The OpportunityConvoy operates one of the largest freight marketplaces in the world, in an $800B+ industry that is rapidly transitioning from manual, phone-based workflows to algorithmically driven marketplaces. The platform must continuously clear large volumes of freight demand across a highly fragmented and diverse carrier base, under tight operational and timing constraints. Carrier Tech builds the systems where pricing/ auction models, bid decisions and negotiations intersect with real human behavior and imperfect information.
This role owns the carrier conversion loop-from marketplace impressions through converting view to bids, and bids to matches-and is responsible for improving marketplace clearing efficiency, including match rates, time-to-match, price variance, and perceived price fairness. The work focuses on shaping how data, pricing models, and negotiation mechanisms interact with human decision-making at scale. It operates in a high-noise environment where outcomes are only partially observable and causality must be inferred over time, requiring rigorous measurement, careful sequencing of experiments, and an understanding of system-wide effects rather than isolated metrics
What You'll Do- Own the carrier conversion funnelDefine and improve the end-to-end journey from load-detail page views to confirmed matches, including auctions, bidding, negotiation, and manual booking flows.
- Design new matching and booking mechanismsBuild and iterate on new auction and booking experiences that improve marketplace clearing while also increasing carrier utilization through better scheduling, routing awareness, and load sequencing. This includes exploring mechanisms that help carriers stitch together work more efficiently, not just win individual loads.
- Partner closely with pricing and auctionsWork with data science to shape how pricing models, guardrails, and auction mechanics surface to carriers, translating complex systems into clear, usable product experiences.
- Balance automation and manual workflowsImprove automated matching where it works well, and design efficient, scalable manual and negotiated paths where automation breaks down.
- Drive conversion through experience designImprove carrier conversion rates by refining how pricing, negotiation, and match outcomes are presented across auctions and manual booking flows. Focus on transparency, perceived fairness, and decision confidence while reducing cognitive and emotional friction. Tie changes to clear funnel metrics (e.g., views bids matches) and evaluate impact rigorously.
- Define success metrics and prioritization frameworksEstablish clear input and output metrics (e.g., impressions, bid rates, match rates, latency, carrier effort) and use them to drive sequencing and tradeoffs-not just post-hoc reporting.
- Operate effectively with incomplete dataMake progress when signals are imperfect or anecdotal by combining data, operational insight, and structured judgment.
Collaborate across the marketplacePartner with Carrier Ops, Broker Tech, Carrier Trust & Fraud to ensure solutions scale and don't create downstream friction. - Own delivery end to endWrite crisp problem statements, define MVPs, manage scope, and see work through launch, iteration, and impact assessment.
The Skills and Experience You'll Bring- 7-10+ years of product experience owning complex, data-intensive systems (e.g., marketplaces, pricing, optimization, platforms, or ops-heavy products), with clear accountability for outcomes
Strong data intuition and fluency, with experience partnering deeply with data science teams to reason about incentives, uncertainty, experimentation, and causal impact-not just reporting metrics
Proven ability to work from first principles in unfamiliar domains, building accurate mental models without relying on prior industry expertise
Excellent product and UX judgment, with demonstrated taste for designing clear, trustworthy, and efficient experiences in high-stakes decision flows (e.g., pricing, negotiation, conversion) - Comfort operating in ambiguity, including prioritizing and sequencing work in noisy environments where outcomes are partially observable and tradeoffs are real
Bonus Skills - Background in UX design, data science, applied economics, ML, or optimization
- Experience with two-sided marketplaces or auction-based systems
- Logistics, freight, or trucking experience
Why Join Us- Impact: Our work directly affects thousands of carriers and helps shape the future of freight marketplace technology in an industry where trucking is the single largest occupation in the U.S. By improving how freight is matched and executed, we help carriers maximize earnings while increasing efficiency and sustainability across the network by reducing empty miles driven.
- Culture: Join a smart, supportive team that brings together deeply tenured leaders from big tech companies like Amazon and operators who have helped scale high-growth startups into billion-dollar businesses. We value technical rigor, thoughtful collaboration, and work-life balance, and we care deeply about building the right systems-not just shipping features.
- Location: Downtown Seattle waterfront office with hybrid flexibility (2-3 days per week in office).
*This position is not eligible for visa sponsorship**
For Washington-based candidates, in compliance with the Washington State Pay Transparency Law, the salary range for this role is $175,476.00 - $226,800.00+ target bonus. DAT considers factors such as scope and responsibilities of the position, candidate's work experience, education and training, core skills, internal equity, and market and business elements when extending an offer.
- Medical, Dental, Vision, Life, and AD&D insurance
- Parental Leave
- Flexible Vacation Time (FVT)
- An additional 10 holidays of paid time off per calendar year
- 401k matching (immediately vested)
- Employee Stock Purchase Plan
- Short- and Long-term disability sick leave
- Flexible Spending Accounts
- Health Savings Accounts
- Employee Assistance Program
- Additional programs - Employee Referral, Internal Recognition, and Wellness
- Free TriMet transit pass (Beaverton Office)
- Competitive salary and benefits package
- Work on impactful projects in a cutting-edge environment
- Collaborative and supportive team culture
- Opportunity to make a real difference in the trucking industry
- Employee Resource Groups
