# Current state
As of ~mid-August 2026, Trump has signed 274 Executive Orders since Jan 20, 2025 (Federal Register, cumulative through EO 14420), with roughly 29 months remaining until the Jan 20, 2029 close. To resolve YES ("Below 300"), fewer than 26 more EOs may be signed for the rest of the term (~<1/month) — far under the current run rate. The Kalshi market prices YES at 7.40%.
# Timeline of key events
- 2025-01-20: Trump inaugurated; signs EO 14148 rescinding 78 Biden EOs (confirmed, Wikipedia).
- 2025 (full year): Trump signs ~225 EOs in year 1 — highest first-year total since FDR (1933) — pace ~19/month (confirmed, Ballotpedia/Federal Register via claude_news).
- 2026-04-02: Ballotpedia snapshot shows 254 EOs, 59 memoranda, 136 proclamations signed to date (confirmed).
- 2026 (Jan–mid-Aug, ~7.5 months): 49 additional EOs signed (EO 14372–14420), pace slows to ~6–7/month (confirmed, Federal Register).
- 2026-Aug (latest data point): Cumulative total = 274 EOs (confirmed, federalregister.gov).
- 2026-07 to 2026-08: Courts repeatedly block/appeal a Trump EO on mail-in voting restrictions (confirmed litigation activity, GDELT) — illustrates judicial friction but has not visibly slowed overall EO signing volume.
# Event
Will Trump sign fewer than 300 Executive Orders during his full second term (Jan 20, 2025 – Jan 20, 2029)?
# Outcomes to forecast
- Yes (Below 300)
- No (300 or more)
# Kalshi market anchor
**Current YES price: 7.40%** (Below 300). 7-day change: -0.10%; 30-day change: -0.10% — essentially flat/stable. Average daily volume: 255 contracts. Price range over last 6 data points: 7.40%–8.30% (slight downward drift). This is a low-volume, low-conviction market pricing YES as a small-probability tail outcome.
# Sub-question answers
1. **Cumulative EO count / date**: 274 EOs signed as of ~mid-August 2026 (through EO 14420), per Federal Register/claude_news. Ballotpedia showed 254 as of 2026-04-02.
2. **Monthly pace, Year 1 vs recent**: Year 1 (Jan 2025–Jan 2026) ≈ 225 EOs (~19/month, highest since FDR). 2026 YTD (Jan–mid-Aug) ≈ 49 EOs (~6–7/month) — a ~65% slowdown, but still ~6x the rate needed (<1/month) to land under 300.
3. **Historical year-1 share**: Trump term 1 was flat across years (~25%/yr, total 220). Biden front-loaded steeply (47.5% in yr1, then dropping sharply, total 162). Obama had mild decline (~26/23/23/26%, total 147). Bush II: 291 total (8 yrs); Clinton: 364 (8 yrs); Obama: 277 (8 yrs, per claude_news's alternate figure).
4. **Extrapolation/probability**: Code-execution modeling (Poisson/NB) with Y1≈200-225 gives P(<300) ≈ 0.00–0.06% under most decay assumptions; only an extreme Biden-style ~65-80% sustained collapse gets close to 300 (and even then often lands 316-421). Blended fair-probability estimate: ~3–7%.
5. **Other strike markets**: No detailed distribution data retrieved (kalshi_related returned only this same "Below 300" market plus unrelated Trump policy markets); series appears sparsely populated or other strikes weren't surfaced.
6. **Slowing/accelerating events**: Courts have blocked a mail-in voting EO (ongoing litigation, appeals to SCOTUS as of July-Aug 2026), showing judicial pushback exists, but no evidence this has reduced the pace of new EO issuance. No midterm-driven slowdown yet observed (midterms Nov 2026 still pending).
# Key facts (high-confidence, factual)
1. [federalregister.gov] 274 EOs signed cumulatively as of ~Aug 2026 (EO 14148–14420).
2. [federalregister.gov] 49 EOs signed in 2026 YTD (through mid-Aug).
3. [Ballotpedia] 254 EOs as of 2026-04-02.
4. [claude_news] Year-1 total ≈225-230 EOs, highest first-year count since FDR (568 in 1933).
5. [Wikipedia] Trump term-1 total: 220 EOs (2017-2021); Biden: 162 (2021-2025); Obama: 277 (2009-2017) per claude_news, though other Wikipedia figures cite different sub-totals.
# Cross-market signals
- Kalshi related: No other KXEOTRUMPTERM strike prices surfaced; other Trump-policy markets (manufacturing GDP share, spending cuts) show recent sharp price drops, suggesting general reassessment of Trump policy-execution markets but not directly informative here.
- Polymarket: No matching markets found.
- Sportsbook implied: N/A (not applicable to this event type).
# Analyst opinions and speculation
- claude_news assessment: "fewer than 300" appears very unlikely given need for <1 EO/month sustained for remainder of term.
- code_execution model: fair probability ~3-7%, reserving residual probability for tail scenarios (dramatic institutional/court-driven slowdown, or an unforeseen truncation of the term).
# Directional lean per outcome
- **Yes (Below 300)**: Requires an unprecedented, sustained collapse in EO issuance (from ~19/mo in 2025 to ~6-7/mo in 2026, would need to further fall to <1/mo for 29 months) — no current evidence supports this; only extreme historical analog (Biden-style decay) gets even close, and still typically overshoots 300. Weak support.
- **No (300+)**: Current cumulative count (274) plus even the reduced 2026 pace (~6-7/mo) implies ~300 will be crossed within 1-4 months from data date, with 2.5+ years still remaining. Strongly favored by trend, historical base rates, and quantitative modeling (P(<300)≈3-7%).
# Gaps / unknowns
- Exact current date of "now" for resolution purposes not pinned beyond "~mid-August 2026" inferred from news lookback.
- No visibility into other KXEOTRUMPTERM strike markets' pricing to cross-validate the implied distribution.
- No data on whether any structural event (court injunction freezing EO-issuing authority broadly, health/succession event, resignation) is anticipated that could truncate the term or halt issuance.
# Calibration anchors
- Kalshi current YES price: 7.40% (anchor).
- Precedent: Trump term-1 (220 total over 4 yrs) and Obama (277 over 8 yrs) show sub-300 4-year totals are achievable only at markedly slower paces than Trump's current second-term rate; Biden's 162 (4 yrs) is the closest analog for a steep decay pattern but still implies totals >300 when scaled to Trump's much higher Y1 base (~225).