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EdgarHawk

Tan Fiona

Chief Technology Officer

Officer
8 filings analyzed · 1 company · Latest 2026-01-15

Companies

Company Buys Sells Direction
Wayfair Inc. W 0 22 Net selling

Activity

January 2026
2026-01-15 Wayfair Inc. W
medium
Sell
9,000 shares
$1,071,000
Significance 5/10

CTO Tan Fiona sold 9,000 Wayfair shares at $119.00 (near 52-week high); recent prior sells at this ticker underperformed vs. cross-ticker record.

Tan Fiona sold 9,000 shares at $119.00, reducing holdings by 4.3% to 200,328 shares. The sale occurred at -0.7% from the 52-week high of $119.05, during a period of strong price appreciation (stock up 18.2% in 30 days and 43.7% in 90 days). However, her prior five trades at Wayfair show a divergent pattern: three recent sells in November and early October generated negative 30-day returns (-14.4%, -16.7%, -5.3%), while two earlier 2025 sales (April and August) produced positive 90-day returns of +65.4% and +41.8% respectively. Across all tickers, her cross-ticker track record shows a 76.47% well-timed rate on 20 prior sells, but at Wayfair specifically, only 0 of 2 measurable prior sales were well-timed at the 90-day mark. Fundamentally, the company generated $3.1B in quarterly revenue but posted a net loss of $99.0M and reported negative annual revenue growth of -1.3%, suggesting operational headwinds despite recent stock momentum.

November 2025
2025-11-12 Wayfair Inc. W
medium
Sell
5,441 shares
$601,715
Significance 4/10

CTO Tan Fiona sold 5,441 shares for $601,715 on 2025-11-10; stock near 52-week high, fundamentals weak

Tan Fiona sold 2 separate tranches totaling 5,441 shares for $601,715.00 at an average price of $110.59 on 2025-11-10, reducing her holdings by 2.5% to 209,328 shares. The stock is trading at $111.72, within 0.7% of its 52-week high of $112.50, following a sharp 46.6% surge over the past 30 days and a 41.3% gain over 90 days. At the ticker level, her prior 4 measurable sales at Wayfair show mixed outcomes: 3 of 4 generated positive 30- and 90-day returns (8.7%, 41.8%, 3.2%, 59.3%, 7.1%, 65.4%), while 1 of 4 resulted in a decline (-44.4%), yielding only a 25% well-timed rate at this specific security. Company fundamentals remain pressured: the latest quarter showed $3,117,000,000.00 in revenue offset by a net loss of $99,000,000.00, and annual revenue contracted 1.3%, with the firm unprofitable over the full fiscal year.

2025-11-07 Wayfair Inc. W
medium
Sell
6,347 shares
$638,127
Significance 5/10

CTO Tan Fiona sold 6,347 shares of Wayfair (W) at $100.54 on 2025-11-05; stock now at $106.88.

Tan Fiona (Chief Technology Officer) sold 6,347 shares at $100.54 on 2025-11-05, reducing her holdings by 2.9% to 214,769 shares. The current price of $106.88 is 5.9% above the transaction price, and the stock has gained 29.6% over the prior 30 days and 47.7% over 90 days—putting it at its 52-week high. Reviewing Tan's prior trades at Wayfair specifically, her timing has been mixed: 2 of 5 prior sells were well-timed (negative 90-day returns), while 3 saw the stock rise 30–65% in the 90 days following the sale. Against her cross-ticker track record of 20 prior sells with a 65.00% well-timed rate and a -6.0% average 90-day return, this current transaction occurred just as the stock reached peak valuations and momentum shifted sharply upward, suggesting the sale occurred at a moment of pronounced strength rather than ahead of any evident decline. The company itself remains unprofitable (net income $-99.0M), and annual revenue has contracted 1.3% year-over-year, providing limited fundamental support for the current valuation momentum.

August 2025
2025-08-05 Wayfair Inc. W
high
Sell
7,009 shares
$511,657
Significance 6/10

CTO Fiona Tan sold 7,009 shares of Wayfair at $73.00; stock near 52-week high after +142.0% in 90 days

Tan Fiona, CTO, sold 7,009 shares (7.0K shares) for $511,657.00 (511.7K) when the stock was at $73.00, which matches the current 52-week high of $73.68. The stock has surged +142.0% over the past 90 days and +29.7% over 30 days. At the same-ticker level, 3 of 5 prior Tan sells were well-timed at the 90-day mark (negative post-sale returns), while at the cross-ticker level her 90-day well-timed rate is 65.00%. However, her most recent same-ticker sells in April 2025 were poorly timed—the stock rose 7.1% and 3.2% over 30 days, then surged 65.4% and 59.3% over 90 days, directly contradicting her historical pattern. The fundamentals are mixed: revenue stands at $3,273,000,000.00 (3.3B) but the company was unprofitable over its most recent full fiscal year and annual revenue growth is negative at -1.3%. The sale occurs near the absolute top of the 52-week range on the back of extraordinary momentum, warranting attention to whether this represents a pivot away from the stock after underperformance of her April sales.

April 2025
2025-04-02 Wayfair Inc. W
high
Sell
23,835 shares
$760,725
Significance 5/10

CTO Tan Fiona sold 23.8K Wayfair shares (23,835 shares) for $760,724.85 on Apr 2, reducing holdings 17.7%

Tan Fiona executed two separate sales totaling 23,835 shares for $760,724.85 at prices of $31.43 and $32.63 on 2025-04-02, reducing her holdings from 134,963 to 111,128 shares (-17.7%). The transaction prices ($31.92 blended average) are below the current price of $33.72 and significantly below the 52-week high of $72.94. Wayfair is currently -53.8% from its 52-week high and the stock is down -7.9% over 30 days and -26.8% over 90 days. The company reported negative full-year net income of $-74,000,000 with flat-to-declining annual revenue growth (-1.3%), indicating structural profitability challenges. Among Tan Fiona's five prior trades at this ticker, the 2024-10-03 sale showed a -15.0% 90-day return (well-timed), but more recent January 2025 sales showed positive returns, suggesting mixed timing outcomes at this specific company.

January 2025
2025-01-07 Wayfair Inc. W
high
Sell
15,830 shares
$728,040
Significance 7/10

Wayfair CTO Tan Fiona sells 15,830 shares across 4 transactions for $728,039.69; prior sales at W were 100% well-timed with average 90-day declines.

Tan Fiona, Chief Technology Officer at Wayfair Inc., executed 4 separate sales totaling 15,830 shares for $728,039.69 on January 3 and 6, 2025, reducing her holdings by 15.1% to 89,000 shares post-transaction. Her timing pattern at this ticker is notable: across all 5 prior trades at W, every single sale proved well-timed at the 90-day mark, with prior sales posting average 90-day declines ranging from -15.0% to -21.9%. The current stock price of $46.04 is -36.9% from the 52-week high of $72.94 and down 14.0% over the trailing 30 days. Wayfair's fundamentals show a company that was unprofitable over its most recent full fiscal year with net income of $-74,000,000.00 and annual revenue contraction of -1.8%. The consistency of well-timed execution across all prior W sales—combined with the current sharp downward momentum and unprofitable state—suggests the insider recognizes material risk in the current valuation environment.

October 2024
2024-10-04 Wayfair Inc. W
high
Sell
10,179 shares
$530,855
Significance 6/10

CTO Tan Fiona sells 10,179 shares at avg $52.15 amid 30-day +33.2% rally; 3 of 3 prior W sales were well-timed.

Tan Fiona sold 10,179 shares in 2 separate transactions totaling $530,855.06 at a blended average price of $52.15, reducing her Wayfair holdings by 12.0%. The sale occurred amid a strong 30-day rally (+33.2%), yet the current price of $55.82 sits 23.5% below the 52-week high, leaving room for further downside. Notably, her prior ticker-specific trading history shows perfect timing discipline: all 3 measurable sales at W posted negative 90-day returns (ranging from -2.2% to -21.9%), meaning she consistently sold before declines. Against this backdrop of demonstrated stock-picking accuracy at this ticker, her current sale warrants tracking, though Wayfair's unprofitability (net income of $-42,000,000.00 on $3.1B in revenue) and negative revenue growth (-1.8% annually) provide fundamental context for elevated insider activity.

2024-10-03 Wayfair Inc. W
high
Sell
10,040 shares
$532,742
Significance 6/10

Wayfair CTO Tan Fiona sold 10,040 shares for $532,742.48 as stock trades 28.1% below 52-week high; company unprofitable

Tan Fiona, Chief Technology Officer of Wayfair Inc., executed 2 separate sales totaling 10,040 shares for $532,742.48 at an average price of $53.06 on 2024-10-02, reducing her holdings by 10.6% to 84,655 shares. The timing is notable: Wayfair's stock has surged 28.2% over the past 30 days but remains 28.1% below its 52-week high of $72.94, suggesting the insider capitalized on a recent bounce rather than selling at peak valuations. At the same-ticker level, Fiona's prior 3 measurable sell transactions were all well-timed at the 90-day mark (with 90-day returns of -3.6%, -2.2%, and +0.8%, meaning the stock declined following sales on 2024-04-03 and 2024-04-04), establishing a pattern of selling before subsequent downturns. The sale occurs against a backdrop of fundamental weakness: Wayfair reported a net loss of $42,000,000 in its latest quarter and negative annual revenue growth of -1.8%, creating legitimate context for executive stock dispositions.

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