Executive Assistant (Temp 6-Month)

PayNearMe, Inc.

3h•$55 - $58•Remote

About The Position

PayNearMe is seeking a highly organized, proactive Executive Assistant to support its CEO and COO, who are based in the San Francisco Bay Area. This remote, six-month temporary position provides coverage during a planned parental leave. The successful candidate will receive hands-on training and a structured handoff from the current Executive Assistant before the leave begins. The role supports the CEO and COO by managing calendars and inboxes, coordinating travel and meetings, and tracking commitments and follow-up actions. It involves working with the executive team, board members, internal partners, and external stakeholders, while handling sensitive information with discretion and sound judgment. The ideal candidate is resourceful, calm under pressure, comfortable working independently in a distributed organization, and available during the executives’ core Pacific Time working hours.

Requirements

Proven experience supporting multiple senior executives; experience supporting a CEO or COO is preferred.
Exceptional calendar management, organization, prioritization, and attention to detail.
Experience managing executive correspondence, business travel, and expense reporting.
Experience coordinating leadership meetings and offsites, and handling confidential executive or board materials.
Strong written and verbal communication skills, including clear meeting notes and action-item tracking.
Unquestionable integrity and sound judgment when handling sensitive business, financial, and personnel information.
Proficiency with Google Workspace, calendaring tools, video conferencing, and electronic signature platforms.
Ability to work independently in a remote environment, anticipate needs, adapt to changing priorities, and build effective relationships.
Availability to support Pacific Time working hours and commit to the full six-month assignment.
Confidence, resourcefulness, warmth, appropriate independence, and reliable follow-through.

Nice To Haves

Experience supporting a CEO or COO.

Responsibilities

Manage complex calendars for the CEO and COO, prioritizing requests, resolving conflicts, protecting focus time, and coordinating across time zones.
Triage executive inboxes, identify urgent messages and decisions, organize correspondence, draft or route responses, and track outstanding requests through timely follow-up.
Coordinate business travel, including flights, accommodations, ground transportation, detailed itineraries, changes, and communications.
Prepare and submit executive expense reports, organize receipts, and resolve questions with Finance in accordance with company policies.
Coordinate contract signatures with Legal and internal stakeholders; confirm approvals, route documents to authorized signers, track completion, and distribute executed copies to appropriate owners.
Support special projects by coordinating resources, tracking deadlines, and following up on commitments.
Coordinate small to medium-sized internal and external meetings, including scheduling, attendee communications, materials, video conferencing, and logistics.
Plan and coordinate executive and leadership offsites and board meetings, including timelines, venues, travel, accommodations, vendors, meeting materials, and on-site logistics as applicable.
Partner with the CEO and COO to set agendas for twice-weekly executive staff meetings; gather agenda items, distribute materials in advance, take notes, document decisions and action items, and follow up with owners.
Prepare and distribute agendas, presentations, and supporting documents.
Maintain organized, access-controlled meeting records and confidential board materials.
Partner with People, Finance, Legal, IT, and other teams to ensure meetings and events run smoothly.

Benefits

Competitive salary and benefits, with a growth-company options grant.
Stock options with standard startup vesting: a one-year cliff and four years total.
$50 monthly communication expense stipend for phone or internet.
$250 stipend to enhance a work-from-home setup.
Reimbursement for peripheral equipment: monitor up to $400, keyboard and mouse up to $200.
Premium medical benefits, including vision and dental, with 100% coverage for employees.
Company-sponsored life and disability insurance.
Paid parental bonding leave.
Paid sick leave, jury duty, and bereavement leave.
401(k) plan.
Flexible Time Off; team members typically take approximately three to four weeks per year.
Volunteer Time Off.
13 scheduled holidays.