Senior Sales Engineer

Cloaked•New York City, NY

15d•Hybrid

About The Position

Cloaked is a consumer privacy and identity platform on a mission to give people back control of their personal data. We let anyone generate unlimited identities - masked emails, phone numbers, and payment cards - scrub their information off data-broker sites, and shield themselves from spam, scams, and breaches, all from one app. Backed by a $375M Series B, we've protected 10M+ identities and removed 1B+ records from the data brokers who profit off personal information. Now we're building the AI-native future of privacy: autonomous agents that monitor, manage, and defend your digital footprint for you. About the role We're looking for a Senior Sales Engineer to be the technical leader alongside our enterprise and partnership sales org - from first discovery call through proof-of-concept, technical validation, pilot, and production rollout. You'll work shoulder to shoulder with Account Executives, Product, Engineering, Security, and Customer Success, turning messy enterprise privacy and security requirements into solutions customers actually deploy. Enterprise buyers purchase trust as much as they purchase technology - if you can earn both, come build with us!

Requirements

7–10+ years in enterprise SaaS solution or sales engineering; cybersecurity, privacy, identity, or fraud prevention platforms a strong plus.
Deep in privacy-enhancing technologies - tokenization, masking, encryption, proxy identities, consent management, data minimization - and able to explain them to a CISO and an architect in the same hour.
Identity fluency: workforce and customer identity, federation, SSO, MFA, OAuth, OpenID Connect, SCIM, and lifecycle management. IAM, PAM, or CIAM platform experience a plus.
Technically hands-on with enterprise architecture and integration - REST APIs, webhooks, auth patterns, and cloud-native deployments on AWS, Azure, or GCP.
Security grounding in Zero Trust, secure architecture, vulnerability management, and security operations; you can hold your own with a customer's security team.
Working knowledge of the frameworks that gate enterprise deals: ISO 27001, ISO 27701, SOC 2, NIST CSF / Privacy Framework, GDPR, HIPAA.
Track record of technical sales into Fortune 1000 organizations and presenting to CISOs, CIOs, CTOs, DPOs, and enterprise architects.
Fluent with AI tooling (Claude, ChatGPT) and conversant in enterprise AI architecture, AI governance, and agent identity.

Nice To Haves

Sells trust, not features. Connects customer pain to measurable outcomes instead of running a feature tour.
Discovery-first. Structured questioning, real listening, and honest scoping of what we can and can't do today.
Owns the technical outcome. Follows commitments through to production and doesn't hand off at signature.
Builds the reusable thing. Improves the demo environment and shared assets, not just their own deals.
Executive presence without ego. Credible in front of a CISO, humble sitting next to an engineer.
Comfortable on a small team. Startup pace, shifting priorities, and work that's unglamorous as often as it's strategic.
Existing Cloaked user, or a clear point of view on where the privacy category is heading.
CISSP, CCSP, CISM, CDPSE, CIPM, AIGP, or comparable certifications.

Responsibilities

Own the technical thread on enterprise opportunities - discovery → executive demo → solution architecture → POC → deployment recommendation - and reduce implementation risk at every step.
Design customer solutions: analyze environments, review enterprise architectures, recommend integrations, evaluate security and privacy controls, and document designs that stay simple, scalable, and maintainable.
Run proofs of concept end to end. Define evaluation criteria, get success metrics agreed up front, coordinate internal resources, and clear blockers before they stall the deal.
Act as trusted advisor on privacy engineering, identity protection, enterprise security, AI governance, and employee protection - guidance tied to business outcomes, not feature lists.
Carry the field back to Product: competitive gaps, roadmap validation, beta programs, and the actual voice of the enterprise customer.
Build the enablement layer - reusable demos, technical collateral, seller training, event and analyst support - so the whole team communicates technical value consistently.