About Clearly AI

Clearly AI automates the most painful bottleneck in the enterprise: security and privacy reviews. We help security teams complete high-quality threat models, privacy impact assessments, and vendor risk evaluations in minutes instead of weeks.

We're live with Fortune 500s and global brands including Rivian, Ericsson, HID Global, Affirm, Webflow, and Okta. 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.

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

We've proven we can land and expand inside some of the world's most demanding security organizations. Now we need to scale it.

We are looking for someone who has sold deeply technical security products into enterprise buying committees, knows what it takes to move a CISO org from curious to committed, and has the range to operate at both the deal level and the function-building level. You will be the first dedicated sales hire, with a direct line to the founders and ownership of everything that directly touches revenue: enterprise sales, account strategy, and channel partnerships.

The right person has done this before, has the relationships and credibility to open doors fast, and is energized by the challenge of building something from a strong foundation.

What You'll Own

1. Enterprise Sales

Own the full sales cycle from first conversation to signed contract on enterprise deals across the CISO org, AppSec, GRC, and privacy functions
Navigate complex buying committees with multiple technical and business stakeholders, including product security and third party risk teams
Run organized, disciplined account-based selling with structured account plans, executive engagement strategies, and clear next steps at every stage, following common methodologies like MEDDPICC
Build and manage a healthy pipeline with enough coverage to hit targets and enough visibility to forecast accurately

2. Account Strategy and Expansion

Develop account plans for our existing customer base that identify expansion surface area and map the right stakeholders to the right opportunities
Partner with the implementation and customer success teams to turn adoption into revenue
Track account health signals and act on them before they become risks
Bring the voice of the customer back into product and GTM conversations with enough structure that it actually changes decisions

3. Channel and Partner Development

Build and manage relationships across the partner ecosystem: VARs, MSSPs, GSIs, and technology alliances
Identify partners that can open doors into accounts we can't reach directly and structure the right engagement model for each
Develop early partner relationships into repeatable co-sell motion as we scale

4. GTM Collaboration

Work closely with marketing on account targeting, messaging, and campaign feedback so that outbound and inbound efforts compound rather than conflict
Partner with product on the feedback loop between field conversations and roadmap decisions
Stay deeply engaged in the market: tracking how the competitive landscape is shifting, how buyers are talking about the problem, and what signals are showing up in deals, and bring that intelligence back to product, marketing, and leadership in a form that actually influences decisions on pricing, positioning, and roadmap
Own the sales playbook: what works, what doesn't, and what the next hire will need to succeed
Use AI tools actively to increase your output across research, outreach personalization, and pipeline management, and stay current on how that landscape is evolving

What This Role Is NOT

Not a farmer or “just a closer” waiting for pipeline to come to them
Not a relationship manager comfortable running at steady state
Not someone who needs a fully built machine before they can perform
Not an individual contributor who avoids the harder conversations about strategy, process, and what we should be doing differently

What We're Looking For

Required

5+ years of enterprise B2B SaaS sales experience, with at least several of those years in cybersecurity, AppSec, product security, and/or GRC
Early stage or founding sales experience at a startup that found product market fit and scale
Deep enough domain knowledge to hold a credible conversation with a security architect or AppSec lead
Proven track record of closing six-figure enterprise deals through complex buying committees with long sales cycles
Strong analytical instincts: you track your own data, build your own account models, and bring quantitative rigor to pipeline reviews and goal-setting conversations
Experience building or meaningfully contributing to a sales playbook at an early stage company
Hunter mentality with the stamina to drive outbound efforts, manage in-flight pipeline, and close deals simultaneously
Comfort operating with significant autonomy and organization in an environment where the process is still being written
Active user of AI tools in your daily workflow, with a clear point of view on where they create leverage and where they fall short

Strongly Preferred

Direct experience selling into AppSec, product security, or privacy functions, ideally with an existing network of practitioners and buyers you can activate quickly
Experience building or working closely with a channel partner program, even in its earliest form
Prior experience in a role that required cross-functional alignment with product and marketing teams, not just coordination
Familiarity with the enterprise security vendor landscape well enough to position against it effectively

How Success Is Measured (First 12 Months)

Quota attained with a pipeline coverage ratio that reflects a disciplined and repeatable process
At least two channel or partner relationships formalized with early co-sell activity underway
Account plans in place for the full existing customer base with documented expansion opportunities
Sales playbook documented well enough that the next hire can ramp from it
Product and GTM teams point to field feedback from you as a consistent input into decisions

Why Join Clearly AI

Own the sales function at a company with real customers, real urgency, and a product that practitioners actually want. Work directly with technical founders who've done the work and respect the craft. This is a rare opportunity to build a sales motion from a proven foundation, not a hypothesis, and to grow into the sales leadership role as the company scales.

We're an RSAC 2026 Innovation Sandbox Top 10 Finalist, backed by $8.4M in seed funding, operating at the intersection of frontier AI and enterprise security.

Founding Account Executive