36 Insider Sells, Zero Buys: Pinterest's Only Buyer Is Pinterest

CFO Julia Donnelly's last scheduled share sale landed on the SEC ledger on 25 September, five weeks before her exit, capping a year in which every reported insider transaction at Pinterest was a sale while the company itself spent $2 billion on its own stock.

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Vincent JiangVincent Jiang · 3 min read
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Pinterest's glass headquarters building at 505 Brannan Street in San Francisco under a dusk sky, bicycles parked along the street
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Pinterest's San Francisco headquarters at 505 Brannan Street. The company's only standing buyer of its own stock this year has been Pinterest itself, at an average $18.17 a share.

The sale was scheduled sixteen weeks before anyone knew she was leaving

On 24 September, with five weeks left in the job, Pinterest finance chief Julia Donnelly sold 29,548 shares at a weighted average of $18.61 and filed the Form 4 the next morning 1. The footnote matters more than the trade: the sale ran under a Rule 10b5-1 plan adopted on 7 May, sixteen weeks before the company announced her departure, filling at prices from $18.51 to $18.71. She keeps 751,921 shares, unvested units included 1.

Pinterest said on 28 August that Donnelly, hired from Wayfair in 2023, leaves on 30 October for a private early-stage company; the stock fell as much as 3.8% after hours, and Vikram Naidu, vice president of finance and business operations, becomes interim principal financial officer while an external search runs 23.

The one-way ledger

Her sale is one entry in a year of them. Donnelly has sold 111,465 shares over twelve months and bought none; across Pinterest, insiders filed 36 sales and zero purchases, much of it scheduled dispositions and tax withholding 4. Twelve months of Form 4s record exactly one kind of transaction at this company: a sale.

The only standing buyer is Pinterest itself. The company repurchased $2.02 billion of stock in the first half at an average $18.17, 44 cents below the CFO's sale price, alongside $980 million of new convertible notes and a $1.19 billion drop in cash and marketable securities since December 5. The pace is already fading: $78.6 million of that buyback landed in Q2 itself 5.

Growth walks out the door with her

Donnelly's tenure carries eleven consecutive quarters of double-digit revenue growth 2. Q2 revenue was $1.18 billion, up 18%, on a record 640 million monthly users, with $311 million of adjusted EBITDA against a $47 million GAAP loss 5. The Q3 guide is $1.19 to $1.21 billion, growth of 13 to 15 percent 5.

Pinterest's growth steps down just as the finance chief walks out

  • Revenue growth, % YoY
  • Estimate
12%14%16%18%20%Q3 '24Q1 '25Q3 '25Q1 '26Q3 '26E14%13–15%18.2%
Data
Revenue growth, % YoY
Q3 '2417.7%
Q4 '2417.6%
Q1 '2515.5%
Q2 '2516.9%
Q3 '2516.8%
Q4 '2514.3%
Q1 '2617.8%
Q2 '2618.2%
Q3 '26E (estimate)14% (13–15%)
Year-over-year revenue growth by quarter. Reported quarters from Pinterest's SEC filings via Sharadar; Q3 2026 is guidance, midpoint plotted with the 13–15% range dashed.6,5

Naidu inherits that step-down plus the deals of her tenure: a $4 billion AWS cloud commitment a CFO negotiates and a successor pays for 23, and the tvScientific acquisition, which took $447 million of cash and lifted goodwill from $100 million to $475 million 5.

Someone has to be right

The stock is down about a third this year, trading near 8.5 times forward earnings against a $29.05 Street target 7, and one fair-value model puts it at $49.31 4. The board's $18.17 buyback is a bet that twelve months of sellers are wrong. If it fails, the loser is specific: the shareholder who read a $2 billion repurchase as a floor while guidance stepped down to 13 to 15 percent and the CFO who negotiated the $4 billion AWS bill walked out.

Every reference price sits above the $18.17 the board paid

  • Share price
  • Estimate
$0$20$40$60Board buyback avgCFO plan sale avgStreet targetFair-value model$18.61$18.17
Data
Share price
Board buyback avg$18.17
CFO plan sale avg$18.61
Street target (estimate)$29.05
Fair-value model (estimate)$49.31
US dollars per share. Buyback average from Pinterest's second-quarter 2026 results; sale average from the Form 4 filed 25 September 2026; the Street target and the fair-value model are third-party projections, not traded prices.5,1,7,4

Two dates settle it. Every Form 4 filed before the 30 October departure lands on the same one-way ledger, and the Q3 report, unscheduled as of this week 8, will show in its 10-Q whether the only buyer of this stock kept buying at all.

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