Squared Away

Hire military spouses as executive & personal assistants.

101-250 employees
Founded 2017
Private Company

Fully Remote

This company is fully distributed with team members working remotely.

Open Positions3

United StatesContractPosted
  • Manage and optimize complex executive calendars across time zones
  • Anticipate conflicts and proactively resolve scheduling issues
  • Protect executive focus by enforcing priorities and boundaries
  • Manage executive inboxes with discretion and sound judgment
  • Draft, respond to, and triage correspondence on behalf of executives
  • Ensure urgent matters are surfaced promptly and appropriately
  • Coordinate domestic and international travel end-to-end
  • Prepare detailed itineraries and anticipate changes or disruptions
  • Prepare meeting materials, agendas, presentations, and reports
  • Track action items, deadlines, and follow-through across initiatives
  • Create, document, and refine workflows to improve efficiency
  • Identify tools and processes that reduce friction and increase clarity
  • Conduct research on competitors, tools, vendors, and market trends
  • Provide concise summaries to support executive decision-making
  • Support marketing-related research, including audience insights, content trends, and competitor positioning when applicable
  • Assist with content coordination, scheduling, and publishing
  • Support email marketing or newsletter workflows
  • Help organize campaign timelines and deliverables
  • Conduct light copy editing or drafting as needed
  • Handle sensitive and confidential information with absolute integrity
Microsoft ExcelMicrosoft OfficePowerPoint+2 more
Showing 1 of 3 positions

About Squared Away

Squared Away empowers leaders by providing high-level executive assistance. You will help founders and executives operating at a high pace. Their executive assistants are trusted partners, not just task-takers. You enable leaders to reclaim valuable time. From calendar management to complex project execution, you bring structure and clarity. The company earned Inc. 5000 recognition in 2023. They serve over 100 clients across diverse industries. This includes consulting, marketing, finance, and real estate.

How We Work

Squared Away operates as a fully remote team. Trust, consistency, and clear communication are core values. You work asynchronously across US time zones. Assistants manage their client load and schedule with flexibility. Decision-making happens collaboratively, with a focus on ownership. They foster a supportive network among assistants. Tools like Slack, Zoom, and Google Suite facilitate seamless collaboration. You operate independently, yet stay closely aligned with internal teams.

Why Join Us

  • Empower leaders to focus on their highest-impact work.
  • Work remotely with full control over your client load and schedule.
  • Partner with a vetted client base across diverse industries.
  • Earn a revenue share based on your client plan values, ranging $1,440–$4,000+ monthly.
  • Join a team built on trust, consistency, and strong communication.

Benefits & Perks

  • Contractor (1099) role with revenue-sharing model.
  • Assistants earn 60% of monthly client plan value.
  • Typical earnings are $1,440–$4,000 per month, with higher potential.
  • Full control over client volume, workload, and schedule.
  • Squared Away manages client acquisition, billing, and invoicing.

Tech Stack

cmswidgets