About Us

Windsor Circle is a Predictive Lifecycle and Retention Marketing platform. We help retailers grow customer lifetime value and increase customer retention. Our clients see an average of 10x ROI and 12% lift in retention rates after 12 months. We have the industry’s only guaranteed, enterprise grade data integrations between eCommerce and email software. Our platform includes a retention analytics suite, custom segmentation, and behavioral tracking to build rich consumer profiles.

We power predictive, personalized, and automated marketing programs through the entire lifecycle, including browse abandonment, cart recovery, post-purchase, product replenishment, loyalty, and win-back campaigns using a retailer’s existing marketing software.

About US

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Our Software

We power big data integrations, advanced customer segmentation, and predictive and automated marketing programs. We offer enterprise grade data solutions, a SaaS app, and dedicated services. Our predictive technology empowers retail marketers to execute highly targeted retention, growth, and loyalty campaigns. Hundreds of retailers use Windsor Circle for personalized, automated, and segmented data-driven campaings including:

  • lifecycle marketing
  • loyalty and retention 
  • product recommendations
  • product replenishment
  • cart recovery
  • browse abandonment and more.  


 Free Customer Retention Analytics for Retailers

 Core Software Features: 

  • Connect: Guaranteed data integrations
  • Track: Behavioral tracking to trigger browse abandonment campaigns
  • Analyze: Key retention & customer analytics
  • Predict: Predictive behavioral marketing & analytics
  • Segment: Custom segment builder
  • Retain: automated retention campaigns (including welcome, thank you, win-back, best customer, and more) 
  • Recover: Abandoned shopping cart recovery programs
  • Replenish: Automated product replenishment campaigns

Real Results

Clients see an avg 10x ROI and a 12% lift in retention rates after 12 months on our platform. With Windsor Circle, retailers can convert more browsers to buyers and increase overall lifetime customer value. 

Our Clients

Today with over 300 clients, including top eCommerce retailers such as L'Oreal, Case-Mate, CafePress Services, Franklin Sports, Griffin Technology, Johnson & Johnson, CoffeeForLess.com, evo.com, SurfStitch, and household brands like Spangler Candy (maker of Dum Dums), we help clients achieve an average 10x ROI, and lift retention rates by 12%, within 12 months of using our software. Our clients consistently see massive improvement in customer engagement, through open rates of 50% and click rates of 10%, by implementing data-driven marketing programs using our 9 pillars of retention automation framework.

Our Investors




 Windsor Circle has raised over $8.75 million in funding, with a recent Series B round in 2014 totaling $6.25MM. Investors include Comcast Ventures, the venture capital affiliate of Comcast Corporation, IDEA Fund Partners, Origin Ventures, Triangle Angel Partners, AOL Found Steve Case, and former partners at US Venture Partners and Sequoia Capital.





Our Startup Journey

Windsor Circle was founded in 2011 by senior sales executives Matt Williamson, CEO, and Brad McGinity, VP of Sales, from Bronto Software, Inc. and data science veterans Chris Humphres , CTO and Scot Catlin, VP Client Success through 2015, from LSSi Data. Andrew Pearson, digital marketing veteran, joined the founding team in 2011 as head of marketing (through 2016). Recent additions to the management team include Tim Debone, Finance Director (2014), Don Sedota, VP of Product (2015), Emma Battle, VP of Client Success (2015), and Paolo DiVincenzo as COO (2016). With over 70 employees, our exceptional team has combined 250+ years of experience in big data, data science, eCommerce, and marketing automation.

Our Culture




We have a diverse, hard working culture based in Downtown Durham, North Carolina, or as we like to call it: "The Entrepreneurial Hub of the South." We are easily recognized by our snazzy green pants and our Ministry of Shenanigans has established a strong presence throughout our office building.

We have been featured in Entrepreneur Magazine, and we were the winner of both the 2014 SxSW Pitch Competition and the 2014 Google Demo Day.  For more about what it is like to work at Windsor Circle, see career opportunities and our compensation philosophy.





Our Leadership

Matt Williamson | Co-Founder & CEO | LinkedIn

Matt Williamson | Windsor CircleMatt is the Goose and Maverick of Windsor Circle. He charts the path and sets in motion a company tackling the biggest data challenges facing online retailers. Prior to founding Windsor Circle, he spent five years as VP of Sales for email marketing company Bronto Software, and had leadership roles at SAS, edocs, and Network Software Associates. Matt is a double Tar Heel, with a BA and MBA with honors from the University of North Carolina at Chapel Hill. 

Outside of Windsor Circle, Matt does it all: Habitat for Humanity, "Top 40 under 40 award," conference speaker, triathlete, amateur chef, dad, and husband.

Chris Humphres | Co-Founder & CTO

Chris Humphres | Windsor Circle
Chris is the evil mastermind behind the technical operations here at Windsor Circle, except for one minor difference - he's not evil. It's a big technical challenge that he's leading our team to solve, but it's not his first rodeo, as the saying goes. 13 years ago, he joined a start-up called LSSi Data as one of the first employees, and rose to become VP of Research & Development before the venture-backed company was sold for more than $70M in 2007. Pair that with some PhD work at Duke, plus BS and MS degrees from the University of Alabama, and it's needless to say that Chris is the man for the job.

When not at Windsor Circle, Chris's hobbies are Alabama football, Alabama football (not a typo) and Alabama football (still not a typo).

Paolo DiVincenzo | COO

Paolo is an early stage business builder with expertise in software, data, and online media, with an MBA from the University of Chicago.  Paolo joined the executive team as COO in 2016, and heads operational functions at Windsor Circle including product strategy and marketing. Paolo is passionate about Windsor Circle’s commitment to unlocking profit for ecommerce retailers through advanced predictive analytics. Prior to Windsor Circle, Paolo developed and led MediaMath’s behavioral data offering for programmatic media, later branded Helix. Paolo came to MediaMath via its acquisition of Arcametrics, a data modeling platform that measured how likely anonymous online prospects were to buy a given product.

Brad McGinity | Co-Founder & VP of Sales

Brad McGinity | Windsor Circle

Brad leads the sales team here at Windsor Circle, and is a co-founder and Board member of the company. Prior to this adventure, he worked as the top performing sales exec at Bronto Software. After that, he picked up an MBA from UNC Kenan-Flagler, during which he spent a year at technology venture capital firm IDEA Fund Partners. While at IDEA Fund, he executed due diligence on investments in Argyle Social and Automated Insights. He also worked at software firm New Media Campaigns and the Special Olympics global headquarters.

When not leading sales at Windsor Circle, Brad moonlights as a dad, husband, home repair man, fantasy football league champion and marathon runner.

Emma Battle | VP of Client Success

Emma Battle | Windsor CircleEmma has more than 25 years of leadership experience and is passionate about helping our clients succeed. Emma's previous experience includes founding a services company (Success360i), President and Chief Operating Officer at Three Ships Media, Senior Director of Online Marketing at Red Hat, Vice President of Marketing and Merchandise at Art.com, and Vice President of Strategic Planning and Director of Operations & Sourcing at HanesBrands, Inc. (formerly Sara Lee Branded Apparel).

Emma is a native of North Caroline and a Duke Blue Devils fan. She loves people and enjoys spending time at large, lively gatherings of friends, family, and/or co-workers. Emma holds a Master's of Business Administration from Harvard Graduate School of Business and a BA in Economics and Spanish from Duke University.

Don Sedota | VP of Product

Don Sedota | Windsor CircleDon brings a broad experience leading a wide array of world class software product organizations and solutions. Prior to Windsor Circle, Don lead Product Management at BoomTown in Charleston, SC where he started and grew the Product Management organization from the ground up over a period of rapid growth and helped the company secure $20M in growth funding in 2014. Prior to BoomTown, Don served in various product leadership roles at several companies in Austin, TX, including Bazaarvoice, where he pioneered the Bazaarvoice Intelligence product line and helped lead the company from private to public in 2012.

Outside of work, Don spends the majority of his downtime with his wife and three young children...except on Sunday afternoons in the Fall where you can typically find him sequestered away somewhere cheering on his Denver Broncos. 

Board of Directors

Lister Delgado | Managing Partner | IDEA Fund Partners

Lister Delgado IDEA Fund Partners

 Lister Delgado is a founder and managing partner at IDEA Fund Partners. He is passionate about entrepreneurship and company formation, and has been an early stage investor and advisor to entrepreneurs since 2001. In his role at IDEA Fund Partners Lister has led dozens of deals in the software, materials, and healthcare sectors and is always looking for the next big hit.

Prior to being an investor Lister worked for 5 years in the telecommunications and semiconductor industries at Bell Labs and Lucent Technologies. Lister received a Sc.B. in Electrical Engineering from Brown University, an M.S. in Computer Engineering from the University of Texas at Austin and an M.B.A. from the University of North Carolina at Chapel Hill.

Andrew Cleland | Managing Director | Comcast Ventures

Andrew ClelandAndrew is Managing Director of Comcast Ventures, based in New York. He has led investments in FanDuel, SundaySky, Enigma.io, Windsor Circle, Simulmedia, Lytics, PlaySpan (Visa), and Visible World among others. Before joining Comcast Ventures, Andrew was Managing Director at Time Warner Investments. Previously, Andrew was the Chief Operating Officer of TrustTheDJ.com, a UK-based music start-up. He started his career with Booz Allen’s Media and Entertainment Group in London. Andrew has an MA in Economics from Edinburgh University, and an MBA from INSEAD in France.

Scot Wingo | CEO and Co-Founder | Channel Advisor

Scot Wingo CEO of ChannelAdvisor

As CEO of ChannelAdvisor, Scot Wingo leads the company in its mission to provide retailers and manufacturers with the software and services needed to successfully sell their products via online sales channels. In tandem with his work at ChannelAdvisor, Scot is an industry thought leader, contributing regularly to several ChannelAdvisor blogs and speaking often at industry events. Prior to launching ChannelAdvisor, Scot occupied the roles of general manager of GoTo Auctions, CEO and co-founder of AuctionRover.com (acquired by GoTo.com) and CEO and co-founder of Stingray Software (acquired by RogueWave).

Scot received a Bachelor of Computer Science degree from the University of South Carolina and a Master of Computer Science degree from North Carolina State University. Scot has received numerous awards including Ernst and Young's Entrepreneur of the Year and Triangle Business Journal’s Top 40 under 40.


Advisory Board

Vince Beese | Chief Revenue Officer | True Fit

Vince Beese True Fit

Vince came to True Fit during the winter of 2014 to drive expansion-stage success globally across business development, sales, and client services, and to proliferate adoption of True Fit’s software among a growing queue of retail customers. He brings over 15 years of relevant experience having joined several other leading ventures at similar inflection points, driving their expansion stage in market. Vince’s track record and reputation in the retail industry is exceptional, with a proven playbook for successfully serving Internet Retailer Top 500 companies and an unparalleled network and reputation among retailers.

Mark Metcalfe | CEO | In The Swim

Mark Metcalfe In the Swim

Mark Metcalfe joined In The Swim in July 2011 after a successful run at Gander Mountain and Overton's. He purchased Overton’s in 2003 for $20M with $7M of equity, and sold it to Linsalata Capital in April 2006, and then to Gander Mountain in December 2007 for $70M. Prior to joining Overton’s Mr. Metcalfe served as President of Angara E-Commerce Services, a Kleiner Perkins backed enterprise software company selling applications to direct marketers. Previous to this Mr. Metcalfe held various positions at Cendant including Executive Vice President of Entertainment Publications, and President of Cendant Membership Services, a roughly $1 billion direct marketing business. Mr. Metcalfe has also held positions at Bank of America and at Ernst & Whinney.

Stephen Wiehe | President and Chief Executive Officer | SciQuest

Stephen Wiehe SciQuestSince joining SciQuest as president and CEO in 2001, Steve has taken the company from an e-market exchange to the leading provider of on-demand eprocurement solutions for academic, healthcare and research-centric organizations. His vision for SciQuest's future led him to take the company private in 2004 and focus on creating a business-driven culture that provides organizations with a proven solution to achieve significant cost savings and advance their mission. Prior to SciQuest, Steve served as senior director, strategic investments & mergers and acquisitions at SAS Institute in Raleigh, North Carolina. He joined SAS in June 2000, after SAS acquired DataFlux Corporation, where he served as president and CEO. Steve serves on the Boards of BlueStripe Software, the NCTA, and the Council for Entrepreneurial Development, and is a graduate of the University of Kentucky 

Former Executives

We thank the following former executives for their leadership, contributions and service!

Scot Catlin | Co-Founder & Client Success Manager

Scot marries together a powerful mix of pure coding power and strategic marketing know-how.  He's made a career of this wizardry while at LSSiData, Paragon Advanced Technologies, Bell Northern Research and Credit Suisse.  At LSSiData, he was Director of Development where he managed teams developing and maintaining enterprise products for domestic and international clients. In addition to Windsor Circle, Scot does international missions work with ministries in Haiti.  He's also an adoption advocate, a rabid Steelers fan (don't hold that against Windsor Circle, please), husband and father of five.

Andrew Pearson |  VP of Marketing

Andrew Pearson VP of MarketingAndrew Pearson was one of Windsor Circle's first investors, and joined the founding and executive team from 2011-2016 as head of marketing. Andrew is a serial entrepreneur with over 15 years experience in technology start-ups, management and digital and email marketing.  Andrew has worked with, invested in, or advised dozens of internet start-ups.  His first startup, HomeTownRent.com, is still the nation's largest rental property advertising platform for college towns 10+ years after launch. With an MBA from UNC Kenan-Flagler Business School, Andrew is proud to have been on the winning international Venture Capital Investment Competition team in 2009, and was part of Windsor Circle winning Google Demo Day team. Andrew is an avid gardener, salsa dancer, runner and winter-sports enthusiast.

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Company Information

Windsor Circle, Inc.

212 West Main St.
Suite 400 
Durham, NC, 27701

Direct (Worldwide):

+1 (877) 848.4113 for Sales or Support

 Fax Number

+1 (919) 249.1395


There are a number of parking decks around the area. Valet at 21C or the Corcoran Parking Deck are a quick walk to the office.

Street parking is decently easy to find, and most of it is one hour parking.  You can generally find two hour street parking if you park on "the loop."  Consider yourself forewarned that Durham's Finest is pretty proficient with the parking tickets ($20).