At TripWorks, we believe work should be meaningful, fast-paced, and a little bit adventurous. We're a fully remote team powering the experiences industry—helping tour and activity operators grow their businesses with tools that actually work.

We’re not big on fluff or hierarchy. We value progress over perfection, action over ego, and results over buzzwords. Our team is small, scrappy, and serious about helping our customers win.

If you’re the kind of person who sees a problem and grabs a shovel, who thrives on feedback, and who’s always looking for ways to level up—you’ll fit right in.

We’re hiring a Product Manager to own day-to-day product execution and help us ship faster with higher quality. You'll be joining a team that ships fast, supports each other, and isn’t afraid to challenge the status quo.

What You’ll Do

• Own and maintain a clean, organized, and prioritized product backlog
• Write clear, detailed tickets for features, bugs, and improvements so engineering can execute efficiently
• Help prioritize work based on business impact, urgency, and team capacity
• Perform QA testing across desktop and mobile to ensure high-quality releases
• Identify edge cases, catch issues early, and reduce post-release bugs
• Manage beta programs and turn customer feedback into actionable product improvements
• Triage bugs and requests from support and sales teams
• Answer day-to-day product questions and provide clarity across teams
• Support product releases with clear communication (Slack, documentation, etc.)

What You Bring

• 1–3 years of experience in product, project management, or a similar role
• Strong attention to detail and organizational skills
• Ability to write clear, structured, and actionable requirements
• Comfortable working closely with engineers in a fast-paced environment
• Strong communication skills (written and verbal)
• Ability to manage multiple priorities and follow through
• Familiarity with tools like Jira, Confluence, or similar
• QA mindset or experience testing features is a strong plus

What Makes You a Great Fit

• Grab a Shovel: You’re proactive and hands-on — when something needs to get done, you dive in. You take ownership, close loops, and follow through without waiting to be told.
• We Win Together: You believe in collaboration over competition. You give and receive feedback openly, ask for help when needed, and celebrate shared success over individual credit.
• Push Further: You’re driven by growth and excellence. You embrace challenges, learn from setbacks, and continually raise the bar for yourself and your team.
• Think Like an Operator: You care deeply about the customer experience. You think practically, anticipate user needs, and deliver reliable solutions that make our customers’ lives easier.
• Detail-Oriented Executor: You sweat the details and take pride in getting things right — from clean tickets to smooth releases.

Why Join TripWorks?

• Fully remote team: We trust you to work where and how you’re most productive.
• Top-Tier Health Benefits: We cover 100% of your medical premium and offer dental and vision plans.
• 401K Match: Full 3% employer match 
• Equity: All employees are owners in the business.
• Generous PTO: We encourage time away from work to recharge.
• Great People: Join a team of smart, kind, low-ego teammates who value impact.
• Values-Driven Culture: We take initiative, collaborate deeply, push beyond the status quo, and build with our customers in mind.

Ready to Apply?

If you're excited about what we're building and think you'd thrive at TripWorks, we’d love to hear from you.

Apply now at tripworks.com/about-us or email us directly at careers@tripworks.com with your resume and a brief note on why you’re interested.

‍

Ready to Apply?

If you’re excited about what we’re building and think you’d thrive at TripWorks, we’d love to hear from you. Apply now by emailing careers@tripworks.com with your resume and a brief note on why you’re interested.

At TripWorks, we believe work should be meaningful, fast-paced, and a little bit adventurous. We're a fully remote team powering the experiences industry—helping tour and activity operators grow their businesses with tools that actually work.

We’re not big on fluff or hierarchy. We value progress over perfection, action over ego, and results over buzzwords. Our team is small, scrappy, and serious about helping our customers win.

If you’re the kind of person who sees a problem and grabs a shovel, who thrives on feedback, and who’s always looking for ways to level up—you’ll fit right in.

We’re hiring an Onboarding Manager to own the critical first leg of new customer relationships and set partners up for long-term success. You'll be joining a team that ships fast, supports each other, and isn’t afraid to challenge the status quo.

What You’ll Do

Lead and Execute Customer Onboarding

• Manage the end-to-end onboarding process for new customers, including initial discovery, implementation project planning, and go-live execution.

• Conduct detailed platform training sessions and create collateral tailored to customer- specific workflows and needs.

• Partner with internal and external stakeholders to set expectations and ensure the project is delivered on schedule.

• Ensure smooth data migration and system integration, collaborating with internal teams to resolve technical challenges.

Develop and Refine Onboarding Processes

• Create and document best practices to streamline the onboarding process and improve scalability.
• Optimize handoff points from Sales to Onboarding and from Onboarding to Account Management to ensure continuity and alignment.
• Proactively identify gaps or bottlenecks in the onboarding journey and implement creative solutions to address them.

Build Relationships and Drive Success

• Serve as the primary point of contact for new clients during the onboarding phase, establishing trust and credibility with external stakeholders.

• Understand each client’s unique goals, challenges, and operational needs to tailor their onboarding experience.
• Track and report on onboarding progress and client health metrics, proactively escalating risks as needed.

Collaborate and Innovate

• Work closely with Product, Support, and Account Management teams to provide feedback and drive platform improvements based on customer needs.
• Stay up to date on TripWorks’ evolving capabilities and help close knowledge gaps for both clients and internal teams.
• Leverage tools like HubSpot and other project management tools to monitor and manage onboarding workflows, track engagement, and reveal insights.

What You Bring

• 4+ years of industry experience in customer onboarding, implementation, project management, or client success roles.

• Strong project management skills, with the ability to manage multiple implementations simultaneously.

• Technical aptitude, including familiarity with data migration processes and platformintegrations.

• Exceptional communication and interpersonal skills, with the ability to engage and build trust with customer stakeholders.

• Experience using CRM tools like HubSpot, Salesforce, or similar platforms.

What Makes You a Great Fit

Grab a Shovel: You’re proactive and hands-on — when something needs to get done, you dive in. You take ownership, close loops, and follow through without waiting to be told.

We Win Together: You believe in collaboration over competition. You give and receive feedback openly, ask for help when needed, and celebrate shared success over individual credit.

Push Further: You’re driven by growth and excellence. You embrace challenges, learn from setbacks, and continually raise the bar for yourself and your team.

Think Like an Operator: You care deeply about the customer experience. You think practically, anticipate user needs, and deliver reliable solutions that make our customers’ lives easier.

• Organization: In a project-management role, this quality cannot be overstated. You live and die by your to-do lists. You are vigilant about documentation—if it’s not written down, it didn’t happen.

• Proactivity: You’re not afraid to pick up the phone to ask for clarification. When things get lost in translation, or the customer is confused, the process breaks and so does customer trust. Making sure you understand customer sentiment and their needs is crucial for success in this position.

• Collaborative: Building a business is a team effort. You thrive in cross-functional settings and value collective success over individual wins.

• Empathetic: You’re customer-first and understand the importance of making clients feel heard, supported, and valued.

• Process-Driven: You’re naturally organized and constantly seek ways to refine workflows and optimize processes.

• Ambitious: You’re proactive, resourceful, and eager to take ownership. You’re always looking for ways to go above and beyond.

• Resilient: You excel under pressure, embrace challenges, and remain solution-oriented no matter the circumstances.

Why Join TripWorks?

• Fully remote team: We trust you to work where and how you’re most productive.
• Top-Tier Health Benefits: Fixed employer contribution towards HSA coverage; upgrade options and dependent coverage available at employee cost. 
• 401(k) Match: 100% of first 3% contributed; 50% of next 1%.  
• Equity: All employees are owners in the business.
• PTO: Includes vacation, plus 6 paid holidays and 4 floating holidays. 
• Great People: Join a team of smart, kind, low-ego teammates who value impact.
• Values-Driven Culture: We take initiative, collaborate deeply, push beyond the status quo, and build with our customers in mind.

Ready to Apply?

If you’re excited about what we’re building and think you’d thrive at TripWorks, we’d love to hear from you. Apply now by emailing careers@tripworks.com with your resume and a brief note on why you’re interested.

We’re hiring a Mid-Market Account Executive to own net-new logo acquisition across mid-market accounts. This role is built for someone who thrives on outbound, builds their own pipeline, and takes pride in closing deals they sourced themselves. While we have an NYC sales office and prefer someone who can work in a hybrid model, we’re open to fully remote candidates for the right fit.

What You’ll Do

• Prospect every day and build your own pipeline (expect 40–50 calls a day plus email + LinkedIn).
• Book 5–7 solid demos a week by being consistent and following up well.
• Run deals end-to-end from first outreach to signed contract—across 1–6 month sales cycles.
• Lead real discovery calls that get to the truth early: urgency, decision-makers, budget, and timing.
• Give clear, no-fluff demos that show operators exactly how TripWorks helps them make more money.
• Keep deals moving, even when decisions take time or multiple people are involved.
• Manage your pipeline like a pro so you know where your number is coming from.
• Keep HubSpot up to date so nothing slips through the cracks.
• Hand off closed deals cleanly and work with onboarding to get customers winning fa

What You Bring

• 2–5 years of experience closing new business in a quota-carrying sales role
• A track record of creating your own pipeline through outbound (calls, emails, LinkedIn — you’re not afraid to start conversations)
• Comfort reaching out cold and turning curiosity into real opportunities
• Strong discovery instincts — you know how to ask the right questions and move deals forward with intention
• Experience selling into real-world, operationally complex businesses with multiple decision-makers
• Confidence managing your pipeline, deals, and forecasts in a CRM like HubSpot
• Ability to work hybrid from our NYC office is preferred, but not required
• Bonus points if you’ve sold SaaS, or worked in travel, hospitality, or marketplace-style tech
• Mamba Mentality - if you know you know

What Makes You a Great Fit

Grab a Shovel: You don’t wait for leads. You create momentum through consistent outbound and follow-through.

We Win Together: You collaborate closely with SDRs, marketing, and post-sale teams to win new logos and set customers up for success.

Push Further: You’re motivated by progress and results. You review your pipeline critically and look for ways to improve every week.

Think Like an Operator: You sell with empathy and realism, focused on solving real operational problems.

New Logo Mindset: You’re energized by opening doors, earning trust, and closing business where no relationship existed before.

Why Join TripWorks?

• Flexible work model: Work hybrid from our NYC sales office or fully remote, depending on location and fit.
• Top-Tier Health Benefits: We cover 100% of your medical premium and offer dental and vision plans.
• 401K Match: Full 3% employer match.
• Equity: All employees are owners in the business.
• Generous PTO: We encourage time away from work to recharge.
• Great People: Join a team of smart, kind, low-ego teammates who value impact.

Values-Driven Culture:

We take initiative, collaborate deeply, push beyond the status quo, and build with our customers in mind.

Ready to Apply?

If you’re excited about what we’re building and think you’d thrive at TripWorks, we’d love to hear from you. Apply now by emailing careers@tripworks.com with your resume and a brief note on why you’re interested.

We’re hiring an Account Executive based in Hawaii to own net-new revenue across the region. This is a full-cycle, quota-carrying role focused on closing mid-market and enterprise deals in a relationship-driven market.

You will work directly with our VP of Sales, who has lived and sold in Hawaii and brings a deep understanding of the local market, a strong operator network, and existing referral partnerships already in motion. This role is not starting from zero. Meaningful groundwork has already been done, and you’ll be expected to build on that foundation, expand active relationships, and convert momentum into closed revenue.

This role is ideal for a seller who understands how to operate in Hawaii, combining disciplined outbound with relationship-led selling, credibility, and follow-through.

What You’ll Do

• Own the full sales cycle for net-new logos across Hawaii, from outbound prospecting through close.
• Self-source pipeline while effectively leveraging existing relationships, referral partners, and traditional outbound efforts.
• Close deals across mid-market and enterprise segments.
• Build and execute account plans for top Hawaii-based operators.
• Break into competitive, relationship-led accounts and win against entrenched incumbents.
• Lead strong discovery conversations and business-case-driven demos.
• Navigate complex buying processes with multiple stakeholders and executive buyers.
• Partner closely with the VP of Sales on deal strategy, forecasting, and regional growth.
• Maintain a disciplined, accurate pipeline in HubSpot.
• Represent TripWorks locally at meetings, industry events, and conferences.

What You Bring

• 3 to 7 years of mid-market and or enterprise SaaS sales experience.
• Proven success closing net-new business in a full-cycle role.
• History of sourcing 70 percent or more of pipeline through outbound efforts.
• Experience selling in competitive environments with entrenched incumbents.
• Ability to run a repeatable prospecting cadence and articulate it clearly.
• Experience with HubSpot or similar CRM tools.

What Makes You a Great Fit

• Grab a Shovel: You have a true hunter mentality and a history of building pipeline through disciplined outbound and follow-through.
• We Win Together: You collaborate closely with sales leadership, leverage existing relationships responsibly, and focus on shared success.
• Push Further: You are metrics-driven, resilient, and consistently focused on improving your craft and results.
• Think Like an Operator: You understand how operators make decisions and can balance persistence with credibility in a relationship-driven market.

Location Requirement

• Must live in Hawaii and be actively engaged in the local business community.

Why Join TripWorks?

• Fully remote team.
• Competitive base salary with uncapped commission tied to net-new revenue.
• Full medical, dental, and vision coverage.
• 401(k) with company match.
• High-ownership role with direct access to sales leadership.
• Equity for all employees.
• Generous PTO.
• Smart, low-ego teammates who value impact.

‍

Ready to Apply?

If you’re excited about what we’re building and think you’d thrive at TripWorks, we’d love to hear from you. Apply now by emailing careers@tripworks.com with your resume and a brief note on why you’re interested.