Director of Pricing & Portfolio Optimization

Director of Pricing & Portfolio Optimization

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Wander is looking for a Director of Pricing & Portfolio Optimization to build and lead a new business unit within our Marketing organization. This unit will be responsible for ensuring that every Wander home is competitively priced and as desirable—and as profitable—as possible. You'll lead our pricing team and build a system that continuously audits, evaluates, and improves the performance of every property in our portfolio.

What You'll Do

Lead the pricing team and define the pricing strategy across our growing portfolio of homes. You'll also oversee listing optimization, dynamic pricing, and guest confidence.

Design a scalable audit framework to evaluate listing desirability—covering images, pricing, amenities, policies, reviews, and more.

Collaborate with a dedicated engineer to train AI models that continuously score and flag listings needing improvement.

Collaborate with listings and operations teams to drive amenity upgrades and implement content improvements portfolio-wide.

Oversee pricing strategy, including competitive benchmarking including things like length-of-stay and last-minute discounts, and policy friction audits (e.g., pet rules, cleaning fees, calendar access).

Develop tools and incentives for owners to opt into more competitive pricing in exchange for better visibility and demand.

Drive initiatives to increase trust and social proof, including review sentiment monitoring and guest hesitation handling.

Work with engineering to automate as much of this pipeline as possible—from identifying gaps to triggering updates.

Own performance metrics at the listing level and portfolio level, using AI-driven scoring and daily optimization loops.

The Toolkit You'll Use

Internal & External Data – market comps, guest behavior, funnel conversion data

AI & Automation – develop systems that score, audit, and flag listings autonomously

Collaborative Ops – cross-functional partnership with engineering, operations, marketing, and design

Builder Mentality – you'll create internal products, tools, and dashboards from the ground up

Who You'll Work With

Business unit leader and cross-functional strategist overseeing the pricing team (you)

Software Engineer – Full-time engineering partner to build automation tools

Listing Team – deep collaboration on listing content and execution

Operations – amenity enhancements and policy alignment

Marketing & Product – influence demand-gen strategy and platform improvements

The role sits in Marketing and reports directly to the CMO

Requirements

Experience leading pricing strategy at scale in hospitality, travel, or real estate

Proven success in building internal tools, systems, or frameworks from scratch

Comfort working with AI models, automation tools, and data analysis

Strong cross-functional leadership and stakeholder communication

Obsessive eye for detail across visual, copy, pricing, and product elements

Builder mindset with a bias for action and results

Bonus If You Have

Experience at a marketplace, ideally in a startup environment

Familiarity with pricing algorithms or review sentiment analysis

Join Us

Wander's mission is to help people find their happy place. In this role, you'll be making each of those places even more desirable—crafting listings that don't just convert, but inspire.

If you're excited to own revenue optimization at scale, bring AI into the heart of listing strategy, and build a system that blends data with storytelling—we'd love to meet you.

Seniority level : Director | Employment type : Full-time | Job function : Management and Manufacturing | Industries : Technology, Information and Internet

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