Principal Security & Compliance Advisor, Outpost

About us Pliancy is fundamentally changing the way businesses value technology. We're on a mission to prove that the right technology (and the right technologists) can help accelerate progress toward radical, ambitious goals. Pliancy specializes in partnering with life sciences organizations, capital management firms, and emerging startups, providing IT support to bold leaders pushing science and technology forward. Our employees and clients find that we’re starkly different from other IT organizations because we challenge the status quo in two major ways: by putting people first in every decision we make, and by innovating towards simplicity every chance we get. As a people-first company that invests in the long-term success of our employees, we’re looking for creative thinkers who like to solve interesting problems. We prioritize curiosity and empathy in all of our hiring decisions. Principal Security & Compliance Advisor, Outpost Remote, United States About Outpost Outpost Security is Pliancy’s security and compliance brand for organizations that need practical, expert-led guidance without the fear-mongering or obfuscation that too often comes with cybersecurity. Our thesis is simple: security should be comprehensive and comprehensible. We translate complex policies, controls, and systems into straightforward action plans that help clients understand what they need, how they are protected, and why it matters. About the Role Outpost is hiring a founding member of our service delivery team to help build, productize, and deliver our security, compliance, and AI governance offering for clients in finance, venture capital, private equity, hedge funds, family offices, technology, and biotech. This is a senior, client-facing role for someone who can operate as both a trusted advisor and a practical implementer. You’ll help clients make sense of security, compliance, and AI risk decisions, translate business objectives into action plans, and guide the work required to improve their security posture while using emerging technologies responsibly. You’ll also work closely with the Managing Director of Outpost to shape how Outpost delivers services, packages its offerings, documents its playbooks, and scales over time. This is far more than a narrow compliance checklist role, and it is not a behind-the-scenes engineering-only role. The right person will care deeply about documentation, but even more about helping clients reach their business objectives and delivering an exceptional client experience along the way. You should be comfortable with ambiguity, energized by building something new, and excited to help define the operating model for an important and growing part of Pliancy. What’s an average day like? A typical week might include leading a security roadmap conversation with a venture capital client, preparing a practical SEC-readiness action plan, reviewing a client’s access control and onboarding workflows, advising a leadership team on secure AI usage, drafting or improving documentation, helping evaluate tools such as compliance automation, MDR, SIEM, vulnerability management, AI productivity platforms, cyber insurance, and translating technical findings into clear executive-level recommendations. You’ll spend a meaningful amount of time directly with clients, listening for what they are trying to accomplish as a business and helping them understand the security and compliance work required to get there. You’ll also spend time internally building the Outpost delivery engine: refining service packages, creating reusable templates, improving project plans, strengthening documentation standards, and sharing what you are seeing in the market so we can keep making the offering better. Because Outpost is still being built, the work will evolve. Some days will be advisory-heavy. Some days will be implementation-heavy. Some days will require creating the playbook while you are delivering the work.  Who are we looking for? You’re an attentive and curious person who loves connecting with the people you support. Clients are people, not ticket numbers, findings, or controls to close. You build relationships, and as a by-product, you build trust. You understand that security and compliance are most valuable when they help the business move forward. You also understand that AI is quickly becoming part of how clients operate, and that the answer cannot simply be “no.” You can help clients evaluate where AI is useful, where it creates risk, how to adopt it securely, and how to create practical guardrails without slowing the business down. You can explain complex ideas in plain language, tailor recommendations to a client’s risk tolerance and operating reality, and balance best practices with practical judgment. You have strong opinions about what good looks like, but you are not rigid or theatrical about it. You take pride in your work, follow through on commitments, and care about the details. You like documentation because it creates clarity, consistency, and leverage. You are comfortable working with executives, operators, technical teams, auditors, vendors, and non-technical stakeholders. You enjoy helping a team move swiftly and efficiently toward a common goal. Variety should energize and excite you! Responsibilities Serve as a senior security and compliance advisor for Outpost clients, with an emphasis on finance firms, including VC, PE, hedge funds, family offices, both ERAs and RIAs, and other investment firms, as well as select technology and biotech startups. Lead consultative client conversations around governance, risk, controls, compliance readiness, secure AI adoption, security roadmaps, vendor selection, audit preparation, DDQs, cybersecurity insurance, incident preparedness, and operational workflows. Translate client business objectives into practical security and compliance action plans that are clear, prioritized, and realistic. Help c