As of August 27, 2026, Wayfair's top three insider holders are Niraj Shah (Chief Executive Officer, 549.14K shares), Steven Conine (Co Founder, 549.07K shares), Michael Andrew Kumin (Director, 263.75K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Niraj Shah | Chief Executive Officer | 360,137 | 0 | 360,137 | 15.6% | 14 Aug, 2026 |
| 2 | Steven Conine | Co Founder | 360,073 | 0 | 360,073 | 15.6% | 14 Aug, 2026 |
| 3 | Michael Andrew Kumin | Director | 263,753 | 0 | 263,753 | 11.4% | 06 Mar, 2026 |
| 4 | Steve Oblak | Chief Commercial Officer | 244,587 | 0 | 244,587 | 10.6% | 19 Sep, 2023 |
| 5 | Fiona Tan | Chief Technology Officer | 25,280 | 211,698 | 236,978 | 10.3% | 06 Jul, 2026 |
| 6 | Thomas Netzer | Chief Operating Officer | 171,790 | 0 | 171,790 | 7.5% | 18 Dec, 2024 |
| 7 | Kate Gulliver | Cfo And Chief Admin Officer | 171,190 | 0 | 171,190 | 7.4% | 06 Jul, 2026 |
| 8 | Michael W. Choe | Director | 161,623 | 0 | 161,623 | 7.0% | 19 May, 2023 |
| 9 | Jon Blotner | Pres., Commercial Operations | 117,344 | 0 | 117,344 | 5.1% | 06 Jul, 2026 |
| 10 | Michael D Fleisher | Chief Financial Officer | 74,797 | 0 | 74,797 | 3.2% | 18 Oct, 2022 |
| 11 | Jeffrey G Naylor | Director | 33,052 | 0 | 33,052 | 1.4% | 06 Mar, 2026 |
| 12 | James R. Miller | Chief Technology Officer | 32,082 | 0 | 32,082 | 1.4% | 02 Feb, 2022 |
| 13 | Michael E Sneed | Director | 24,543 | 0 | 24,543 | 1.1% | 14 Nov, 2025 |
| 14 | Jeremy King | Director | 19,965 | 0 | 19,965 | 0.9% | 14 Aug, 2026 |
| 15 | Anke Schaferkordt | Director | 14,689 | 0 | 14,689 | 0.6% | 05 May, 2025 |
| 16 | Diana Frost | Director | 8,304 | 0 | 8,304 | 0.4% | 06 Mar, 2026 |
| 17 | Andrea Jung | Director | 7,154 | 0 | 7,154 | 0.3% | 14 Aug, 2026 |
| 18 | Iii Harry A Lawton | Director | 2,261 | 0 | 2,261 | 0.1% | 14 Nov, 2025 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 12 Aug, 2026 | Niraj Shah | Chief Executive Officer | Disposed S | 9,025 | $101.98 | $920.37K | 420,112 | Direct |
| 12 Aug, 2026 | Steven Conine | Director | Disposed S | 8,724 | $101.98 | $889.67K | 420,349 | Direct |
| 12 Aug, 2026 | Andrea Jung | Director | Acquired A | 2,422 | $0.00 | $0 | 7,154 | Direct |
| 12 Aug, 2026 | Jeremy King | Director | Acquired A | 2,422 | $0.00 | $0 | 19,965 | Direct |
| 12 Aug, 2026 | Steven Conine | Director | Disposed S | 25,249 | $102.89 | $2.60Mn | 395,100 | Direct |
| 12 Aug, 2026 | Niraj Shah | Chief Executive Officer | Disposed S | 23,259 | $102.87 | $2.39Mn | 396,853 | Direct |
| 12 Aug, 2026 | Niraj Shah | Chief Executive Officer | Disposed S | 25,137 | $103.71 | $2.61Mn | 371,716 | Direct |
| 12 Aug, 2026 | Steven Conine | Director | Disposed S | 23,604 | $103.72 | $2.45Mn | 371,496 | Direct |
| 12 Aug, 2026 | Niraj Shah | Chief Executive Officer | Disposed S | 11,524 | $104.68 | $1.21Mn | 360,192 | Direct |
| 12 Aug, 2026 | Steven Conine | Director | Disposed S | 11,248 | $104.69 | $1.18Mn | 360,248 | Direct |
| 12 Aug, 2026 | Niraj Shah | Chief Executive Officer | Disposed S | 55 | $105.43 | $5.80K | 360,137 | Direct |
| 12 Aug, 2026 | Steven Conine | Director | Disposed S | 175 | $105.42 | $18.45K | 360,073 | Direct |
| 01 Jul, 2026 | Fiona Tan | Chief Technology Officer | Acquired M | 1,198 | $0.00 | $0 | 12,564 | Direct |
| 01 Jul, 2026 | Kate Gulliver | Cfo And Chief Admin Officer | Acquired M | 392 | $0.00 | $0 | 159,463 | Direct |
| 01 Jul, 2026 | Jon Blotner | Pres., Commercial Operations | Acquired M | 326 | $0.00 | $0 | 111,484 | Direct |
| 01 Jul, 2026 | Kate Gulliver | Cfo And Chief Admin Officer | Acquired M | 218 | $0.00 | $0 | 159,681 | Direct |
| 01 Jul, 2026 | Fiona Tan | Chief Technology Officer | Acquired M | 27,073 | $0.00 | $0 | 39,637 | Direct |
| 01 Jul, 2026 | Jon Blotner | Pres., Commercial Operations | Acquired M | 182 | $0.00 | $0 | 111,666 | Direct |
| 01 Jul, 2026 | Jon Blotner | Pres., Commercial Operations | Acquired M | 22,942 | $0.00 | $0 | 134,608 | Direct |
| 01 Jul, 2026 | Fiona Tan | Chief Technology Officer | Disposed F | 14,357 | $95.14 | $1.37Mn | 25,280 | Direct |