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Siena

Director of Strategic Accounts

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Description

  • 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
  • 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

Benefits

  • 🏠 The flexibility to work from anywhere
  • 🌞 Flexible working hours
  • 💸 Stock options
  • 🌴 Unlimited PTO (minimum of 15 days off per year)
  • 📖 Growth stipend
  • Account win-back: you’ve pulled accounts back from the edge and beaten competitors head to head
  • 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
  • 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
  • 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
  • At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application

Skills

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