Security GRC Manager: Customer Trust Enablement

ABOUT US At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Japan, and Sydney. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do. Our co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.  The Role We're looking for a seasoned Customer Trust Enablement professional to join the Security Foundations and GRC team. This is a role for someone with 10+ years experience and has done this work in depth before: you'll turn Sierra's underlying security and compliance posture into assets that accelerate revenue, run the trust-building relationships with our customers' security teams, and stand up the automation that lets us scale enterprise growth. A defining part of this role is winning the trust of our most regulated customers: banks, financial institutions, healthcare providers, insurers, and others operating under frameworks like HIPAA, HITRUST, GLBA, and state insurance and privacy regimes. As Sierra expands globally, that scope is increasingly international: you'll navigate cross-border data protection and AI regimes (GDPR, UK GDPR, the EU AI Act, and regional data-residency requirements) and work with customers and regulators across North America, EMEA, and APAC. To do this well, you'll develop a genuine understanding of what each industry and region is actually accountable for and why, and bring empathy to the obligations your customers carry into every conversation. You'll lead customer security meetings and audits, go toe-to-toe with their risk and security teams on the hard technical questions, and use automation and AI to handle that depth at scale rather than one painstaking review at a time. That same understanding flows inward: you'll weigh the tradeoffs between customer expectations, deal velocity, what Sierra can credibly commit to, and translate the patterns you see across regulated buyers into the internal roadmaps that Product, Engineering, and Security build with. This is a high-leverage, cross-functional role for someone who can set strategy and roll up their sleeves. WHAT YOU'LL DO Program Strategy & Execution (Roadmap Ownership) - Own the Customer Trust roadmap end-to-end, evolving priorities based on company growth, customer needs, and the competitive landscape. - Drive automation platform strategy: evaluate, implement, and scale AI questionnaire and trust platforms to dramatically improve response times and automation rates. - Build systematic customer intelligence loops that translate the regulatory drivers and recurring concerns across industries and regions such as healthcare, insurance providers, financial services, and global markets into prioritized inputs for the Product, Engineering, and Security GRC roadmaps. - Define metrics, SLAs, and escalation frameworks for the function, and report on cycle time, coverage, and deal impact to leadership. - Establish team operating rhythms, metrics reporting, and escalation frameworks. - Create GTM enablement programs that drive self-service adoption across teams Customer & Revenue Enablement - Develop trust artifacts including security landing pages, whitepapers, industry-specific FAQs, data-flow and architecture overviews, and sales enablement materials. - Lead responses to enterprise security questionnaires and RFP security sections (SIG, CAIQ, custom frameworks), and serve as the named security point of contact in strategic sales cycles. - Lead live customer security meetings and customer audits with highly regulated customers: banks, financial institutions, and healthcare organizations navigating deep technical and regulatory diligence. - Support complex security contract reviews requiring security expertise, and escalate appropriately. AI, Automation & Scale - Identify broken or manual processes, design scalable solutions, and implement the right tools to maximize efficiency without sacrificing quality. - Apply automation and AI including AI questionnaire and trust platforms to absorb the volume and depth of regulated-customer diligence, turning days of manual review into minutes. - Build and maintain a security knowledge base and questionnaire-automation workflows so common questions are answered once and reused across the sales org. - Curate and update Sierra's Trust Center so customers can self-serve answers under NDA. WHO YOU'LL WORK WITH This role sits in the Security function. You'll work day-to-day with: - Sales, GTM and Agent Development integrating Customer Trust workflows into the CRM, streamlining due-diligence processes, and keeping security from becoming a bottleneck in the deal cycle. - Security developing trust artifacts, security content, and scalable response frameworks grounded in Sierra's actual security posture. - Legal collaborating on DPAs, BAAs, security exhibits, and the security and data-protection terms in customer agreements. - Product feeding customer security and compliance signals into roadmap prioritization. - Executive audiences and customer/prospects representing S