Q2-Q3 2026 OKRs — Team Edition
Internal — Team Edition  ·  Q2 + Q3 2026 OKRs  ·  Last updated May 14, 2026
Combined Quarterly OKRs · May 13 – Sept 30, 2026

What we're building this quarter

Window: 139 days · May 13 – Sept 30, 2026
Owner of the OKR set: Nicholas Levenstein
Framework: Doerr's Measure What Matters  ·  Facilitator: Oscar OKR

What this document is. This is the team's shared plan across our three ventures for the next 139 days. Three Objectives — one per project — and 19 Key Results that, together, define what winning looks like on Sept 30. Updated May 14, 2026: Paul Aidoo formally added as NA territory owner under Objective 2; Find-Your-Own-Child service track (Track B) added to Objective 3.

How we'll work together. Every KR has an owner. Every KR has a number, a date, or a binary done/not-done outcome. We score honestly every two weeks and adjust monthly. KRs are written as stretch goals — hitting 60-70% is a real win.

If you're new to OKRs: there's a glossary and FAQ at the bottom of this page. Read those first.

The Three Objectives at a Glance

Levenstein.net

Build a disciplined fundraising machine that converts our network — and family offices — into committed capital. NA territory delegated to Paul Aidoo.

Indo Jack Coffee

Build a self-sustaining DTC coffee business with a repeatable subscription engine.

Bring Leon Home

Re-establish contact with Leon (Track A) — and turn our agentic-search methodology into a paid service for other parents in cross-border family separation (Track B).
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Objective 1 — Indo Jack Coffee

Build a self-sustaining DTC coffee business with a repeatable subscription engine.

"By Sept 30, Indo Jack proves the DTC + subscription model works — we sell coffee while we sleep."

Why it matters for the team: Subscriptions are the compounding asset of a DTC coffee brand. Every recurring customer we earn this quarter pays dividends every month afterward. This is the quarter we move from "we sell coffee" to "we have a coffee business."
  • KR 1.1 — RevenueTarget: $50,000  |  Win zone: $30K – $35K

    Generate $50,000 in combined Q2 + Q3 DTC and subscription revenue (May 13 – Sept 30). Measured weekly from Shopify and payment processor.

    Outcome KROwner: Gabriella
  • KR 1.2 — SubscribersTarget: 100 active recurring subscribers

    Reach 100 active recurring subscribers by Sept 30. The compounding asset.

    Outcome KROwner: Gabriella
  • KR 1.3 — RetentionTarget: 30%+ repeat-purchase rate

    Achieve a 30% repeat-purchase rate within 60 days of first order — our leading indicator of product-market fit.

    Quality KROwner: Gabriella
  • KR 1.4 — AudienceTarget: 2,500 email subs  |  25%+ open rate

    Grow the email list to 2,500 qualified subscribers with a 25%+ open rate. The marketing engine that backstops every other KR.

    Input KROwner: Gabriella
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Objective 2 — Levenstein.net

Build a disciplined fundraising machine that converts personal-network professionals AND family offices into committed capital.

"By Sept 30, we stop fundraising by accident and start fundraising by system — and the pipeline is bigger than the fund itself."

Why it matters for the team: Our current AUM is ~$1.15M. The capital we raise this quarter — into CMFDH-II and the new Shadow Edge fund — determines what we can build, who we can hire, and how we show up at FII Riyadh in October. The two funds are different animals, segregated by horizon: CMFDH-II is a quarterly subscription, BTC-options income strategy; Shadow Edge is daily liquidity, prediction-market edges — investors can subscribe to one, the other, or both. Two autonomous trading systems (visible at CMFDH-II status and ShadowEdge EdgeTracker) are the credibility anchor we bring to every meeting. The conference calendar (Coinfest Asia in August, Token2049 in September) is how we overcome geographic isolation in Bali — every meeting at those events is a multiplier.

Territory split (new, May 2026): Paul Aidoo — already an existing CMFDH-II investor and the public Americas/Europe booking contact on levenstein.net/#book — now formally owns the North America capital-raise track. This develops fund-raising leadership beyond a single founder, makes use of Paul's existing NA network and accountant credibility, and gives him direct exposure to the fund-raising machinery he'll later use for his own fund. Nicholas continues to own the EMEA / APAC / Family Office tracks and the overall $4M target.
  • KR 2.1 — CommitmentsTarget: $4,000,000  |  Win zone: $1.2M – $2M closed

    Close $4M in new investor commitments by Sept 30, blended across CMFDH-II and the new Shadow Edge fund. Because the major conference vehicles (Token2049, FII Riyadh) skew to the edge of and just past Sept 30, the realistic in-window win zone is $1.2–2M closed, with the balance committed/papered for Q4 close-out. Of the $4M target, $500K is carved out to Paul Aidoo for North America (see KR 2.8); Nicholas owns the remaining $3.5M across EMEA / APAC / Family Offices.

    Moonshot KROwner: Nicholas (overall) + Paul (NA carve-out)
  • KR 2.2 — PipelineTarget: 100 tracked qualified prospects

    Build a CRM-tracked pipeline of 100 qualified prospects — every entry has name, source, stage, ticket size, next action, and owner. This is the foundational KR. Nothing else in this objective is real until this exists. Stand up by end of May.

    Foundation KROwner: Nicholas
  • KR 2.3 — Conference OffensiveTarget: 45+ meetings across 3 events

    Execute the conference strategy: 20+ qualified investor meetings at Coinfest Asia (Bali, Aug); 15+ pre-scheduled meetings at Token2049 Singapore; 10+ FII Riyadh meetings pre-booked by Sept 30 so the Q4 close motion is already loaded.

    Input KROwner: Nicholas
  • KR 2.4 — Warm ProspectsTarget: 2 closes from 4 named

    Drive the four named warm prospects to a clear yes/no decision by Sept 30. Minimum 2 closes. Names tracked in the internal pipeline; no more "committed but not closed" purgatory. Paul Aidoo is a named prospect on this list AND is also now a co-owner — he runs the NA-resident portion of these conversations (e.g. Paul Janowitz).

    Outcome KROwner: Nicholas + Paul (NA names)
  • KR 2.5 — Family OfficesTarget: 8 conversations2 closes at $250K+

    Open structured conversations with 8 family offices and convert 2 to committed capital at $250K+ ticket size. The unlock KR — average ticket size in our existing network is ~$50K, so reaching the $4M target requires bigger checks from family offices. Paul Aidoo contributes ≥3 NA family-office introductions from his accounting/CMFDH-II network.

    Unlock KROwner: Nicholas + Paul (3 NA intros)
  • KR 2.6 — Trading Systems LiveTarget: Both systems live with operating history  |  30+ meetings use them

    Two segregated systems, two different deadlines: (a) Shadow Edge (daily product) — executing live orders on Polymarket via Aneep's V1 script on real (small) capital by June 15, generating ≥30 days of operating history before the July 15 fund launch; (b) CMFDH-II (quarterly product) — status page moved from the May 7 static snapshot to the live Deribit websocket feed by Aug 1; (c) both systems publicly visible with live PnL by Coinfest opening day; (d) used as the credibility anchor in 30+ of the 45+ conference meetings (KR 2.3). The systems are the proof. Without them, the pitch is theory.

    Product KROwner: Aneep Tandel
  • KR 2.7 — Shadow Edge Fund LaunchTarget: FUND LAUNCH by July 15

    Launch Shadow Edge as a real, investable parallel fund alongside CMFDH-II — fund must be able to accept capital by July 15: (a) legal entity and fund structure complete by July 1; (b) distinct fund deck and one-pager — leading with the CMFDH-I track record (8.9× hypothetical $1M from 2019 to Q1 2026, net of fees) — by July 1; (c) subscription docs and investor onboarding flow live on levenstein.net by July 15 — the hard launch date; (d) first 1 Shadow Edge committed investor by Aug 31 (during Coinfest); (e) at least 2 Shadow Edge committed investors by Sept 30, separate from CMFDH-II commitments.

    Foundation KROwner: Aneep Tandel
  • KR 2.8 — North America Territory (Paul)Target: $500K NA commitments  |  Win zone: $200K – $300K

    Paul Aidoo, as our designated Americas / Europe accounting advisor and CMFDH-II investor, owns the North America capital-raise track end-to-end this quarter: (a) take 12–15 inbound briefing calls via his existing Calendly at levenstein.net/#book, qualified and pre-briefed by Nicholas 24h in advance; (b) deliver ≥3 NA family-office warm introductions from his accounting network (rolls into KR 2.5); (c) close $500K of the $4M stretch target from NA-resident investors; (d) co-present at 1 NA virtual investor briefing (Zoom webinar) by Aug 31; (e) own NA pipeline entries in the shared CRM (KR 2.2). Designed to fit ~4–6 hrs/week around Paul's primary accounting role. Nicholas handles all prospecting, call prep, and post-call follow-up so Paul's time is concentrated in the high-value moments: meetings and intros.

    Outcome KROwner: Paul Aidoo
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Objective 3 — Bring Leon Home

Re-establish a channel of love and contact between Leon and his father.

"By Sept 30, Leon hears from his dad — directly, verifiably, and through a path that doesn't endanger him."

Why it matters for the team: This is the most personal of our three objectives, and it requires the most careful judgment. Every action on this track is evaluated against a single question: does this make contact with Leon more likely or less likely? Public-facing work supports the contact track — never compromises it.

New in May 2026 — Track B (Find-Your-Own-Child Service): Nicholas has spent ~$100K on legal fees and Russia travel with no return. A Canadian father in a similar situation has spent ~$300K over 2 years. The same agentic-AI infrastructure we are building to find intermediaries for Leon (KR 3.2) is a vastly cheaper alternative to broken legal channels — and there are other parents who need it. We are launching a paid service that monetizes the methodology, not the misfortune: customers receive an autonomous-agent search for their missing child/relative across VK, OK.ru, Telegram, Facebook, Instagram, plus an auto-responder that triages first replies via email / WhatsApp / Telegram on their behalf. This is a separate revenue track, firewalled from Leon's contact track, run on a separate operational and ethical review.
Working principle for this objective — Track A (Leon): The contact track always wins ties against any awareness, advocacy, or service-revenue track. Any tactical action with potential to alert or harden the Russia situation must clear a 2-week tactical safety review before execution. Working principle — Track B (Service): No service customer's case can be discussed, demonstrated, or used as marketing material without written consent. Operators of the service apply the same do-no-harm test before any outreach to a third party on a customer's behalf.
  • KR 3.1 — Russian-language PresenceTarget: 1,000 organic followers geo-targeted

    Build a Russian-language social presence on the platforms Leon's circle uses (VK, Telegram, OK.ru). Reach 1,000 organic followers geo-targeted to his region by Sept 30.

    Input KROwner: Tatiana
  • KR 3.2 — IntermediariesTarget: 10 vetted, 5 contacted

    Identify 10 vetted potential intermediaries (Russian speakers near Leon's location — clergy, expat parents' networks, journalists, school-adjacent contacts) via agentic AI search across VK / OK.ru / Telegram and make first contact with at least 5. Primary outreach path now that the State Department / Scaramucci diplomatic channel is closed.

    Foundation KROwner: Tatiana
  • KR 3.3 — The MessageTarget: 1 verified delivery

    Successfully deliver one verified message to Leon by Sept 30 — confirmed received via a trusted intermediary. The all-in KR. The entire Objective hinges on this binary outcome.

    Moonshot KROwner: Tatiana
  • KR 3.4 — Awareness (Leverage Track)Target: 3 media mentions OR 5,000 signatures

    Generate measurable advocacy and awareness: 3 substantive media mentions OR 5,000 petition signatures. Subject to the working principle above — every action reviewed every 2 weeks for impact on the contact track.

    Leverage KR — safety-gatedOwner: Tatiana
  • KR 3.5 — Service Page Launch (Track B)Target: Live by July 31 with two tiers

    Launch a "Find Your Own Child" service section on bringleonhome.org by July 31: (a) service landing page with two tiers — $499 Standard Agent Search (autonomous 30-day search across VK, OK.ru, Telegram, Facebook, Instagram, plus auto-responder hookup) and $2,500 White-Glove (90-day search + intermediary identification + human-reviewed outreach scripts + 1:1 strategy calls); (b) intake form capturing case details, jurisdictions, consent disclaimers; (c) Stripe checkout live; (d) legal disclaimer + privacy policy reviewed by counsel (we are a software service, not a private investigator or law firm); (e) redesigned homepage with a clearly-separated "Help Other Parents" service section that doesn't displace Leon's primary appeal.

    Foundation KR — Track BOwner: Nicholas + Tatiana (legal review)
  • KR 3.6 — Service Revenue (Track B)Target: 50 inquiries  |  5 paying customers  |  $5K – $12K revenue

    By Sept 30: 50 qualified service inquiries from the intake form (lead KR), 5 paying customers across the two tiers (outcome KR), $5,000 – $12,000 in service revenue (range reflects mix of $499 and $2,500 tiers). At least 1 documented case of meaningful progress (a verified intermediary identified, a verified social-media account located, or a successful first message) — anonymized for marketing use only with written customer consent.

    Outcome KR — Track BOwner: Nicholas
  • KR 3.7 — Autonomous-Agent Reply System (Track B)Target: Live by Aug 31 across 3 channels

    Stand up the autonomous-agent reply infrastructure that customers buy access to: (a) agent monitors customer-provided VK / Telegram / WhatsApp / email accounts for replies to their initial outreach; (b) auto-triages incoming messages (junk vs. lead vs. emergency) and either drafts a reply for customer approval (Standard tier) or replies directly within pre-approved guardrails (White-Glove tier); (c) all auto-replies are logged, reversible, and human-reviewed within 24h; (d) live across email + WhatsApp + Telegram by Aug 31; (e) shares core search/agent codebase with the Leon-track work (KR 3.2) — engineering efficiency, but Leon's accounts and data are never co-mingled with customer accounts.

    Product KR — Track BOwner: Nicholas (eng) + Tatiana (review)
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Operating Cadence

Daily · Owner Check-in

Project owner and engineering lead huddle each working