WeTravel

Lead and optimize commercial operations strategy across sales, marketing, and customer success teams to drive predictable revenue growth. | 5+ years in revenue or sales operations in high-growth SaaS or fintech, expertise in sales tech stack, strong business acumen, and cross-functional communication skills. | Hi! 👋 I'm Mark, VP of Finance and Operations here at WeTravel. I've spent my career building strong teams, optimizing operations, and driving meaningful impact across fast-growing SaaS environments. At WeTravel, I'm focused on empowering our teams, improving processes, and creating the foundations that help our partners and our organization grow with confidence. About WeTravel Think of the most incredible adventures imaginable: trekking to Machu Picchu, cycling through Tuscany, or going on a safari in Kenya. For years, the small businesses and local experts who run these trips have been stuck using messy spreadsheets, countless emails, and complicated payment methods. WeTravel is changing that. We build the tools that empower any entrepreneur to launch and grow their own travel business. Our platform makes it simple for organizers to create beautiful trip proposals, securely process payments, and manage their customers, so they can focus on what they do best: creating amazing experiences. This is one of the last great frontiers of travel to come online, and as the category leader, we are at the forefront of this change. Last year alone, our platform was trusted by 8,000 organizers to lead over a million travelers on adventures in 150+ countries. Now, we’re on an exciting journey to grow from powering $1B to $10B in travel experiences per year. We believe that every trip, when done right, can be a force for good - and we’re building the engine to make more of that possible. The role As the operational backbone for our Go-to-Market (GTM) teams, you will own and evolve the end-to-end Commercial Operations strategy across Sales, Marketing, Account Management, and CX. Reporting to the VP of Finance & Operations and partnering closely with sales leadership, you will design, drive, and optimize scalable systems and processes that fuel predictable revenue growth. You’ll be a force multiplier across the organization—connecting data, people, processes, and technology to unlock productivity and transparency across the revenue lifecycle. This includes optimizing our CRM, lead management and sales systems, leading multiple teams, building cross-functional visibility, and driving operational excellence in a high-growth, fast-paced fintech environment. This role is a hybrid role (3 days a week on-site) in our new Chicago office, located in the Loop. What you'll do Serve as a strategic advisor to the GTM leadership team, driving alignment across Sales, Marketing, Customer Success, Finance, and Product. Define and continuously improve our revenue operations strategy, with focus on scale, automation, and data integrity. Manage annual and quarterly GTM planning cycles: segmentation, quota modeling, territory design, pipeline health, forecasting, and performance tracking. Own and evolve the CRM (HubSpot preferred), ensuring accurate pipeline management, forecasting hygiene, and efficient workflow automation. Build and maintain robust reporting and dashboards that support real-time decision-making for sales reps, managers, and executives. Lead revenue analytics: funnel conversion, attribution, churn, win/loss, and cohort trends across self-serve and sales-led motions. Drive consistent, board-ready revenue insights and KPI tracking in partnership with Finance and Analytics. Ensure lead scoring, routing, and follow-up SLAs are aligned across Sales and Marketing to drive pipeline efficiency. Support the selection and integration of new GTM tools and tech stack (e.g., Gong, Aircall, Hubspot etc) Requirements 5+ years of experience in Revenue Operations, Sales Operations, or Strategy roles at a high-growth SaaS, fintech, or B2B tech company Proven success leading operational strategy across multi-functional GTM teams (Sales, Marketing, Customer Success) Expert in sales tech stack administration and optimization (HubSpot, Salesforce, Looker, Excel/Google Sheets, etc.) Strong business acumen and ability to distill complex operational problems into clear action plans Excellent communication and stakeholder management skills—able to influence cross-functionally and at the exec level Hands-on project management and prioritization skills in a dynamic, fast-paced environment Experience with high-volume sales models (inbound and outbound), as well as self-serve and hybrid growth motions Bonus: Experience supporting revenue forecasting, or business reviews at the leadership level Benefits Your health matters – US team members get 100% employer-covered HDHP medical, DHMO dental, and standard vision coverages or a choice of plans that suit your needs. Generous "Time to Recharge" policy — enjoy unlimited paid time off to rest, recharge, and show up as your best self. Amsterdam Program – visit us in Amsterdam (HQ) for 2-4 weeks every year, staying in one of our WeTravel apartments. Work remotely for a maximum of 4 weeks per calendar year. Annual team off-site (often somewhere sunny ☀️). Extensive paid family leave. Three paid volunteer days per year — take time to give back to causes you care about, on us. 2-week cross-functional onboarding program. Cutting-edge equipment and tools to set you up for success. Join an international, travel-loving team with a passion for adventure and innovation. Please note For this role, we can only consider candidates with the legal right to work in the United States. Unfortunately, WeTravel is not able to offer visa sponsorship or relocation assistance at this time. Equal Opportunities WeTravel is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We welcome applicants from all backgrounds, experiences, and perspectives. If you're excited about this opportunity and believe you're a good fit, we encourage you to apply and join us in transforming the travel industry!

Provide advanced data insights, build and maintain reporting dashboards, and collaborate with stakeholders to support business decisions. | Experience with data modeling tools (Looker/Tableau), advanced SQL skills, ability to manage projects and communicate analyses to technical and non-technical stakeholders. | About the Role You will support business partners with advanced data insights and serve as a subject matter expert within the organization for all things data related. You will work closely with our VP of Finance to develop in-depth insights into our user journey including new customer activations and cohort analysis, identifying product success, and customer health and engagement. • Utilize an advanced understanding of multiple data structures, sources, and tools to guide business decisions, which may include data visualization, business intelligence, or data collection. • Partner with key stakeholders and business leaders to provide strategic support and recommendations across various teams. • Build and maintain internal reporting pipelines and dashboards for organization including troubleshooting, development, and access controls. • Write advanced SQL queries, and system configurations, and manage and execute project plans. • Conduct training and webinars to enable self-serve analytics for the stakeholders. Who You Are • Significant experience with data modeling tools such as Looker or Tableau. • Experience working with relational databases and advanced SQL transforming datasets to meet business needs. • Ability to cultivate cross-functional relationships and work in a fast-paced and constantly evolving environment with a track record of managing projects with multiple stakeholders. • Experience developing dashboards or performing analysis, collaborating with stakeholders to gather requirements, build solutions using an iterative approach. • Ability to self-start and self-direct operational initiatives and comfortable managing ambiguity. • Experience working with cross-functional teams in a fast-paced environment. • Quantitative forecasting experience. • Ability to communicate the results of your analyses clearly to both technical and non-technical stakeholders. Benefits: • Your health matters – US team members get 100% employer-covered HDHP medical, DHMO dental, and standard vision coverages or a choice of plans that suit your needs. • Generous "Time to Recharge" policy — enjoy unlimited paid time off to rest, recharge, and show up as your best self. • Amsterdam Program – visit us in Amsterdam (HQ) for 2-4 weeks every year, staying in one of our WeTravel apartments. • Work remotely for a maximum of 4 weeks per calendar year. • Annual team off-site (often somewhere sunny ☀️). • Extensive paid family leave. • Three paid volunteer days per year — take time to give back to causes you care about, on us. • 2-week cross-functional onboarding program. • Cutting-edge equipment and tools to set you up for success. • Join an international, travel-loving team with a passion for adventure and innovation. Please note: • At this time, we are not accepting applications from candidates residing in the following states: Alaska, California, Colorado, New York, or Washington. • For this role, we can only consider candidates with the legal right to work in the United States. Unfortunately, WeTravel is not able to offer visa sponsorship or relocation assistance at this time. Equal Opportunities WeTravel is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We welcome applicants from all backgrounds, experiences, and perspectives. If you're excited about this opportunity and believe you're a good fit, we encourage you to apply and join us in transforming the travel industry!

Manage the entire sales cycle for multi-day tour operators including outreach, demos, closing deals, and collaborating with onboarding teams. | Experience in inside sales with outbound activity, strong communication skills, CRM familiarity (HubSpot preferred), and ability to work onsite in Chicago. | Hi! 👋 I’m Luke, from LA in the US 🇺🇸, Sales Director for the US, LATAM, and APAC markets here at WeTravel. I’ve been with WeTravel since the early days and have had the chance to see the company grow through many exciting phases. It’s been an incredible journey — and I’m more excited than ever about what’s ahead. My mission is to build a strong, talented, and mission-driven sales team that’s passionate about helping group and multi-day travel businesses thrive. We’re growing fast, and I’m looking for someone who’s ready to roll up their sleeves, connect with amazing clients, and help us scale the US market even further. If you’re someone who loves fintech, has a natural curiosity, and thrives on building relationships—you’ll fit right in. Together, we’re building more than just a team—we’re building the future of travel tech. This role is an in-person role (4 days a week) in our new Chicago office, located in the Loop (20 N Wacker Dr). How We Work Our team thrives on energy, ownership, and results. As an Account Executive, you’ll manage the entire sales cycle: from initial outreach, to discovery calls and product demos, all the way through closing and handoff to onboarding. We take a consultative approach, focused on understanding each client’s unique challenges. Our clients are small-to-medium-sized multi-day tour operators, often run by passionate entrepreneurs who wear many hats. That means you'll have a real impact—helping them grow and simplify their operations through our all-in-one platform. We use tools like HubSpot to keep things organized and scalable, and we support each other through collaboration, feedback, and shared wins. Why You Should or Shouldn’t Apply You should apply if you: • Are fluent in English (bonus points for other languages—list them on your resume!). • Have a natural confidence on the phone and enjoy outbound sales activity. • Communicate clearly and present with energy and purpose. • Love helping small business owners scale their operations. • Have some experience in inside sales via emails and calls. • Thrive in an office environment. • Bonus: Have some worked in B2B sales, especially selling to SMBs. • Bonus: Have knowledge of HubSpot CRM or similar tools. • Bonus: Have experience or a strong network in the travel industry—that’s a big plus! You might not be the right fit if you: • Don’t enjoy high-volume outreach or cold calling. • Prefer reactive roles with minimal client interaction. • Lack experience managing the full sales cycle. On a Weekly Basis You Will Find Yourself • Reaching out to and building relationships with multi-day tour operators across the U.S. • Delivering engaging demos that showcase the value of WeTravel’s platform. • Managing your pipeline and tracking activity in HubSpot. • Following up with prospects and guiding them through to close. • Collaborating with onboarding and support teams to ensure a seamless client experience. • Sharing feedback with product and marketing based on client conversations. • Consistently meeting and exceeding outreach, demo, and sales targets. Benefits • Attractive compensation - uncapped commission. Base Fulltime Salary is $65,000 (USD) (On Target Earnings: Year 1 OTE = $115,000, Year 2 OTE: $150,000). • Your health matters – US team members get 100% employer-covered HDHP medical, DHMO dental, and standard vision coverages or a choice of plans that suit your needs. • Exciting new office location in downtown Chicago, with a requirement to be on-site 4 days per week. • Generous "Time to Recharge" policy — enjoy unlimited paid time off to rest, recharge, and show up as your best self. • Amsterdam Program – visit us in Amsterdam (HQ) for 2-4 weeks every year, staying in one of our WeTravel apartments. • Work remotely for a maximum of 4 weeks per calendar year. • Annual team off-site (often somewhere sunny 🌊). • Extensive paid family leave. • Three paid volunteer days per year — take time to give back to causes you care about, on us. • 2-week cross-functional onboarding program. • Cutting-edge equipment and tools to set you up for success. Coverage for certain work-from-home (WFH) equipment. • Join an international, travel-loving team with a passion for adventure and innovation. Please note: • At this time, we are not accepting applications from candidates not able to join a downtown Chicago office by October. • For this role, we can only consider candidates who have the full legal right to work in the US (citizenship or residency). Unfortunately, WeTravel is not able to offer visa sponsorship or relocation assistance at this time. Equal Opportunities WeTravel is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We welcome applicants from all backgrounds, experiences, and perspectives. If you're excited about this opportunity and believe you're a good fit, we encourage you to apply and join us in transforming the travel industry!