Executive Assistant/Chief of Staff Boston, Massachusetts, United States

Topsort Inc.; Boston (MA); On-site; USD 60,000 - 100,000; Full time

Job summary

An established industry player is seeking an Executive Assistant to support their leadership team in a fast-paced environment. This role demands a proactive, detail-oriented individual who thrives on collaboration and urgency. You will partner with executives to drive key priorities, manage multiple workstreams, and lead impactful projects. The company promotes a culture of direct feedback and rapid growth, making it an exciting opportunity for someone eager to make a real-time impact. If you are passionate about building and learning in a dynamic environment, this is the perfect fit for you.

Benefits

Flexible PTO schedule

Company offsite gatherings

Working equipment of choice

Meditation app subscription

Birthday and anniversary celebrations

Qualifications

• 3-5 years in consulting, product, strategy, or early-ops roles.
• Proven academic records and strong writing portfolio are critical.

Responsibilities

• Partner with executives to drive key priorities and operational rhythms.
• Lead high-impact projects across product, operations, or hiring.

Skills

Excellent communication skills

Problem-solving skills

Organizational skills

Ability to manage multiple workstreams

Judgment and bias for action

Education

B.A., B.S., or MBA in Finance, Data, Computer Science

Job description

We're quickly growing and super excited for you to join us!

About Topsort

Today, Topsort has 5 major hubs worldwide, and employees in 13+ countries, including Menlo Park, Boston, Santiago Chile, Sao Paulo Brazil, Barcelona Spain, and Sydney Australia. We are a truly global company that was born in the pandemic that’s had rapid growth since out of a genius product, a customer-first mentality, and a hardworking team of talented individuals. Since our founding in 2021, we’ve gained customers in retail, marketplaces, and delivery apps in 40+ countries and quickly approaching the #1 position in the industry.

Do you enjoy a fast-paced environment? Do you like seeing your work create real-time impact, being part of a rocket ship from the very beginning? Let’s do the unimaginable - let’s make ads clean and cool again, with AI and modern technology.

What it’s like to work at Topsort

Our team is all about straightforward communication, embracing feedback without taking it personally, and fostering a super collaborative environment. It’s a sports team that’s hyper focused on winning, collaborative internally, and competitive externally - never the other way around. We thrive on working in the open, lifting each other up, and getting things done with a sense of urgency. We're the kind of team that loves making bold choices, sharing extraordinary opinions, and maintaining a 100 mph pace. No endless meetings here – if it can be done today, we're all about getting it done today.

What is this role like?

The Executive Assistant will work closely with our leadership team to keep operations running smoothly and ensure no detail slips through the cracks. This is not your average calendar-and-travel role — we’re looking for someone who’s proactive, detail-obsessed, and excited to grow alongside a fast-moving team.

• Partner with the executive team to drive key priorities, operational rhythms, and cross-functional alignment.
• Act as a sounding board and strategic advisor, helping shape communications, decisions, and planning processes.
• Lead or support high-impact projects across product, operations, hiring, or GTM — wherever help is most needed.
• Own internal meeting cadences, offsites, and strategic updates.
• Help anticipate risks, resolve bottlenecks, and bring clarity to chaos.
• Drive special projects (internal or external) from idea to execution with minimal oversight.

What (we think) you need to be successful – but surprises welcome:

• Education – B.A., B.S., or MBA in Finance, Data, Computer Science, or other STEM fields from a top school, proven academic records, entrepreneurial drive, and portfolio of writing samples that demonstrate how you think are critical to our evaluation.
• 3–5 years of experience in consulting, product, strategy, or founder/early-ops roles.
• Excellent communication skills — written, verbal, and executive-facing.
• Strong problem-solver with good judgment and a bias for action.
• Highly organized and able to manage multiple workstreams at once.
• Comfortable operating in ambiguity and bringing structure where none exists.
• A true “force multiplier” — you make those around you better.
• Passionate about building, learning, and doing things that don’t fit into one box.

Why it’s awesome to work at Topsort

• Direct Feedback and Rapid Growth: We work hard, set aggressive goals and execute flawlessly to accomplish them. We give candid feedback, push each other to set higher goals and produce more impact by always thinking “how do we do this faster and better.”
• Be part of an elite and collaborative sports team: We believe startup scaleup is just like a team sport. It's been written in our motto since day 1 that we are collaborative internally, competitive externally, and never the other way around. You are ultimately surrounded by just different people that are all here to help you get the job done and shine as a team.
• Intellectual Rigor and Individuality: We were born in the pandemic by Stanford and Harvard alum cofounders who offer remote-working options with coworking memberships and (at least) once a year in person offsite gathering. You’ll be welcomed by coworkers in 11 countries that all bring a unique perspective to the company from day 1.
• Company Offsite and Industry Exposure: Once a year Topsorters get together as a whole and also meet customers and really spend time to get feedback - in person events are a big part of how we build strong relationships and teams.
• Flexible PTO schedule with floating holidays: we encourage Topsorters to take time off and recharge, and respect different cultural norms so offer floating holidays to accommodate the celebrations you’d like.
• Working Equipment and Hubs: our team is global and also centered around hubs, that means you’re welcome to create a hybrid work schedule, and encouraged to travel to other hubs to collaborate. We provide working devices of your choice and surprise swags for special events.
• Meditation App, Birthday and Anniversary Celebrations: we like little surprises and remember the key moments to celebrate with you!

Do you sound like the right fit? Let's dive right in!

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