Hire the Best Executive Assistants in Bend, OR

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Kelsey R.

Bend, Oregon

$80/hr
5.0
21 jobs

I specialize in streamlining operations, optimizing workflows, and ensuring seamless project execution. With over six years of experience in project management and customer success, I have helped teams improve efficiency, increase client retention, and drive measurable results. I’ve managed cross-functional teams, implemented project management systems like ClickUp and Asana, and overseen marketing, operations, and acquisition projects. My expertise lies in keeping projects on track, enhancing team collaboration, and delivering exceptional client experiences. Let’s work together to bring organization and efficiency to your business.

  • Administrative Support
  • Email Communication
  • Executive Support
  • Project Management
  • Customer Support
  • Business Operations
Kathleen G.

Bend, Oregon

$60/hr
4.7
51 jobs

Chief of Staff | Senior Executive Assistant | Strategic Operations Partner for Executives, Professors & Thought Leaders Transforming Operational Chaos Into Clarity I partner with C-suite executives, university professors, authors, speakers, and public-facing leaders who need senior-level operational support—not just task-based assistance. My role is simple: I create structure, systems, and operational clarity so you can focus on your highest-value work. If you're looking for a trusted strategic partner who brings discretion, executive presence, and proactive, behind-the-scenes leadership, I'd welcome the opportunity to connect. Whom I Work Best With I am best suited for: • CEOs, Founders, Presidents, and C-Suite Executives • University Professors, Researchers, and Academic Leaders • Authors, Speakers, and New Thought Leaders • Boards of Directors and Executive Leadership Teams • Small Businesses and Startups Preparing to Scale • High-performing leaders overwhelmed by complexity who need order restored My clients are often brilliant visionaries who need an experienced operator to organize priorities, streamline operations, and protect their time. Experience & Authority With more than 20 years of experience as a Chief of Staff, Senior Executive Assistant, Operations Partner, and Events Manager, I have supported leaders across corporate, academic, nonprofit, entrepreneurial, and public sectors. My background includes supporting: • Brian Tracy and other globally recognized authors and thought leaders • UC Davis MSBA Academic Leadership Team • University of Connecticut faculty leadership • CEOs, COOs, SVPs, and Vice Presidents across multiple industries • High-profile public figures, elected officials, and government leaders • Startup founders navigating rapid growth and operational scaling I bring a unique combination of strategic thinking, operational excellence, diplomacy, and discretion to every engagement. Services Executive Operations & Chief of Staff Support • Executive calendar management and optimization • Inbox management and executive communications • Strategic planning and project coordination • Meeting preparation, follow-up, and accountability tracking • Board meeting coordination and governance support • SOP development and operational documentation • Process improvement and workflow optimization • CRM setup, cleanup, and management • HR: Post roles, screen candidates Executive Assistant Services • Complex travel planning and logistics • Vendor management and relationship coordination • Research and special projects • Presentation and document preparation • Client and stakeholder communications Event & Experience Management • Executive retreats and leadership meetings • Corporate conferences and workshops • Virtual and in-person events • Speaker coordination and logistics management • Vendor negotiations and contract management • End-to-end event execution Marketing & Business Operations • Marketing project coordination • Newsletter and email marketing support • LinkedIn management and thought leadership support • Systems implementation and optimization • Business process design and automation How I Work I do not operate as a reactive assistant. I function as a strategic extension of the executives I support. That means: • Anticipating needs before they become problems • Creating systems that scale with growth • Protecting executive time and energy • Communicating proactively and professionally • Bringing calm, organized leadership during periods of change and growth Clients frequently tell me they finally feel "caught up" after working together and are optimistic. Results & Reputation • 20+ years supporting senior leaders and executives • 50+ endorsements across LinkedIn, Upwork, and client testimonials • Long-term client relationships built on trust and discretion • Proven track record managing complex projects and high-visibility initiatives • Known for reliability, professionalism, and exceptional follow-through Technology & Platforms Google Workspace (Preferred) Microsoft 365 Slack, Zoom, Loom Trello, Asana, Notion, ClickUp HubSpot, ActiveCampaign, Mailchimp, FloDesk Gusto, BambooHR, TriNet Canva Pro, LinkedIn Sales Navigator ChatGPT, Claude, Gemini, Fathom, and AI-powered productivity tools Engagement Philosophy I intentionally work with a limited number of clients to ensure exceptional service and meaningful results. My clients hire me because they want more than administrative support—they want a trusted partner who can create order, maintain momentum, and help them operate at their highest level. Reach out for my calendar link. Current & Past Roles: Chief of Staff, Executive Assistant, Executive Operations, Strategic Planning, Board Support, University Professor Support, Academic Administration, Operations Manager, Project Management, SOP Development, Executive Communications, Event Management, Startup Operations, Business Operations, AI Productivity.

  • Google Docs
  • Organizational Plan
  • Email & Newsletter
  • Project Management
  • Slack
  • Trello
  • Leadership Skills
  • Event Management
  • Microsoft Teams
  • Zoom Video Conferencing
  • HR & Business Services
  • Event Planning
  • Real Estate
  • ChatGPT
  • Gemini

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