Overview / Decision Briefs
Keystone Decision brief
No. 07 / 09

Extension: Paul Skenes

For
GM, ownership, medical staff
Decide by
Dec 1
Prepared
Oct 22, 2026
Data
Sep 27, 2026

The question

Should we offer Paul Skenes an extension before the CBA expires, and on what terms?

Recommendation

Confidence Low

Stage it. By mid-November: medical and biomechanics review of the four-seam velocity drop and the arm-angle change (the club's medical data; Keystone has none). If the cause is benign, offer up to $22.6M a year for 5 years before Dec 1, when the CBA expires. If not, go year to year and reopen if his four-seamer averages 97.5 mph or more by May 2027.

Decided together with “2027 starter hook and bullpen roles”; both read the same Winter Plan.

A judgment call: the gap between the market price and our walk-away is smaller than the price model's typical miss, and a velocity haircut flips it.

Staff response

Evidence

  1. Velocity: his four-seamer averaged 98.8 → 98.2 → 96.8 mph (2024–2025–2026), −2.0 mph since 2024, while his four-seam arm angle went 24° → 24° → 27°. Keystone has no medical or biomechanics data, so the cause is the club's call.
  2. Pitch Lab: Keystone Stuff 104 in 2026, −10 since 2025 (−11 on the held-out model), about 9.4 runs at stake; the Pitch Lab flags the drop.
  3. The deal zone at 5 years: comparable deals price him at $22.3M a year against a walk-away of $22.6M, a gap of $219K inside the price model's typical miss of $3.7M, so there is no reliable negotiating room.
  4. The walk-away is a range, $19.6M–$25.6M a year at 5 years; it moves most with attrition a year ($20.2M–$25.3M); arbitration salaries ($20.4M–$24.8M); $ per WAR ($21.2M–$25.6M).
  5. With a 5% cut to his projection for the velocity, the best length is 4 years and the deal loses $1.7M.
  6. Under the owners' proposed floor (longest deal 6 years): at face value 5 years gains $831K; if the floor money has no other use, 6 years gains $21.2M.
  7. Innings basis: the plan gives him 144 IP and 4.0 WAR in 2027; his own projection is 4.8 WAR over a full season. Losing him would cost the plan 3.5 wins.
  8. With options: 3 guaranteed years (2027–2029) plus club options for 2030–2031 at $22.3M (the plain 5-year deal's market AAV) raise our walk-away on the guaranteed years to $26.4M (plain 3 years: $14.9M against a $16.3M market price): the club pays the option years only if he is still healthy, worth $10.5M over guaranteeing them at the same price. What he would accept for this structure is unknown.
  9. The medical review is worth $236K–$660K on money at P(benign) 25%–75% (Keystone has no estimate of it): extending only on a benign finding gains $944K at 5 years, while a 5% velocity haircut would make the same deal lose $2.6M.
  10. Henry Davis caught 2,797 of Paul Skenes's 2,890 pitches in 2026 (97%); the plan's catchers caught 0 (Flores Jr.), 93 (Rodríguez), 0 (Berg), 0 (Bethancourt). The third-catcher call ends that pairing; it isn't counted in the wins.

Options considered

OptionUpsideDownside
4 years at up to $20.0MMarket $19.8M: $545K of surplusBuys fewer free-agent years
5 years at up to $22.6MRecommendedMarket $22.3M: $944K of surplusLong money on a pitcher whose velocity is down
6 years at up to $23.8MMarket $24.2M: −$1.8M of surplusLong money on a pitcher whose velocity is down
Go year to yearKeeps the arbitration discount; no long-term injury exposureHe can leave after 2029

Risks

  • A lockout from Dec 2 freezes talks with 40-man players (CBA knowledge, as in 2021–22); a new CBA can change every input here.
  • A UCL injury would turn a long deal deeply negative.
  • The walk-away rests on Keystone's arbitration path and $9.0M a win; the price model extrapolates above its largest comparable.
  • Not modelled: a qualifying offer or a trade in his last control year (2029): either would add value to going year to year, so the status quo would rise and the walk-away fall; Keystone doesn't price them.

What would change our mind

If the medical review finds a benign cause, move fast at up to $22.6M for 5 years; if not, reopen when his four-seamer averages 97.5 mph or more.

Notes and method

  1. Every length (market price vs walk-away): 3 yr $16.3M vs $14.9M; 4 yr $19.8M vs $20.0M; 5 yr $22.3M vs $22.6M; 6 yr $24.2M vs $23.8M; 7 yr $25.6M vs $24.3M; 8 yr $26.7M vs $24.4M.
  2. Arbitration path if he goes year to year (Keystone's model, wins-only): $7.0M, $14.0M, $26.0M; a higher path raises the walk-away.
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