Executive Assistant to CEO (Part-Time)

Hallow; Chicago (IL); Hybrid; USD 41,000 - 69,000; Part time

Benefits offered by this job

Competitive hourly pay

Flexible location within the United St

Discretionary bonus

Job summary

Hallow is seeking a part-time Executive Assistant to support our CEO, Alex, with calendar management, inbox triage, and travel logistics. The role offers 10–20 hours per week, with potential move to full-time as needed, based in the United States with flexible location.

The position requires 2+ years of executive-support experience, fluency with Google Calendar and Gmail, and the ability to manage complex travel itineraries while protecting the CEO's priorities.

Qualifications

• 2+ years supporting an executive, preferably at a tech startup.
• Fluent in Google Calendar and Gmail and comfortable booking complex travel.

Responsibilities

• Own Alex's calendar, scheduling, rescheduling, and protecting focus time.
• Triage Alex's inbox, flag time-sensitive items and surface travel requests.
• Build relationships with team, board members, and partners to move work quickly.
• Book travel and build detailed itineraries for domestic and international trips.
• Possible flex into People Operations to support day-to-day needs.

Skills

Executive support

2+ years experience

Problem solving

Tools

Google Calendar

Gmail

Job description

TL;DR: We're looking for a part-time Executive Assistant to Alex, our CEO and co-founder, to run the logistics around his calendar, inbox, and travel, making sure his time is spent on his top priorities. This can be a part-time role (ranging between 10-20 hours a week) or a full-time role.

What You'll Do

• Own the calendar: You'll manage Alex's calendar day to day - scheduling, rescheduling, and blocking time so it reflects his priorities. You'll determine which requests get prioritized vs. redirected, protect focus time, and make sure nothing double-books or inadvertently gets dropped. You'll set up and maintain recurring meetings, like leadership cadences and standing 1:1s, and you'll keep an eye on the long-range calendar, making sure board meetings and other critical commitments are set well ahead and stay protected.
• Triage the inbox: You’ll work through Alex's inbox - flagging what's time-sensitive, pulling out the scheduling and travel requests buried in it, and surfacing what needs a response first.
• Build relationships: You’ll be the go-to for anyone who needs Alex's time - our team, board members, and outside partners - and you’ll develop strong enough relationships to keep things moving quickly.
• Book travel and build the itinerary: You’ll manage all domestic and international travel for the CEO, building detailed itineraries that allow him to move between meetings, events, speaking engagements, recordings, and partner visits. You’ll ensure every detail is accounted for before he leaves, from ground transport to a backup plan when a flight slips. As needed, you’ll also help support the travel needs of the executive leadership team.
• Possible Flex into People Operations: For someone who has full-time capacity, this role could also include supporting people operations, working with Hallow’s People team to answer team questions and keep things running day-to-day.

What You’ll Love

• Mission: This work is incredibly humbling. Every day we hear amazing stories and we get the pleasure of working on something that's impacting lives. One of our favorite user quotes: “I hate quoting an old, overused cliche, but I've been very lost. And I think for the first time in a while I may be found.”
• Ownership: You’ll own how the CEO's time gets spent, which shapes what the whole company moves on. The calendar and the travel are yours to manage and maintain - you’ll work directly with Alex and our Chief of Staff every week.
• Growth: From day 1, you’ll be a part of the startup journey. You’ll see how a fast-growing company runs from one of the closest seats to the CEO, working alongside our Chief of Staff and leadership team.
• Flexibility: HQ is in Chicago and we would love to have as many team members there as possible, but we are completely flexible on location within the United States.
• Comp: We will pay competitive market rates for this hourly, part-time position.

What We’re Looking For

• Passion: First and foremost, we're looking for someone excited and passionate about our mission. It makes it a lot more fun to actually care about what you're working on!
• Drive: You work quickly and are always willing to jump into new projects. You don’t mind pivots and love the scrappy, lean nature of startups. You adjust when day-to-day plans change, hold the line on what needs to stay locked, and you know how to get answers when people are moving fast.
• Problem solver: You enjoy working things out on your own, and you're a master at quick execution. You can stay on top of many moving pieces, and you use good judgment about what you can just handle and what should go to someone else.
• Follow-through: You keep things moving for the team - clearing blockers, chasing open threads, and closing the loop. You know what's outstanding at any given moment and what's coming months out, and you stay on top of details so nothing drops.
• Servant leader: You like making work easier for others, and no task is beneath you. You don't wait to be told what needs doing - you see what would help and you do it.
• Experience: 2+ years supporting an executive, preferably at a tech startup. You're fluent in Google Calendar and Gmail and comfortable booking complex travel.

Compensation Range

Part-time: $30 to $50 USD per hour

Full-time: $70,000 to $110,000 USD per year

The part-time role is paid hourly and is not eligible for equity or medical coverage. Part-time employees receive paid leave and job-protected leave as required by law, and may become eligible for our 401(k) under the plan's part-time rules.

The above full-time range only includes cash compensation. Each full-time employee in the US also receives equity compensation, alongside a top-tier benefits package (e.g., unlimited PTO, insurance, remote-flexible work, fully paid parental leave, 401(k) match, and stipends for spiritual development, health & wellness, home-office, and learning). The above range for full-time cash compensation refers to base salary. The full-time role is also eligible to be considered for a discretionary bonus at the end of each fiscal year.

The above ranges are initial estimates. Compensation may vary depending on market or location and may be adjusted depending on the person we end up hiring for this role, their experience, and market dynamics.