Full-Time
Senior Manager
Transportation & Delivery
Posted on 8/26/2025
Wayfair
10,001+ employees
Online marketplace for home goods
Compensation Overview
$149.5k - $161k/yr
Company Historically Provides H1B Sponsorship
Perris, CA, USA
In Person
 Operations & Logistics (1) |
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- Bachelor's degree in business, engineering, math, economics, or a similar field.
- 4+ years of experience in a warehousing or transportation function or Master’s degree/MBA with 2+ years of experience.
- Strong analytical and critical thinking skills
- Ability to tailor communications to all audiences, from associate teams to directors and VPs
- Track record of building collaborative relationships that drive outcomes
- Entrepreneurial spirit - ability to drive an idea through to completion and to craft a 12+ month roadmap you’ll deliver against
- Track record of building collaborative relationships and ability to partner with managers in other departments
- Experience using a Transportation Management System such as Manhattan, Oracle, JDA or similar is preferred, experience using Excel/Google Sheets is required
- Ability to travel as needed to support your teams
- Lead the Transportation Execution West region by coaching and elevating a team of managers responsible for day to day execution in tandem with establishing and executing a roadmap for step change across the network.
- Work with cross functional partners across field and corporate teams to understand how the Transportation Execution team will need to evolve to meet business needs and build a plan to drive that change with your team.
- Establish and deliver on KPI targets, for your region overall and within each of your managers’ sites, coaching as necessary. Bridge overall KPI objectives into site level objectives, partnering with analytical teams for support as needed.
- As the leader of a geographically dispersed team, keep a pulse on how to balance standardization with site specific needs and guide your team accordingly.
- Expect to travel about once a month to spend time in person with each of your sites.
- Experience using a Transportation Management System such as Manhattan, Oracle, JDA or similar is preferred.
Wayfair operates an online marketplace for home goods, connecting consumers with 5,000+ brands to offer furniture, lighting, cookware, and appliances on wayfair.com. It earns margins on product sales and advertising fees from suppliers, with most items listed via a marketplace rather than Wayfair-owned inventory. Customers browse product pages, add items to a cart, and check out, while suppliers list items and Wayfair handles checkout and fulfillment coordination with partner logistics. Its goal is to be the leading online destination for home goods by offering a vast, easy-to-navigate marketplace with curated collections and bundles that simplify shopping.
Company Size
10,001+
Company Stage
IPO
Headquarters
Boston, Massachusetts
Founded
2002
Simplify's Take
What believers are saying
- Q1 2026 revenue grew 7.4% to $2.9B with 1.4% active customer increase to 21.4 million.
- Wayfair Rewards expanded to Canada in March 2026 and UK in April, boosting shopping frequency.
- Catalog integrated into OpenAI's Agentic Commerce Protocol on March 24, 2026, capturing AI-driven sales.
What critics are saying
- AI agents bypass Wayfair's platform, favoring Home Depot's structured data in ChatGPT purchases.
- Free cash flow drops to -$106M in Q1 2026 from loyalty and service investments draining liquidity.
- Physical stores like Florida's 94,000 sq ft location compress 30.2% gross margins versus peers.
What makes Wayfair unique
- Wayfair's drop-shipping marketplace connects 11,000 suppliers offering 18 million home goods items.
- CastleGate fulfillment network and Wayfair Delivery Network ensure fast, efficient shipping without inventory ownership.
- AI-driven analytics personalize pricing, inventory management, and customer recommendations on platform.
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Benefits
Paid Holidays
Paid Vacation
Full Health Benefits
Life Insurance
Disability Insurance
Mental Health Support
Family Planning Benefits
Parental Leave
401(k) Company Match
Employee Discount
Growth & Insights and Company News
6 month growth
↑ 0%1 year growth
↑ 0%2 year growth
↓ -2%Wayfair to open first Florida store at Galleria Fort Lauderdale in 2027. April 7, 2026 Wayfair Inc. (NYSE: W) is continuing its push into brick-and-mortar retail with plans to open its first Florida store at Galleria Fort Lauderdale, marking a significant expansion into the Southeast. The large-format location, spanning approximately 94,000 square feet, is slated to debut in late 2027. The Fort Lauderdale store will build on the company's evolving physical retail strategy, following existing locations in the Chicago area and Atlanta, as well as additional stores planned across the U.S. Wayfair said the new South Florida outpost will be tailored to reflect the region's distinct lifestyle and design preferences, with a curated assortment that emphasizes coastal aesthetics, indoor-outdoor living, and year-round entertaining. "As we continue to grow our retail footprint, entering Florida with a namesake store is an exciting next step for Wayfair," said Liza Lefkowski, Vice President of Merchandising and Stores. "Galleria Fort Lauderdale's transformation creates an ideal setting for us to introduce our in-store experience to a new community of customers." The store is expected to offer a hybrid shopping experience that blends immediate product access with Wayfair's established e-commerce logistics network. Customers will be able to take home select items directly from the showroom floor, while larger purchases - such as sofas, dining sets, and outdoor furniture - will be fulfilled through the company's delivery infrastructure, which emphasizes speed and convenience. Wayfair views South Florida as a strategic market for growth, citing its strong housing activity, design-forward consumer base, and alignment with the brand's home-focused offerings. The move also signals continued confidence in physical retail as a complement to its digital platform, particularly in high-traffic, high-visibility locations. The Fort Lauderdale announcement represents Wayfair's sixth store in its expanding pipeline. The company currently operates stores in Wilmette, Illinois, and Atlanta, Georgia. Additional locations in Columbus, Ohio, and Denver, Colorado, are expected to open later this year, while a Westchester, New York store is scheduled for early 2027. Galleria Fort Lauderdale itself is undergoing a broader transformation, positioning the property as a modern retail destination - an environment Wayfair believes will enhance its immersive showroom concept and drive customer engagement. As Wayfair expands its omnichannel strategy, the Florida location shows its commitment to combining physical retail with digital to reach new customers and strengthen relationships in key U.S. markets.
Wayfair to open first Florida store at the Galleria at Fort Lauderdale. The home goods store will offer furniture, decor, housewares and appliances and will feature products tailored to the South Florida lifestyle. The new location is scheduled to open in late 2027 Posted 1 hour and 52 minutes ago and last updated 1 hour and 49 minutes ago FORT LAUDERDALE, Fla. - Wayfair is opening its first brick-and-mortar store in Florida at the Galleria at Fort Lauderdale as part of a major redevelopment of the shopping mall. The home goods retailer made the announcement Tuesday. Wayfair will span about 94,000 square feet across two levels, according to a news release. The store will offer furniture, decor, housewares and appliances and will feature products tailored to the South Florida lifestyle, including coastal aesthetics and indoor-outdoor living. "As we continue to grow our retail footprint, entering Florida with a namesake store is an exciting next step for Wayfair," Liza Lefkowski, vice president of merchandising and stores at Wayfair, said in the news release. "Galleria Fort Lauderdale's transformation creates an ideal setting for us to introduce our in-store experience to a new community of customers." According to the release, the Galleria mall is under new ownership and planning a significant redevelopment to become a mixed-use destination with retail, dining, lifestyle and residential offerings. Wayfair will be situated at the end of the mall. Customers can take many items home immediately, while larger pieces like sofas and outdoor furniture can be delivered, the home goods retailer said. The new location is scheduled to open in late 2027.
Wayfair's first fla. store to feature beach-inspired lineup. 2026-04-07 Wayfair will roll out its first Florida brick-and-mortar store in Fort Lauderdale next year, furthering the online home goods banner's expansion into physical retail. The 94,000-square-foot space will be situated within the redeveloped Galleria Fort Lauderdale shopping center and will offer a broad range of home goods and furniture curated specifically for the South Florida market. Shoppers can expect products that emphasize beach-inspired aesthetics and year-round, indoor-outdoor entertaining. Full story: NRF SmartBrief News and trends about the U.S. Retail industry Designed specifically for retail professionals, NRF SmartBrief is a free, daily email newsletter. It provides the latest need-to-know news and industry information that maximizes your time, giving you an edge over your competition.
OpenAI's super app and the next wave of ai-native shopping. March 30, 2026 OpenAI will unify ChatGPT, Codex and the Atlas web browser to improve user workflows and expand agentic commerce Ever since the surge of generative AI - propelled by the viral adoption of OpenAI's ChatGPT - users have relied on a patchwork of tools for domain-specific tasks, from agentic coding workflows to everyday writing. That fragmented landscape may soon converge. OpenAI is preparing a desktop "super app" that consolidates its flagship tools - ChatGPT, Codex and the Atlas web browser - into a single experience designed to streamline workflows and sharpen focus. The move comes as competition intensifies. Anthropic's Claude recently surpassed ChatGPT atop Apple's App Store download charts, underscoring the urgency for differentiation and polish. At the same time, OpenAI is investing in ways to make ChatGPT more useful in day-to-day tasks like product discovery, pushing further into AI-native commerce. Why a super app now? OpenAI executives acknowledge that multiple standalone apps have introduced friction for users and engineers alike. In an internal note, Fidji Simo, Chief of Applications at OpenAI, said the company had "realised we were spreading our efforts across too many apps and stacks and that we need to simplify our efforts." As reported by the Wall Street Journal, she added that the fragmentation "has been slowing us down and making it harder to hit the quality bar we want". The super app reflects a broader strategic reset: deliver a cohesive, higher-quality user experience while reducing duplicated engineering effort. Codex will gain increased agentic capacity ahead of the merge, with Simo calling it "an opportunity to combine the strongest AI consumer app and brand with the strongest agentic app and really leverage our consumer scale to give agentic capabilities to everyone." According to the WSJ, OpenAI President Greg Brockman will support Simo in managing the overhaul and associated organisational changes to bring the unified application to market. AI-native commerce gets a push. Alongside the super app, OpenAI is expanding ChatGPT's role in product discovery, an area ripe for AI-native experiences. The company recently previewed more visually immersive shopping, powered by its Agentic Commerce Protocol (ACP). Instead of bouncing between browser tabs, users can describe what they want, browse options visually and compare prices and features side-by-side within ChatGPT. The conversational flow benefits both sides: shoppers get clarity faster; merchants engage with higher-intent customers closer to purchase. Many users preferred to complete orders on familiar retailer sites, limiting Instant Checkout's uptake, but the underlying ACP now drives discovery. "Over time, ACP will serve as a foundation for broader AI-native commerce experiences, including personalisation, local availability and ETAs," OpenAI says. "Already, leading retailers including Target, Sephora, Nordstrom, Lowe's, Best Buy, The Home Depot and Wayfair have integrated into ACP for discovery." Walmart is also joining the trend with an in-ChatGPT app experience that takes users from discovery into a tailored Walmart environment supporting account linking, loyalty and Walmart payments. "By partnering closely with OpenAI, we've been able to learn together as we move quickly to shape what agentic commerce can become," says Daniel Danker, Executive Vice President of AI Acceleration, Product and Design at Walmart. "Today's launch brings Walmart directly into the ChatGPT experience, combining leading conversational AI with the decades of retail expertise we've built serving customers." What it means for users and enterprises. For users, product discovery in ChatGPT introduces a more natural, conversational shopping experience. The forthcoming desktop super app promises a central hub for AI-driven tasks by reducing context-switching across writing, research, coding and creative problem solving. Developers and enterprise teams may also benefit from a more integrated environment that supports long-running workflows and advanced, agent-based automation. OpenAI's decision to pursue a desktop super app signals a decisive break from a fragmented product portfolio. By bringing its most powerful tools under one roof while deepening AI-native commerce, the company aims to raise the quality bar, simplify user journeys and reinforce its competitive position in a rapidly evolving AI market. Executives. * Daniel Danker EVP AI Acceleration, Product, and Design * Fidji Simo CEO, Applications at OpenAI * Greg Brockman President, Chairman, & Co-Founder Company portals.
Faire names former Wayfair CFO Michael Fleisher to its Board of Directors. * March 12, 2026 Faire announced that Michael Fleisher has joined its Board of Directors. The global wholesale technology platform confirmed the appointment on Thursday. The company welcomed Michael Fleisher, former Chief Financial Officer of Wayfair. He will also serve as Chair of the Audit Committee. Additionally, he brings decades of leadership experience in commerce and marketplace platforms. Faire continues to expand its technology-driven wholesale marketplace. Therefore, the appointment supports its next stage of global growth and operational scale. Previously, Michael Fleisher served as CFO at Wayfair. During that time, he guided the company through its initial public offering. Moreover, he helped scale Wayfair's revenue from $1 billion to over $12 billion annually. He also supported the company's global expansion and large fulfillment operations. Consequently, his leadership played a key role in strengthening Wayfair's international marketplace growth. Earlier in his career, Fleisher led Warner Music Group's IPO as Chief Financial Officer. Later, he served as Vice Chairman for Strategy and Operations. In addition, he previously worked as Chief Executive Officer of Gartner, Inc. Currently, Fleisher serves on several prominent corporate boards. These include Squarespace, Goat Group, and First Watch. Leadership strengthens Faire's marketplace growth. Max Rhodes, co-founder and CEO of Faire, highlighted the importance of Fleisher's appointment. "What impressed me most about Michael was not just his track record, but how he thinks," said Max Rhodes, co-founder and CEO of Faire. "He has a deep understanding of what it takes to scale complex commerce businesses, and he approaches challenges with rigor and curiosity. His perspective will add valuable depth to our board as Faire continues to grow in scale and sophistication." The appointment of Michael Fleisher reflects growing confidence in Faire's business fundamentals. Furthermore, the company continues to report strong performance across its wholesale platform. In 2025, Faire's revenue increased by 32 percent. Growth accelerated to 37 percent during the second half of the year. As a result, the company now annualizes revenue at approximately $550 million. Independent retailers continue to increase their engagement on the platform. Therefore, Faire sees strong opportunities to expand wallet share over time. The company also aims to become the central operating system for wholesale commerce. As Audit Committee Chair, Michael Fleisher will support financial planning and operational discipline. His experience will help the company manage rapid scale and marketplace expansion. "I'm honored to be working with Max, Jason, and the entire team at Faire," said Fleisher. "I've long believed in the power of local retail, having grown up in a family retail business. Bringing the scale and efficiency of a tech-enabled platform to independent retailers and giving them the tools to build stores their communities truly love is a huge opportunity. Faire is well positioned for its next stage of growth, and I'm looking forward to helping the team execute on their vision." Recently, Faire also appointed Christopher Payne to its board. Payne previously served as Chief Operating Officer at DoorDash. Meanwhile, Fleisher will replace Ellie Mertz's position on the board For more stories on executive leadership and business innovations, explore its CXO Insiders for the latest updates. CXO Insiders. * March 12, 2026 * March 11, 2026