Job Application for Head of Sales, North America at Topsort

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

About Topsort

At Topsort, we believe in the mission of democratizing the secret technologies of the walled gardens and creating a privacy-first cookie-free world of clean advertising with modern tech, friendly products, and AI. We believe in making advertising intuitive, intelligent, and genuinely cool, without any of the creepy ads or cookie-obsession (well, maybe just the chocolate ones). In a rapidly changing industry, we're on a mission to democratize monetization access for all and ensure that advertising doesn't leave any brand or seller feeling confused or overwhelmed.

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.

About The Role

We’re looking for a resourceful and market-savvy Head of Sales, North America to lead our regional sales efforts. Based in Boston or New York, you’ll drive pipeline growth, manage a team of 30+ sales professionals, and play a key role in converting strategic opportunities into long-term partnerships. You’ll bring deep knowledge of the North American market, strong team leadership, and the ability to understand client needs and align them with our ad infrastructure solutions. Working cross-functionally with Product, Marketing, and Customer Success, you’ll help shape and execute a winning go-to-market strategy for the region.

You will:

Vision: Lead the commercial execution for the North American market, one of our most strategic regions. You’ll help drive regional growth, shape our sales development strategy, and contribute to Topsort’s overall go-to-market success.
Leadership: Manage and scale a high-performing regional sales team (30+ and growing), focusing on coaching, accountability, and strong local team culture.
Execution: Drive complex, high-value deals by deeply understanding client needs, mapping key accounts, and positioning our ad infrastructure solutions as strategic business drivers.
Strategy: Collaborate closely with Marketing, Product, and Customer Experience teams to ensure regional GTM strategies, messaging, and positioning are aligned with market needs.
Process: Optimize sales operations across the region—including forecasting, pipeline reviews, CRM usage, and lead qualification—to ensure consistent and measurable execution.
Performance: Set and exceed aggressive sales targets by maintaining pipeline discipline, strong regional insights, and consistent execution across teams.
Collaboration: Act as the focal point for North America, ensuring regional feedback informs broader company decisions and cross-functional alignment is maintained.

What (we think) you need to be successful - we’re open to not checking all the boxes and be proven wrong by outlier candidates as well!

B2B Sales Leadership: 8+ years in enterprise B2B sales, including experience managing and developing mid-to-large teams in a high-growth environment.
North America Market Knowledge: Deep understanding of the North American sales landscape, client expectations, and market nuances.
Sales Development Expertise: Proven track record of building pipeline, mapping key accounts, and driving repeatable outbound and inbound motions.
Team Management: Experience leading teams of 20–30+ across roles like AEs, SDRs, and regional managers; strong coaching and performance management skills.
Solution Selling: Ability to uncover client needs, craft compelling value propositions, and close complex mid-to-high ACV deals.
Process Discipline: Familiar with CRM tools (e.g., Salesforce), forecasting, and sales operations that drive consistent regional execution.
Cross-functional Collaboration: Comfortable working with Product, Marketing, and CX teams to align on messaging, customer feedback, and market strategy.
Resourcefulness: You know how to make things happen—even with limited resources or shifting priorities.

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 round 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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Head of Sales, North America

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