Head of Strategic Accounts

## **Meet Siena** Siena is the Agent of Record for consumer brands. One agent that owns the entire customer journey, running on a shared intelligence layer no point tool can replicate. Consumer brands run ten or more disconnected tools to manage their customers. We collapse that stack into a single agent. It started with support, the hardest surface a brand has, and it expands from there: Shopping Agent, Social Agent, Siena working alongside a brand's own operators. One agent across every surface, with shared memory, shared context, and shared tools. Hundreds of brands already run real customer volume on Siena in production. This is built, working, and growing, and we are racing to build what comes next. ## ## **The team** We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do. We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock. If you want to own real problems rather than close tickets, keep reading. **About the role** Our strategic accounts, brands at $100K+ ARR, are the foundation of Siena's growth. This is the forward-deployed motion: deep, multi-year relationships where the work is less "check-in" and more "co-build". You'll own a portfolio of our highest-value customers, lead the relationships from the executive level, and drive the cross-functional expansion that turns a single CX deployment into connective tissue across a customer's entire business. This is a permanent, senior operator and leadership role reporting to our CEO/Co-Founder. You'll work in close partnership with our AEs on commercial expansion and with our PMs on roadmap influence. **What you'll do** - Own a portfolio of strategic accounts ($100K+ ARR), driving retention, expansion, and executive relationships - Build stakeholder maps: who matters, where decisions get made, where Siena can expand next - Lead multi-team expansion, beyond the CX buying center into Marketing, Returns, E-commerce, Operations - Run executive-level strategic conversations that move contracts and direction — this is about commercial outcomes, not calendar touch-points - Partner with AEs on multi-team commercial expansion; partner with PMs to translate account needs into roadmap influence - Win back at-risk accounts and defeat competitive threats through value-led conversations - Build the playbook for how Siena operates in strategic accounts from first-principles, not from importing what you did elsewhere **What we're looking for** - **Shark mindset**: commercially driven, first-principles operator - not someone who runs a playbook they inherited - **Commercial track record**: quota carried or measurable revenue owned - upsells, cross-sells, expansions, renewals, hard numbers - **C-level presence**: you've run conversations with C-suite/VP stakeholders that moved contracts, not just maintained the relationship - **Enterprise account complexity**: multi-stakeholder orgs, relationships that compound over years - **Account win-back**: you've pulled accounts back from the edge and beaten competitors head to head - **AI-native, not AI-curious**: you're actively building with tools like Claude Code and can show real projects - you'll be contributing to our internal OS - **Player-coach**: in the room, on the calls, building the playbook from what you do **What we offer** - Competitive base salary + equity - we'll size comp to experience - Remote-first, with occasional travel to customers (especially strategic accounts) - A seat at the table - this role has real influence over Siena's strategic direction with our most important customers - A team that moves fast and treats CS as a core growth function, not a support layer ## Why Siena? - **Real ownership.** You will own problems, not tasks, with the autonomy to solve them your way and the…