running security and privacy reviews for large enterprises, or in a sales engineering, solutions architecture, or technical pre-sales role selling to security teams
Command of enterprise security architecture: tenancy and data isolation, data residency, AI governance
Ability to speak the language of security practitioners (STRIDE, DPIA, TPRM, CVE, SSDLC)
Experience running a multi-week technical engagement to a deadline without it drifting
Familiarity with Jira, ServiceNow, GitHub, Confluence, or OneTrust, and how review workflows live inside them
Clear writing. Success criteria, test plans, and readouts are the deliverables here
Strongly preferred
Hands-on experience with threat modeling, privacy impact assessments, or vendor risk assessments
Working knowledge of enterprise identity and deployment plumbing: SSO/SAML/SCIM, IP allowlisting, model providers
Experience working in early-stage startups
You do not need to have carried a quota or held a sales title. If this role fits you and you don't check every box, tell us what you'd bring instead.
How success is measured (first 12 months)
POVs passing against criteria you wrote
Technical objections resolved in the room rather than escalated
Time to run a full technical evaluation without a founder present
Demo environments, templates, and answers the team uses every week
Why join Clearly AI
Build the technical function from the ground up, with the team that follows built around what you establish
See your impact directly in the product, and in the customers we win
Join an RSAC 2026 Innovation Sandbox Top 10 Finalist backed by $8.4M in seed funding
YC alum with proven, technical founders and strong growth momentum with minimal funding taken to date
Competitive salary, equity, and benefits
Salary ranges are a guideline; actual base salary may vary based on various factors, including market and individual qualifications objectively assessed during the interview process, and the ranges for this role may be modified.
In addition, compensation packages may include additional components such as equity and benefits. Benefits may vary based on role, country, and local regulations.