Director, Strategic Accounts
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Job Description
Director of Strategic Accounts at Siena managing high-value customer portfolios. Driving commercial outcomes and collaborating across teams to enhance business relationships.
Responsibilities:
- 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
Requirements:
- 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
Benefits:
- 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
- Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
- Work that ships and matters. What you build reaches real consumer brands fast.
- A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
- A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
- Great salary plus equity or stock grants. Own a piece of what you build.
- Learning budget. If you are growing, so are we.
- AI-fluency by default. Few places will push your work with production AI further or faster.
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