Outreach · 2 months ago
Lead Executive Assistant (to CEO)
Outreach is a complete AI Revenue Workflow Platform helping sales leaders enhance their operations. The Lead Executive Assistant will support the CEO by managing complex operations, building relationships, and ensuring strategic priorities are met in a fast-paced environment.
Artificial Intelligence (AI)CRMEnterprise SoftwareSaaSSalesSales Enablement
Responsibilities
Operate as a trusted partner to the CEO - anticipating needs, streamlining priorities and protecting the CEO's time and energy
Own and optimize a complex and dynamic calendar, prioritizing meetings and engagements with speed, precision and discretion
Preparing briefing documents, agendas, talking points presentations and detailed follow-ups for internal and external meetings. Work closely with the Chief Business Officer to organize and facilitate key business meetings and initiatives
Act as the connective tissue between the CEO and teams across the organization, helping to align communication and track key initiatives
Coordinate communications with board members, investors, strategic partners and executive leadership
Communicate directly and on behalf of the CEO’s office, both internally and externally (VIP stakeholders including customers, executive staff, vendors, and company-wide communications)
Lead and manage high-impact projects and events on behalf of the CEO, including executive offsites, board meetings and internal planning sessions, with appropriate follow-up communication
Serve as a mentor and point of coordination for other Executive Assistants within the company, establishing best practices and scalable systems
Serve as a gatekeeper and problem solver, helping the CEO triage urgent issues and respond to time-sensitive opportunities
Handle sensitive information with the utmost confidentiality and professionalism at all times, including maintenance of records, files and confidential information
Manage complex domestic and International travel, including itineraries, visa documentation and 24/7 support as needed
Manage accurate expense reporting, vendor relationships and support high-level budget tracking or procurement efforts as needed
Anticipating the CEO's needs, streamlining workflows, and identifying opportunities for improvement
Prioritize conflicting needs while handling matters expeditiously with proactive follow-through
Build strong relationships to establish and maintain credibility, trust, and confidence with executive staff and peers
Qualification
Required
7+ years of Executive Experience, with at least 3+ years directly supporting a CEO, preferably at a high-growth or fast-paced company
Comfortable interfacing with board members, investors and senior leadership. Ability to represent the CEO with professionalism and poise
Previous leadership and/or team building within an EA organization is highly desired
Proven ability to build strong, confidential relationships with executives
Proactive problem solver - you don't wait for instructions but rather anticipate, act and adapt
Ability to manage ambiguity with confidence, along with staying calm under pressure
Self-starter with the ability to influence without authority. You naturally take on initiatives and set high standards for others around you
Exceptional written and verbal communication skills, including the ability to draft executive-level correspondence, talking points and presentations
Proficient in Microsoft Office Suite, Google Workspace and modern productivity tools (e.g. Slack, Zoom, etc.)
Meticulous attention to detail, top-tier organizational skills and ability to juggle multiple priorities seamlessly
Fast learner. You love solving puzzles and take pride in your work. You have a strong sense of urgency, the ability to anticipate needs, and exceptional follow-through at all times. You thrive in a fast-paced environment
Utilize the latest AI tools to make your work as efficient as possible. You have a natural curiosity for the tech industry and want to be part of a highly energetic and passionate team about to make history
BA/BS degree or equivalent experience
Benefits
Flexible time off
401k to help you save for the future
Generous medical, dental, and vision coverage for full-time employees and their dependents
A parental leave program that includes options for a paid night nurse, and a gradual return to work
Infertility/ assisted reproductive services benefit
Employee referral bonuses to encourage the addition of great new people to the team
Snacks and beverages in the Office, along with fun events to celebrate
Diversity and inclusion programs that promote employee resource groups like Outreach Women's Network, Latinx community, Outreach Black Connection, AAPI community, Pride/LGBTQIA+, Gender+, Disability Community, and Veterans/Military
Company
Outreach
Outreach is a sales engagement platform that uses AI for predictive analytics as it relates to sales.
H1B Sponsorship
Outreach has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (8)
2024 (9)
2023 (13)
2022 (28)
2021 (15)
2020 (5)
Funding
Current Stage
Late StageTotal Funding
$489.02MKey Investors
Sands Capital VenturesLone Pine CapitalSpark Capital
2022-06-01Secondary Market
2021-07-15Secondary Market
2021-06-02Series G· $200M
Recent News
2025-11-21
Company data provided by crunchbase