--- title: 'Principal Strategist at Webstacks' canonical: 'https://feeny.ai/job/principal-strategist-webstacks-san-diego-kk0dg3erqzha' type: 'job' last_seen: '2026-11-06' --- # Principal Strategist at Webstacks - **Company:** Webstacks - **Location:** San Diego, CA - **Compensation:** $110k–$130k - **Posted:** 2026-10-14 - **Last confirmed live:** 2026-11-06 - **Apply:** https://job-boards.greenhouse.io/webstacks/jobs/6224204004 ## Job description ## About Us Webstacks is a high performance website operations and growth marketing agency established in 2020. We have quickly grown into a 45-person company because of our [innovative website operations methodology](https://www.webstacks.com/our-methodology), strong partnerships, and high-growth clients. We are constantly setting larger goals and stopping at nothing to achieve them. Our team’s dedication is humbling, and we are looking for another motivated individual to help us reach the next level. Our mission is to transform the way [the world’s most influential SaaS, FinTech, and Blockchain companies](https://www.webstacks.com/success-stories) compete in today's digital landscape. Principal Strategist ## OVERVIEW The Principal Strategist owns the work itself: the quality of every strategy we ship, the health of every account's backlog, and the growth of every strategist on the team. Where the Head of Strategy owns the practice, the Principal owns delivery; the standard the work is held to and the people who produce it. This is a player-coach role. The Principal Strategist carries a deliberate set of our most complex, highest-stakes accounts while managing the strategy team day-to-day. The Principal Strategist is the reason the Head of Strategy can operate at market altitude. When the work ships client-ready without executive review, when escalations get resolved inside the team, when strategists level up quarter over quarter, that's this role working. ## ROLE DETAILS - Reports to: Head of Strategy - Manages: Sr. Web Strategists & Web Strategists - Salary range: $110,000–$130,000 - Work Location: San Diego, CA / Hybrid Remote - Team: Strategy ## RESPONSIBILITIES - Client Strategy - Lead a small set of flagship engagements: the most complex accounts, the highest-stakes relationships, the executive stakeholders who expect our best strategist in the room - Model the strategy-to-tactics translation the whole team runs on; every recommendation becomes a roadmap, every roadmap traces to a client business goal - Navigate the hard client dynamics: ambiguity, shifting priorities, competing stakeholders and coach the team to do it themselvesKnow your clients' businesses deeply: their model, their market, their internal pressures - Craft & Quality - - Own the quality bar for everything the team ships: roadmaps, strategic narratives, and client deliverables - Review and pressure-test strategist work before it reaches clients and run those reviews as teaching moments - Pilot new frameworks, tools, and strategic models on your own accounts; codify what works into the Webstacks methodology with the Head of Strategy - Keep the team's thinking structured and prioritized (i.e., Own how the team thinks by establishing methods of delivery.) ## Team Leadership - Manage the strategy team day-to-day: weekly 1:1s, workload balancing, unblocking, and providing honest feedback that makes people better - Coach strategists on the craft that can't be documented (client presence, consultative practice to C-suite, strategic storytelling, reading a room, holding ground under pressure) - Develop Webstacks’ bench of exceptional strategists - Own performance conversations at the team level; partner with the Head of Strategy on career paths and growth plans Delivery Operations - Audit every account's strategic backlog monthly, flag anything stale, or drifting from client goals - Be the first escalation point for client tension, scope conflicts, and cross-functional misalignment; resolve at the team level what shouldn't reach the executive level - Keep strategy, PM, design, and dev pulling toward the same outcome on every account - Read the team's capacity honestly and flag the crunch to the Head of Strategy before it becomes a delivery problem ## WHO THRIVES HERE - 7+ years in digital strategy with agency experience; has led complex web engagements end to end, not just contributed to them - Trusted by director and VP-level stakeholders - A natural coach: gets genuine energy from making other strategists better, not just from their own wins - Brings structure to ambiguity; the person the room looks at when nobody knows what happens next - Holds a high bar and delivers the feedback that comes with it; directly, generously, often ## WHAT SUCCESS LOOKS LIKE - Strategist work ships client-ready, without executive review or rescue. - No account backlog goes stale for more than 30 days. - Strategists demonstrably level up — receiving positive client feedback, deliverable quality hit Webstacks’ standards, and show readiness for bigger accounts. - Flagship accounts renew and expand under the Principal's leadership. - The Head of Strategy operates at market altitude because delivery doesn't need them. SD Pay Range $110,000—$130,000 USD All this sound good? Sweet, we can't wait to chat! ## About Webstacks ## Company Overview - **One-liner**: Webstacks is a composable web agency that designs and engineers websites as systems for high-growth B2B tech companies, enabling faster iteration, smarter decisions, and sustained growth. - **Entity Type**: Private (Bootstrapped) - **Headquarters**: San Diego, California, USA - **Founded**: 2020 - **Founders**: Nikan Shahidi (CEO & Co-Founder), Shawn Shahidi (CFO & Co-Founder) ## Core Business - **Primary industry**: Digital Agency / Software Development (Composable Web Development) - **Target customers**: High-growth B2B tech companies (Series A to IPO), including marketing and engineering teams; serves 12% of the Forbes Cloud 100 - **Mission**: To be the pioneers of composable websites. - **Vision**: To lead the shift toward a web that adapts as fast as the world around it. ## Products & Services - **Composable Website Strategy & Design**: End-to-end service to turn outdated, underperforming websites into high-converting digital products that engage audiences and generate pipeline. - **Engineering & Development**: Technical implementation using modern frameworks and composable architecture (e.g., Sanity, Contentful). - **SEO/AEO (Search Engine Optimization / Answer Engine Optimization)**: Services to improve organic visibility and AI-driven search presence. - **CRO (Conversion Rate Optimization)**: Data-driven optimization to improve website conversion rates. - **AI Services**: Design and development of AI-powered web experiences. - **Ongoing Agency-of-Record Partnerships**: Long-term relationships managing and evolving client websites post-launch. ## Market Standing - **Valuation/Market Cap**: Not publicly available (private, bootstrapped company) - **Key Metrics**: - **Total Employees**: 35–55 (reported across sources; LinkedIn shows 35, Built In shows 55) - **Clients**: Serves 12% of the Forbes Cloud 100, including notable names like **Gong**, **ServiceTitan**, **Circle**, **Calendly**, **LogicMonitor**, **Fireworks AI**, and **Snowflake**. - **Notable Investors/Partners**: Bootstrapped (no external investors). Key platform partners include Sanity, Contentful, and other composable web stack providers. - **Growth Signals**: - Named a **Top Workplace** by the San Diego Union-Tribune in 2025, highlighting team culture during rapid growth. - Year-over-year LinkedIn follower growth of +38%. - Job postings increased +250% year-over-year (as of latest data). - Expanded from founders to a cross-functional team with dedicated design, engineering, and project leadership. ## Competitive Advantages - **Composable Web Expertise**: Specialized focus on composable architecture (as opposed to legacy monolithic CMS platforms) gives them a differentiated, modern technical moat. - **High-Profile Client Roster**: Proven track record with 12% of the Forbes Cloud 100, providing credibility and a network effect. - **End-to-End Ownership**: Covers strategy, design, engineering, SEO, and CRO—acting as a full-service partner rather than a point-solution vendor. - **Trusted Agency-of-Record Model**: Long-term partnerships (e.g., Circle, ServiceTitan) indicate high client retention and recurring revenue stability. ## Strategic Focus - **Deepening the Composable Stack**: Expanding expertise and relationships across modern web frameworks and headless CMS platforms. - **Scaling Enterprise Delivery**: Maturing governance, QA, and cross-functional execution to handle larger, more complex organizations. - **Building for AI & Search Evolution**: Integrating AI, AEO, and CRO into core service offerings to stay ahead of web marketing trends. - **Attracting Top Talent**: Growing the team intentionally while maintaining a strong, award-winning culture. ## Why Work Here - **Remote-First with In-Person Collaboration**: Headquartered in San Diego with a remote-first policy; team members are distributed across the US, Indonesia, Pakistan, and the Philippines. The company prioritizes in-person collaboration when it adds value, including team meetups and off-sites. - **Award-Winning Culture**: Recognized as a **Top Workplace** by the San Diego Union-Tribune, signaling strong team culture and employee satisfaction. - **High-Impact Work**: Employees work on websites for some of the fastest-growing B2B tech companies (Forbes Cloud 100), offering exposure to cutting-edge composable tech stacks and high-stakes projects. - **Cross-Functional Teams**: Roles span strategy, design, engineering, and project management—providing opportunities for growth and collaboration across disciplines. - **Flexible Work Environment**: Hybrid workspace model; typical time on-site is flexible. - **Growth Trajectory**: Rapidly growing company (+250% YoY job postings) with opportunities to shape processes and take on increasing responsibility. ## Sources 1. [webstacks.com](https://www.webstacks.com/about) 2. [webstacks.com](https://www.webstacks.com/) 3. [webstacks.com](https://www.webstacks.com/careers) 4. [linkedin.com](https://www.linkedin.com/company/webstacks) 5. [builtin.com](https://builtin.com/company/webstacks) ## Other roles at Webstacks - [Technical Director](https://feeny.ai/job/technical-director-webstacks-san-diego-0trn15h0rt6h) — San Diego, CA - [Software Engineer](https://feeny.ai/job/software-engineer-webstacks-south-74mcv68v4vff) — South, United States - [Web Strategist](https://feeny.ai/job/web-strategist-webstacks-san-diego-6cmyf9xyqxax) — San Diego, CA