Remote Executive Assistant to Founders | Startup Ops

Healing Strides Counseling; Oregon; Remote; USD 75,000 - 110,000; Full time

Benefits offered by this job

Health & Wellness

Equity / Base pay with bonus potential

Remote-friendly culture

Annual all-company offsites

Job summary

Archy is seeking an experienced Executive Assistant to support the CEO, COO, and CTO. This remote role favors CST or MST overlap for better daily prep and decision-making.

You will shape the EA function from the ground up, exercising judgment in a fast-moving startup environment with access to sensitive information. You’ll organize complex calendars, coordinate domestic travel, prep meetings, and liaise with investors and leadership.

Qualifications

• 5+ years supporting senior executives, ideally including founders or C-level leaders at high-growth companies.
• Ability to make sound independent judgments and filter requests for executives.
• Proven track record handling highly sensitive, confidential information with integrity.
• Forward-thinking mindset to identify friction, predict needs and solve problems early.
• Exceptional written communication, capable of drafting external and internal messages in someone else’s voice.
• Systems-driven organization with strong follow-through across teams.
• Comfort in ambiguity and rapid change; able to adapt to a fast-paced startup environment.
• Direct, professional communication; able to hold senior leaders accountable to deadlines.

Responsibilities

• Calendar Management: Own complex calendars for three executives, prioritizing demands and protecting focus time.
• Travel Coordination: Manage end-to-end domestic travel with flights, hotels, and itineraries.
• Meeting Preparation & Follow-Through: Prepare agendas and pre-reads, capture decisions, drive action items.
• Executive Communication: Communicate professionally with internal and external stakeholders with discretion.
• Board & Investor Coordination: Schedule across board members, investors and internal stakeholders.
• Event Planning: Coordinate offsites, team and customer dinners, and annual events.
• Executive Operations: Handle expense reporting, vendor and subscription admin, routing requests.
• Cross-Functional Follow-Through: Proactively follow up with senior leaders on deadlines and commitments.

Skills

Executive support

Judgment & escalation

Discretion

Proactive anticipation

Written communication

Follow-through

Adaptability

Accountability

AI tooling & automation

Founding EA experience

Tools

Google Workspace

Slack

Job description

Archy is seeking an experienced Executive Assistant to support the CEO, COO, and CTO. This remote role favors CST or MST overlap for better daily prep and decision-making.

You will shape the EA function from the ground up, exercising judgment in a fast-moving startup environment with access to sensitive information. You’ll organize complex calendars, coordinate domestic travel, prep meetings, and liaise with investors and leadership.