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.

‍

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.

We're hiring a Mid-Market Account Executive to win net-new operators doing $300K to $5M a year. These are real businesses with boats, aircraft, vehicles, and crews. Our deals run $25K to $100K. We run a deliberate, multi-call motion that pulls every decision-maker in through genuine excitement.

What You'll Do

• Prospect daily from AI-enriched account lists that tell you who to call and why.
• Run a full discovery on 100% of your opportunities and spend your time learning the business like you might buy it.
• Prepare for every demo and prove it. Every demo has a prep requirement with a plan built from your discovery, tailored to the operator's story.
• Deliver demos that tell one operator's story back to them: their leaks, their season, and their numbers.
• Run our confirmation framework after every demo, and use it to bring the other decision-makers into the process through your champion's excitement.
• Close on the operator's calendar and anchor every deal to a season and a go-live date that actually works for their business.
• Get in front of buyers when it matters: occasional travel to operators, industry events, and our NYC office.
• Keep HubSpot honest with stages that reflect reality, next steps on every deal, and clean handoffs to onboarding so your customers go live and stay.
• This is a full-cycle Mid-Market Account Executive role. You're confident in your ability to build your own pipeline and don't rely on marketing to feed the engine. Consistency is paramount.

What You Bring

• 2 to 5 years closing new business in a quota-carrying role, with deal cycles that took more than one call and more than one stakeholder.
• A discovery habit you can prove: you ask before you show, you take real notes, and your demos reflect what you heard.
• A preparation habit you're proud of.
• Outbound muscle: you build your own pipeline by phone and don't flinch at calling a business owner cold.
• Experience selling to owner-operators of real-world businesses like travel, hospitality, home services, fitness, or similar. You know how to talk to someone who answers their own phone.
• Comfort with numbers: revenue, processing rates, and channel mix. You can do deal math out loud with a customer.
• Ability to work hybrid from our NYC sales office.
• Bonus points if you've sold SaaS with payments attached, or worked in the tours and activities world.

What Makes You a Great Fit

• Grab a Shovel: You create your own momentum with consistent outbound, same-day follow-ups, and no waiting for leads.
• We Win Together: You work your deals with our SDR, our field team, and onboarding. Your customers become references because you set them up honestly.
• Push Further: You review your own calls, track your own numbers, and fix your own gaps before anyone asks.
• Think Like an Operator: You sell with empathy and realism.
• Prepared, Not Rushed: You believe deals are won in the work between the calls.

Why Join TripWorks?

• A selling system, not a script: A defined motion built around discovery, prepared demos, and confirmations, created by sales leadership that still carries a bag.
• Flexible work model: Hybrid from our NYC sales office preferred; strong remote candidates considered.
• Top-Tier Health Benefits: We cover 100% of your medical premium and offer dental and vision plans.
• 401(k) 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.

Compensation

$100K base + $100K at-risk commission ($200K OTE)

‍