10 Wayfair HR leaders
Head of Commercial Talent (Corp-Non Tech), Head of Global Talent Acquisition at Wayfair, Head of Global Benefits and Head of Employee Experience, Global Supply Chain are among the current titles held by these ten Wayfair HR leaders. A reader can learn how HR leaders work at Wayfair from people who have held the role.
Professionals to explore
Benjamin Grabscheid
LinkedInExperience: Head of Global Benefits · Wayfair
Benjamin Grabscheid has been Head of Global Benefits at Wayfair since May 2026, based in the Boston area. Benjamin Grabscheid was Manager, North America Benefits at Wayfair from 2022 to 2026, a Sr. Benefits Specialist at Forrester from 2018 to 2022 and an Associate Consultant, Employee Benefits at Marsh McLennan Agency from 2017 to 2018.
Daniel Musicante
LinkedInExperience: Head of Global HR Shared Services · Wayfair
Daniel Musicante is a former Head of Global HR Shared Services at Wayfair, a role held from August 2025 to May 2026, based in the Boston area. Daniel Musicante is now Director, HR Operations and Service Delivery at Insulet Corporation and was Sr Director, HR Digital Innovation and PMO at Vertex Pharmaceuticals from 2022 to 2025.
Grant Lee
LinkedInExperience: Head of Workforce Analytics & Planning · Wayfair
Grant Lee has been Head of Workforce Analytics & Planning at Wayfair since June 2025, based in the Boston area, in the company's Human Resources department. Grant Lee held Director of Operations roles at Wayfair from 2022 to 2025 and was a Senior Operations Manager there from 2021 to 2022.
Hayley McAllister
LinkedInExperience: Head of Employee Experience, Global Supply Chain · Wayfair
Hayley McAllister has held the title Head of Employee Experience, Global Supply Chain at Wayfair since February 2023, based in Portland, Oregon, and was Employee Experience Manager for Global Supply Chain at Wayfair from 2022. Hayley McAllister was earlier a Global Brand Manager, People & Culture at W Hotels from 2018 to 2022.
Jonathan Kehoe
LinkedInExperience: Global Head of Total Rewards and Global Mobility & Immigration · Wayfair
Jonathan Kehoe is a former Global Head of Total Rewards and Global Mobility & Immigration at Wayfair, a role held from June 2022 to May 2024. Jonathan Kehoe was Global Talent Acquisition & Employer Branding Leader at Wayfair from 2018 to 2022 and has been Chief People Officer at Figure since March 2026, following a Chief People Officer role at Flow from 2024 to 2026.
Kara Schwartz
LinkedInExperience: Head of Global Talent Acquisition · Wayfair
Kara Schwartz has been Head of Global Talent Acquisition at Wayfair since July 2023. Kara Schwartz was Head of Sales & Operations Recruiting at Wayfair from 2022 to 2023, Head of North America Supply Chain Recruiting from 2021 to 2022 and Head of Field Operations Recruiting for the US and Canada from 2018 to 2021, and was a Human Resources Director at Target from 2016 to 2018.
Lakeesha Branch
LinkedInExperience: Head of Commercial Talent (Corp-Non Tech) · Wayfair
Lakeesha Branch has been Head of Commercial Talent (Corp-Non Tech) at Wayfair since March 2025, based in Boston. Lakeesha Branch was Global Head of Talent-Global Sales, Service and Partner Support at Wayfair from 2023 to 2025 and Global Head of Talent Strategy and Management-Global Sales and Perigold from 2021 to 2023, with an earlier Enterprise Director Employee Relations, Labor Relations and Compliance role at Dollar Tree Stores.
Malaikah Choudhry
LinkedInExperience: Head of Talent Management, Global Supplier Technology · Wayfair
Malaikah Choudhry has been Head of Talent Management, Global Supplier Technology at Wayfair since September 2025. Malaikah Choudhry also lists Head of Talent Strategy for Commercial, Physical Retail and Sales at Wayfair from 2024 to 2025 and was Head of Global Performance & Development for Technology from 2022 to 2024, with prior legal roles including General Counsel at Best Western Hotels & Resorts.
Mitalee Dabral
LinkedInExperience: Country HR Leader · Wayfair
Mitalee Dabral has been Country HR Leader at Wayfair since August 2023, based in the Bengaluru area, in a role tagged at head level in the HR department. Mitalee Dabral was Vice President - Human Resources at ShareChat from 2020 to 2023, Global Head - Human Resources at AXISCADES from 2018 to 2019 and Director HR - Business Partner at Ola from 2015 to 2018.
Ryan Gilchrist
LinkedInExperience: Chief People Officer · Wayfair
Ryan Gilchrist has been Chief People Officer at Wayfair since July 2023, based in Boston, and also lists the title Vice President, Global Head of Central Talent at Wayfair since 2022. Ryan Gilchrist was Global Head of Talent Acquisition and People Analytics at Wayfair from 2019 to 2022 and a Director, Category Management at Wayfair from 2016 to 2019.
Choose the right perspective
Match the person's area, such as talent management, recruiting, benefits and total rewards, employee experience, workforce planning or country HR, to the decision you face. Check when each person held the relevant role to judge how recent their view is.
Questions to take into the conversation
- 01What did you change first when you took on your current HR role at Wayfair, and why?
- 02How do you decide which people programs get your team's time and which wait?
- 03What has your own work taught you about hiring, rewarding or keeping people?
Reaching Wayfair HR leaders
How can I contact one of these Wayfair HR leaders?
Pick one of the 10 people on this page and choose "Book a paid call", or describe your project to find others. You offer a fee for a 15-minute call or a written answer, Instant Expert finds the person's work email and sends the invitation, and they decide whether to accept. The list covers 1 company: Wayfair, based on profile data retrieved on October 23, 2026. Being listed here doesn't mean someone has agreed to take calls.
How much does it cost to reach Wayfair HR leaders?
You choose the offer, starting at $5 per person. The offer is what the person receives, and Instant Expert's fee is added on top, so a $100 offer costs you $125. The fee is 20% of what you pay. You're charged only when the person books the call or sends the answer.
What if they don't reply?
You pay nothing. Instant Expert sends follow-up reminders, and if the person hasn't booked or answered within 7 days, the request expires and any hold on your card is released. You can invite several of the 10 people on this list at once and cap your total spend, so you pay only for the ones who accept.
Can an AI agent ask one of these Wayfair HR leaders a question?
Yes. An agent with a USDC wallet on Base can ask one question without an Instant Expert account. It names the person, for example by the LinkedIn URL on this page, and pays per ask over x402 (HTTP 402). The person answers in writing or by voice note, and if nobody answers within 7 days, the payment goes back to the wallet automatically. Claude and ChatGPT can do the same through the Instant Expert connector: setup is at /docs/mcp for Claude and /docs/chatgpt for ChatGPT. x402 docs
About this directory
This is a professional research starting point based on business profile data retrieved on . Titles and companies reflect that source snapshot; roles marked former had ended by then. Check the linked profiles for current details. Inclusion does not imply Instant Expert membership or availability.
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