SupportPay is seeking a proactive, detail-oriented Virtual Executive Assistant to support our CEO in a remote, high-growth startup environment.

This role demands exceptional organizational skills, calendar mastery, and communication finesse to manage investor, client, and team interactions while ensuring the CEO stays focused on strategic priorities. Ideal candidates have 5+ years of executive support experience, thrive in fast-paced settings, and are tech-savvy with tools like Microsoft Office, Jira, and Confluence. This is a high-trust, high-impact position with potential for full-time hire and helping pioneer a new category in modern family finance.

Description

About SupportPay

SupportPay is pioneering the category of Modern Family Finances—a structured, tech-driven way for families to manage and share money across households with transparency, automation, and peace of mind. We’re ending family fights over money while helping employers address one of the most overlooked causes of stress and distraction in the workplace: financial coordination between family members.

We’re in hypergrowth mode following a successful funding round, a surge in B2B partnerships, and category leadership recognition. And now, we’re looking for a high-caliber, self-starting Virtual Executive Assistant to help our CEO stay focused, fast, and ahead of the curve.

Role Summary

This is not your average assistant role.

You’ll be the right-hand to a fast-paced, visionary founder juggling investor relations, enterprise clients, media, product growth, and scaling a category-defining business. You’ll need to anticipate needs, handle complexity, move quickly, and execute with excellence—while protecting the CEO’s time, energy, and focus.

This is a high-trust, high-autonomy position for someone who thrives in a remote, startup environment and has experience supporting high-performance executives.

What You’ll Do

Calendar & Scheduling Mastery

• Proactively manage and prioritize a dynamic, fast-moving calendar
• Coordinate investor, media, partner, and internal meetings across time zones
• Build buffer time and anticipate conflicts before they happen

Communication & Organization

• Draft, edit, and proofread emails, communications, and meeting follow-ups
• Maintain CEO’s inbox and organize communications for priority focus
  • Unsubscribe from bulk newsletters
  • Leverage SaneBox
• Create a system to ensure Sheri only has to review the critical things and all the noise is filtered out
• Prepare agendas, notes – leveraging AI -, follow-up tasks in Jira for the team
• Track the to do items, stay on top of the team to deliver
• Highly proficient in English

Operational & Administrative Support

• Manage travel with efficiency and foresight
• Track key tasks, deadlines, and deliverables in Jira —follow through where needed
• File, organize, and manage tasks with precision and confidentiality
• Moving old files out of SharePoint
• Archiving old content in Confluence
• Closing tickets in Jira

Leadership Enablement

• Help the CEO focus on strategic decisions by owning execution of key follow-ups
• Be a second brain—tracking loose ends, nudging priorities, and making sure nothing falls through the cracks
• Act as liaison between the CEO and internal/external stakeholders

Who You Are

• A trusted operator with a track record of supporting busy executives (5+ years’ experience preferred)
• A self-starter who doesn’t wait for direction—you see what’s needed and act
• Highly organized with superb attention to detail and ruthless prioritization skills
• Emotionally intelligent and confident interfacing with employees, investors, partners, and execs
• Experienced in fast-paced environments—ideally startup, VC-backed, or mission-driven
• Proficient in tools or a quick learner including Microsoft – Outlook, Teams, Excel – , Jira, Confluence, HubSpot
• Know how to use technology to be more efficient – leverage our custom agent, use AI to solve problems, complete tasks quickly while knowing AI is far from perfect and needs to be reviewed for accuracy
• Passionate about reducing stress, creating order, and making a mission-driven CEO more effective

What We Offer

• Opportunity to be on the ground floor of a company pioneering a new category
• Work directly with a visionary, high-impact founder
• Flexible remote work with a results-first culture
• Competitive compensation, with potential for full-time hire and equity
• A mission that matters: helping families manage money without conflict

Salary

$50,000 – $80,000 per year

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