Strategic Accounts Director — Enterprise Growth & AI

Siena AI; Chicago (IL); Remote; USD 150,000 - 230,000; Full time

Benefits offered by this job

Equity

Remote-first

Travel to customers

Job summary

Siena AI, a global, remote-first company, seeks a senior operator to lead strategic accounts ($100K+ ARR) and drive cross-functional expansion. You’ll own executive relationships, co-create roadmaps with PMs, and partner with AEs on commercial growth across Marketing, Returns, and E-commerce.

This is a high-impact leadership role reporting to the CEO. You’ll work with top brands, shape Siena’s strategy with our most valuable customers, and mentor teammates while delivering measurable outcomes in

Qualifications

• Experience leading strategic accounts with multi-year relationships.
• Proven revenue expansion: upsells, renewals, expansions.
• C-suite engagement and stakeholder management.
• AI-native: building with AI tools and platforms.

Responsibilities

• Own a portfolio of strategic accounts ($100K+ ARR).
• Lead multi-team expansion across Marketing, Returns, E-commerce, Operations.
• Advance executive-level conversations to drive contracts and direction.
• Partner with AEs on multi-team expansion; translate account needs into roadmap.
• Win-back at-risk accounts and counter competitive threats with value-led talks.

Skills

C-suite talks

Enterprise accounts

Growth mindset

AI-native

Job description

Siena AI, a global, remote-first company, seeks a senior operator to lead strategic accounts ($100K+ ARR) and drive cross-functional expansion. You’ll own executive relationships, co-create roadmaps with PMs, and partner with AEs on commercial growth across Marketing, Returns, and E-commerce.

This is a high-impact leadership role reporting to the CEO. You’ll work with top brands, shape Siena’s strategy with our most valuable customers, and mentor teammates while delivering measurable outcomes in