2025 Taxes — Status & Push-the-Needle

Bottom line

2025 is on EXTENSION, prep not yet started. Personal 1040 extended to Oct 15, 2026; business return to Sept 15, 2026. CPA = Zell & Ettinger CPAs (Dena Fischer client-facing, Shoshana Lejtman prepares, Frumi Gindoff billing). The 2025 Organizer was sent Feb 5; you responded; extension filed. Nothing is "late" yet — you have ~4 months — but the gathering has stalled and there's one hard blocker.

THE MASTER BLOCKER — $9,750. Zell & Ettinger will not do any Passover Ventures (business) work until the $9,750 open balance is paid in full (Gindoff, Apr 12; fresh statement sent May 12, still unread). This gates the entire entity side. A separate personal-return payment plan already exists ($50 + bi-weekly $100s). Decision needed: pay/settle this, AND confirm whether you're collapsing Passover Ventures into the personal 1040 (you asked Dena to — she said she'd tell the preparer, but it was never confirmed accepted).

What's IN HAND (in the Taxes 2025 folder)

Doc	For
W-2 — Cheryl Schneck; W-2 — Libby Treitel	wages	HAVE
1095-C health coverage (Cheryl)	health	HAVE
1098 mortgage interest ×3 — 5th Third (primary), Shellpoint 9312, Shellpoint 9332	property	HAVE
1099-INT — 5th Third	interest	HAVE
Nationwide 401k activity	retirement	HAVE
Commodity-ETF K-1s ×4 — VIX, VIXY, UVIX, UNG	investments	HAVE

⚠️ Don't be fooled by the four "K1" PDFs. VIX/VIXY/UVIX/UNG are publicly-traded commodity/volatility ETFs that issue investment K-1s — they are NOT the Passover Ventures or Sommerset entity K-1s. Those entity K-1s do not exist yet (the 2025 partnership return isn't filed).

What's AVAILABLE ONLINE right now — just download & upload

These already exist (confirmed by email); they just aren't in the folder. Upload to the firm portal: securefirmportal.com/SecureSend/Send/47121.

Doc	Source	Seen
1099 Composite ×2 (two accounts)	Charles Schwab	Feb 11 + Feb 25	DOWNLOAD
2025 Brokerage 1099 ×2 (acct 0600 + 5692)	Fidelity	Feb 10	DOWNLOAD
2025 STR 1099 + Annual Report — 9312 & 9332	One Vacation Home (Camille Ricas)	Feb 2 (emailed, has attachment)	DOWNLOAD
1099 + 8949 (if account active in 2025)	Interactive Brokers	was a 2024 source	CONFIRM

What's MISSING — must be pulled or assembled

Doc	Where to get it
Shellpoint 2025 1098(s) — did NOT arrive by email (2024's did in Jan)	Shellpoint online portal (paperless)	PULL
Airbnb / OVH full earnings export 9312 + 9332 — no 1099-K issued (sub-threshold) but income is still reportable on Sch E	Airbnb host dashboard / OVH report	PULL
Rental expenses (repairs, cleaning, platform fees, insurance, supplies) for both STRs	compile from records / QuickBooks	COMPILE
2025 tzedakah receipts — none in folder, none in email (you itemize; ≥$250 needs the acknowledgment letter)	assemble from records / Tzedakah folder	COMPILE
2025 QuickBooks / books — bookkeeper (Booktied / Shimon Schreiber) shows no 2026 activity	confirm books are current for the preparer	CONFIRM
Property-tax records (primary + rentals)	county / mortgage escrow	PULL
Inbound 1099 from yeshiva engagement (you issued a W-9 via M. Edelstein Jan/Feb)	watch inbox	WATCH

Open questions for Dena (answerable now — unblock planning)

Confirm the extensions actually filed — personal 4868 (said "being filed" Apr 12, no saved confirmation) AND the Passover Ventures 1065 (Mar-15 deadline already passed — must be extended to Sep 15). Get written confirmation, save to the folder.
Pass-through decision — is the preparer accepting collapsing Passover Ventures activity into the personal 1040 (no separate entity return)? You requested it; never confirmed.
HSC LLC structure — disregarded vs S-Corp (determines whether an 1120-S was even due Mar 15).
589 Hook St tax treatment (business vs investment) — flagged on your own checklist.

Push-the-needle — do these in order

Settle the $9,750. Pay it or lock a payment plan with Gindoff. Nothing on the business side moves until this clears. (Read the May 12 statement first.)
Confirm both extensions in writing from Dena; drop the confirmations in Taxes 2025\.
Download the 5 docs already available (Schwab ×2, Fidelity ×2, OVH STR 1099) and upload to the firm portal. ~20 minutes, removes most of the income-doc gap.
Pull the Shellpoint 1098(s) from the servicer portal (won't come by email).
Pull both STR earnings exports + compile rental expenses — Schedule E can't be done without these; this is where deduction leakage happens.
Assemble 2025 tzedakah receipts — pure lost deduction if missing.
Confirm 2025 QuickBooks is current (Booktied looks inactive) — the preparer needs the books.
Resolve the 4 structural questions with Dena (above), then send the complete package and book the prep call.

Source trail
Local artifact: C:\Users\ztrei\OneDrive\2. Hook Street\05. 2026 BH\outputs\2026-06-07_23-57_audit_taxes-2025-status.html
Method: 2 parallel agents — (1) folder gap-analysis of 589 Life\Taxes\Taxes 2025 vs Taxes 2024; (2) email scan via the claude_ai_Gmail connector (covers sam@hookstreetcapital.com, ztreitel@gmail.com, zalmy@treitelventures.com, passoverventuresllc@gmail.com — the personal-only connector was invalid_grant, but the unified connector covered all mailboxes). Findings cross-confirmed.
Privacy: no SSNs / account numbers / dollar figures transcribed; docs referenced by type only. Repo private. CPA: Zell & Ettinger CPAs, Brooklyn NY.
Working dir: C:\Users\ztrei\OneDrive\2. Hook Street\05. 2026 BH · Commit at write: cc73540