CYVL · 1 week ago
Executive Assistant/Chief of Staff (CEO Support)
Boston, Massachusetts
Full-time
Onsite
New Grad, Entry Level
$20/hr - $40/hrCyvl is a venture-backed startup seeking an Executive Assistant/Chief of Staff to support their CEO. The role involves managing the CEO's calendar, drafting communications, and organizing travel logistics, as well as handling personal tasks to ensure smooth operations.
Artificial Intelligence (AI)Civil EngineeringConstructionInfrastructure
Responsibilities
Proactively manage the CEO’s calendar: scheduling, prioritizing, confirming, and protecting focus time
Draft and polish emails (investors, customers, partners) in the CEO’s voice
Coordinate meetings end-to-end: scheduling, agenda prompts, notes capture, and follow-ups
Maintain task lists and a lightweight “CEO operating system” (weekly priorities, follow-ups, reminders)
Track action items from meetings and ensure nothing drops
Update and maintain CRM (e.g., HubSpot): notes, next steps, pipeline hygiene after customer calls
Book flights/hotels/ground transport; build clean itineraries
Handle changes fast (delays, reschedules, cancellations—because travel loves drama)
Coordinate event logistics and meeting clusters while traveling
Manage life admin: appointments (doctor, dentist, etc.), renewals, recurring tasks
Thoughtful reminders and execution: birthdays, gifts, important dates
Household logistics: research vendors, get quotes, schedule services (example: sofa reupholstery—source options, call shops, compare, book, and coordinate pickup/drop-off)
Set up recurring grocery orders and other “autopilot” routines
Calendar runs smoothly with fewer last-minute scrambles
Inbox is calmer because drafts and follow-ups are handled quickly and cleanly
HubSpot stays accurate without the CEO needing to think about it
Travel is booked efficiently with clear itineraries and backups
Personal errands/admin happen without prompting (the dream)
Qualification
Required
Based in the Boston area with availability for occasional in-person errands/hand-offs
10–20 hours/week with responsiveness during agreed windows
Experience with (or ability to quickly learn): Google Calendar/Gmail, spreadsheets, task tools, and CRM basics (HubSpot a plus)
Reliable computer, phone, and internet
Highly ambitious grad student or early-career operator
Extremely organized and allergic to things falling through the cracks
Proactive: you don't wait to be asked; you notice, flag, and fix
Fast, accurate, and discreet (you'll handle sensitive info)
Strong written communicator with good judgment and tone
Comfortable on the phone coordinating vendors and services
Boston-area local who can do occasional in-person tasks reliably
Preferred
Prior EA, chief of staff, ops, consulting, or startup experience
Comfortable building simple systems (templates, checklists, workflows)
Interest in startups/venture and learning how CEOs actually operate
Benefits
Option for a guaranteed weekly minimum (e.g., 10 hours/week) with additional hours as needed
Potential performance bonus after a trial period if it’s a strong fit
Company
CYVL
Cyvl provides an AI infrastructure intelligence platform to enhance how engineers inspect and manage physical infrastructure.
Founded in 2020
11-50 employees
Funding
Current Stage
Early StageTotal Funding
$23.22MKey Investors
Sentinel GlobalCompanyon Ventures
2025-10-01Series A· $14M
2024-03-27Seed· $6M
2022-09-13Seed· $2.72M
Leadership Team
Daniel Pelaez
CEO and Co-Founder
Recent News
Boston Globe
2025-10-09
vcnewsdaily.com
2025-10-02
Venture Capital Firms
2025-10-02
Company data provided by crunchbase