Senior Executive Assistant - Customer Success & Services

Samsara•San Francisco, CA

2d•$103,233 - $173,500•Remote

About The Position

This is not a traditional EA role. The Senior Executive Assistant II to our VP of Customer Success operates as a trusted extension of executive leadership — equal parts strategic operator, project manager, and thought partner. You will sit at the center of a large, fast-moving organization and use your judgment, initiative, and influence to keep the VP and his team running at peak velocity. You will own the executive experience end-to-end: anticipating needs before they're voiced, navigating complex stakeholder dynamics, and turning ambiguous requests into crisp execution. If you thrive in environments where no two days are the same and you find energy in being the connective tissue of a high-performing org, this role is for you. This is a remote role based in the US, however candidates must be able to support west coast hours and be open to travel 1 trip per month. Relocation assistance will not be provided for this role.

Requirements

6+ years of experience supporting VP-level or above executives and GTM/Sales experience in a fast-paced environment
Proven ability to operate with discretion, sound judgment, and high EQ in sensitive or ambiguous situations
Exceptional communication skills — you write, speak, and represent with polish and precision
A track record of building systems and processes that scale, not just executing tasks
Ability to maintain San Francisco business hours (Pacific Time), regardless of location
Flexibility to travel approximately once per month for onsites and executive support

Nice To Haves

Familiarity with enterprise SaaS or high-growth technology environments
Comfort with productivity and AI tools (Slack, Notion, Google Workspace, AI assistants)

Responsibilities

Manage the VP's calendar, communications, and daily operating rhythm with a level of foresight that makes him feel three steps ahead.
Plan and book multi-leg domestic and international travel (~1 trip/month), anticipating buffers, prep materials, and regional stakeholder touchpoints before they're requested.
Act as a trusted liaison to senior leaders, investors, and cross-functional partners internally and externally; you represent leaders in every interaction.
Own expenses, team meeting agendas, action item tracking, and the behind-the-scenes coordination that keeps a large org accountable and moving.
Lead planning and execution of team onsites, offsites, and executive events with high attention to detail and a sharp instinct for what makes the experience feel intentional.
Take on high-impact, time-sensitive projects that cut across the org — from preparing exec briefings to driving cross-functional initiatives on the VP's behalf.
Champion Samsara's operating principles (Focus on Customer Success, Build for the Long Term, Adopt a Growth Mindset, Be Inclusive, Win as a Team) and model them every day.