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Careers at Oversee (Formerly Fairfly)
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Technical Account Manager

$170,000 - $190,000/year
29 Oct 2025
United States
Verified by Turrior

Content + Source + Freshness • 12 Dec 2025 • 95% confidence

85 / 100

Offer value

High value attributed to the innovative nature of the role, the competitive compensation package, and the significant impact on customer success and technology adoption.

  • Competitive OTE compensation structure
  • Opportunity to shape customer experiences with innovative tech
  • Direct impact on customer success and retention
  • Role involves high responsibility and expectation management
Pros
  • Competitive OTE incentivizes performance ($170,000–$190,000/year)
  • Build foundational processes within a growing tech function
  • Engage with significant clients in the travel industry
Cons
  • Role requires navigating technical complexities and potential ambiguity
  • High expectations for client management performance
  • May involve extensive cross-functional collaboration

Who it's for

Mid to Senior Career • Remote or hybrid work

Good fit
  • Technical professionals with a customer-facing history
  • Sales engineers or those with an implementation background
  • Self-motivated individuals eager to engage with clients
Not recommended for
  • Recent graduates or those looking for entry-level positions
  • Candidates unprepared for cross-functional roles
  • Individuals who prefer less technical or customer interactions

Motivation fit

Desire to craft impactful customer experiencesInterest in driving technology adoption and best practicesEagerness to work collaboratively towards scaling technology

Key skills

Technical account managementCustomer onboarding and supportCross-team collaboration and project managementUnderstanding of AI and tech integration practices
Score: 85/100 AI verified analysis

About the job

At Oversee, we are reimagining how corporate travel is managed.

Our cutting-edge technology and machine learning solutions replace the outdated, manual processes that slow companies down — unlocking cost savings, efficiency, and smarter decisions.

We bring together travel analytics and actionable insights, giving global enterprises a clear view of their spend and the tools to continuously improve their programs.

We provide air and hotel reshopping solutions for Travel Management Companies (TMCs) and recently launched AgentSee, an AI-powered productivity tool designed to help TMC agents work smarter and faster. AgentSee automates manual tasks like processing traveler emails, booking flights, and managing travel arrangements—enabling TMCs to reduce costs and improve service quality.

We’re growing fast, with exponential YoY revenue growth and partnerships with many of the world’s largest Fortune 500 companies.

Why join us?

We’re looking for a Technical Account Manager to join as our first hire in this function. This is an opportunity to build something foundational — defining processes, shaping the customer experience, and influencing product decisions.

You’ll serve as the primary post-sales partner for TMC customers adopting AgentSee. This role blends technical expertise, customer success, and business acumen. You’ll work closely with sales, product, and operations teams — as well as business stakeholders — to drive successful implementations, integrations, and expansions.

Key success metrics for this role will include time to adoption, usage expansion, and retention/growth revenue. You’ll act as both a trusted advisor and a hands-on enabler — helping customers configure, integrate, and optimize AgentSee, while also championing best practices, demonstrating ROI, and driving continuous adoption.

This is a high-impact role for someone who’s curious, proactive, and excited to be a builder.

Come shape and drive the future of our Agentic AI solutions with us!


What you’ll do:

  • Own the end-to-end onboarding, implementation, and technical support experience for new TMC customers using our Agentic AI platform, “AgentSee”;
  • Drive adoption, usage, and expansion by helping customers unlock value and scale AgentSee across their organization;
  • Serve as the primary post-sales partner for TMC clients — working with IT, operations, and business stakeholders;
  • Troubleshoot complex customer issues and collaborate with Product & Engineering to surface and resolve technical limitations;
  • Build internal processes, documentation, and onboarding flows as the first TAM hire;
  • Influence product direction by bringing real-world customer feedback into our product roadmap;
  • Partner closely with cross-functional teams to bring new features to market and ensure technical success.

About you:

  • 3+ years in a technical client-facing role (TAM, Implementation Engineer, Solutions Engineer, etc.)
  • Demonstrated success driving adoption and scaling of highly configurable technologies, (AI, PaaS, Automation, etc.) based on client specific needs
  • Technology Proficient Consultant — you understand how products are built, speak “engineering,” and know your way around APIs, integrations, and product architectures
  • Experienced working in startups or hypergrowth environments, ideally helping launch or scale new products
  • Comfortable with ambiguity and building from scratch — you’ve been first in role or created processes where none existed
  • Naturally curious, proactive, and motivated by solving hard problems with smart people
  • Strong communicator and project manager — able to align internal teams and external stakeholders with clarity and confidence
  • You don’t just follow checklists — you know how to challenge assumptions, identify blockers, and move implementation forward

Bonus points if you have:

  • Background in travel tech (TMCs, GDS systems, agent workflows)
  • Experience with agentic AI tools, automation platforms, or highly configurable B2B products
  • QA, software or support engineering experience
  • Prior experience working directly with both Product and Engineering teams in customer-facing loops

Compensation & Benefits

At Oversee, we believe great work deserves great rewards. This role comes with a competitive On-Target Earnings (OTE) of $170,000–$190,000 per year, which includes base salary plus performance-based incentives in a 80/20 split.

Benefits are an important part of Oversee’s Total Rewards package, and this role is eligible for comprehensive coverage including medical, dental, vision, a 401(k) plan, paid time off, and more.

We are proud to be an equal opportunity workplace.

We provide employment opportunities without regard to race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or expression, or veteran status.

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