VG Home Buyers LLC · Operations Knowledge Project

Interview Guide · Round 4

18 open questions across 6 respondents. Answers here close the remaining gaps in the VG operations documentation — enabling accurate workflow diagrams, complete process playbooks, and a reliable AP system map.

Purpose · Gap Closure
Status · Draft 4
Date · May 7, 2026
Source · gaps.md
Questions
18
P0 · Critical
6
P1 · Unblock
5
P2 · Polish
7
Respondents
6
Gap-heavy
All Streams
+ Stream 04
How to use this guide

Each section is written for a specific person. Share only their section — or send the whole guide if context helps. Every question includes why we're asking so respondents can answer in the right direction, and a format hint so they know what "done" looks like.

P0 questions are blockers — workflow diagrams and system maps can't be finalized until these are answered. P1 questions unblock detail-level documentation. P2 questions add polish and catch edge cases but are non-urgent.

Priority Key —
P0 Blocks diagram / playbook drafting
P1 Unblocks detail-level docs
P2 Polish & edge cases — non-urgent
§ 01 · Respondent

Owner — Shlomo

§ 01 Owner
Shlomo

Questions only Shlomo can answer — strategic decisions, channel inventory, team composition, and cross-cutting policy questions. Covers 8 open gaps including all four P0 "All Streams" blockers.

Q03 P0
What are all the WhatsApp groups and communication channels VG uses?
Why we're asking

The channel inventory is foundational to documenting how documents move through the organization. Every workflow diagram that shows a "received via WhatsApp" step needs to name the specific group. Without this list, diagrams will be incomplete or wrong, and onboarding new staff will be inconsistent.

List each group name, who is in it, and what type of items flow through it (invoices, receipts, photos, decisions, etc.). A screenshot of your WhatsApp group list works.
Q04 P0
Who else touches VG workflows beyond the core team already documented?
Why we're asking

The roster currently captures: Shlomo, Andrew, Hector, JJ, Jenn, Mark, Ritchie, Michelle, Edmar, Elmie, Jao, Kim. Any additional people — lenders, title agents, inspectors, recurring subs — need to be accounted for in the workflow map so no step is attributed to a ghost role.

Walk through each stream (money-out, receipts, records, ops data) and name anyone who handles documents even occasionally. "Brian" has appeared in notes — confirm his role and which workflows he touches.
Q05 P0
Which stream should we diagram first, and who is the primary audience for the diagrams?
Why we're asking

We have four streams (money-out triggers, money-out proofs, records, ops data). Diagramming all four simultaneously fragments attention. Knowing which one Shlomo cares most about — and whether these diagrams are for internal onboarding, the accounting team, or external review — shapes the level of detail and the visual format.

Pick one stream to prioritize (doesn't have to be the most complex). Name the audience: "for Edmar to train replacements," "for Shlomo to review AP health," etc.
Q07 P2
Who covers for each of the four routers when they're unavailable?
Why we're asking

The four routers (Mark, Jenn, Ritchie, and Andrew) are single points of failure. If any one of them is out sick or traveling, documents could pile up or get lost. The playbook needs to document a named backup for each role so the system doesn't stall.

For each person, name who steps in and whether there's a different process when they do (e.g., "Ritchie's items go directly to Edmar" or "Mark's Dropbox filing waits until he's back").
Q29 P2
How long does VG keep each type of document, and what triggers deletion or archiving?
Why we're asking

As Dropbox and QuickBooks accumulate records across multiple properties, there's no documented retention policy. This matters for compliance, cost (Dropbox storage), and clean handoffs when properties close. Knowing the rules now prevents a messy cleanup later.

Think by document type: invoices, receipts, permits, contracts, photos, QB records. Any legal or tax minimums you're aware of? A rough rule ("keep everything for 7 years") is enough to start.
Q-NEW-5 P2
Are there any automated alerts or notifications when a document moves between stages?
Why we're asking

Currently, the workflow docs assume all stage transitions happen through manual action (someone checks the VPT, someone sends a message). If any step triggers an automatic notification — a Zapier automation, a Google Sheets alert, a calendar reminder — those should be documented so the diagram is accurate.

Think about any automated emails, WhatsApp bot messages, or Google Sheets triggers you've set up or know about. "None" is a perfectly valid answer and still useful.
Q-NEW-2 P2
What happens when a router can't classify a document and Mark's escalation path doesn't resolve it?
Why we're asking

The documented escalation is: router → Ritchie → Shlomo. But the playbook needs a final answer: when does Shlomo make the call, and what does he do with truly unrecognizable items (wrong party, misdirected, junk)? This ensures the "unclassifiable" path is fully closed.

Describe a real example if one has occurred. Focus on what happens to the physical/digital document — is it held, discarded, returned to sender?
Q-NEW-4 P2
How does VG extract financial data for year-end taxes, and who leads that process?
Why we're asking

The AP and accounting workflows feed into year-end reporting, but the tax extraction process itself is undocumented. Understanding who pulls QB reports, whether a CPA is involved, and what format the data needs to be in helps complete the "what happens after Elmie reconciles" picture.

Walk through what happened last tax season: who was involved, what systems were used, what was exported or printed, and what the CPA or accountant received.
§ 02 · Respondent

Owner + Edmar

§ 02 Owner + Edmar
ShlomoEdmar

Best answered jointly — requires Edmar's hands-on system knowledge plus Shlomo's confirmation of what's officially in use.

Q02 P0
What is the complete inventory of tools and systems VG actively uses today?
Why we're asking

The tools-systems documentation currently covers: QB Online, Dropbox, VPT (Google Sheets), Admin Junkie (WhatsApp group), Edmar's Receipts App (Port 3333), MET (bit.ly/40rgGpJ), and the JJ Allocation GSheet. But Edmar's day-to-day likely includes additional tools — bank portals, bill-pay systems, QB add-ons — that aren't yet captured. A complete inventory ensures every step in every workflow diagram points to a real tool.

Edmar: list every website, app, or sheet you open during a typical week. Shlomo: confirm which of these VG actively pays for or officially uses. Anything you've retired recently is also worth noting.
§ 03 · Respondent

Jenn

§ 03 Jenn
Jenn

Three questions remain with Jenn — two partially answered P0 blockers about classification logic, and one P1 about RTS criteria. Ritchie's interview provided partial answers; these questions close the remaining gaps.

Q12 P0
What is your full decision logic for classifying items before they go to Admin Junkie?
Why we're asking

We know three routing rules from Ritchie's interview: (1) Andrew/Shlomo/Brian reimbursements → Admin Junkie directly; (2) Jenn reviews Andrew's "Docs to File" items for completeness before forwarding; (3) Hector/JJ bulk receipts go to their property WA group, not Admin Junkie. But the full classification decision tree — how Jenn decides what goes where, in what order, and what edge cases she handles — is still incomplete.

Partial answer on file (from Ritchie, 2026-05-04)
Three routing rules documented. Full decision logic and edge cases still open.
Walk through the last week of items you classified. What were the categories? Were there any items that gave you pause? Screenshot of your inbox or Admin Junkie feed would help.
Q13 P0
Beyond checking property and amount, what else do you add or change when you classify an item?
Why we're asking

The documented step is: Jenn checks completeness (property present? amount present?) and forwards to Admin Junkie. But classification likely involves adding tags, cost codes, WO references, or notes. Knowing what Jenn adds during this step determines what arrives at Edmar's inbox with full context vs. requiring follow-up.

Partial answer on file (from Ritchie, 2026-05-04)
Completeness check (property + amount) confirmed. Tagging mechanics and any additional enrichment still open.
Think of a specific item you processed recently. Walk through exactly what you added to it before forwarding — any labels, notes, cost code guesses, or flags.
Q14 P1
What are your criteria for flagging an item as "Return to Sender" — with real examples?
Why we're asking

The "RTS" status appears in the workflow but the triggers are undocumented. Knowing what makes Jenn send something back — missing property, unrecognizable vendor, duplicate submission, wrong format — lets us accurately diagram the Stage 03 exception path and helps train any backup for Jenn's role.

Give 2–3 real examples of items you've sent back. For each: what was wrong, who you sent it back to, and what you expected them to fix before resubmitting.
§ 04 · Respondent

Edmar

§ 04 Edmar
Edmar

Three P1 questions about what happens after documents reach Edmar — blocked bills, credit card vs. bank differences, and the path from Dropbox to QB for general expenses.

Q20 P1
What happens when a vendor bill is blocked — can't be approved or paid as submitted?
Why we're asking

The documented workflow shows bills flowing from Andrew's approval to Michelle's payment prep to Shlomo's authorization. But a blocked bill — disputed amount, missing WO code, duplicate entry, vendor dispute — needs a separate path. Without documenting this, the exception will be handled differently every time, creating QB inconsistencies.

Walk through the last blocked bill you encountered: how did you flag it, who did you contact, what happened in QB while it was on hold, and how did it eventually resolve?
Q23 P1
How does the reconciliation process differ between credit card payments and bank (check/ACH) payments?
Why we're asking

Stream 02 (money-out proofs) documents how payment screenshots flow from Shlomo to Elmie. But the reconciliation mechanics likely differ: credit card statements arrive monthly and require matching against individual charges, while bank payments are matched transaction-by-transaction. Elmie confirmed the CC sub-flow but Edmar's side of that process — how QB Bills are matched to CC charges — is still undocumented.

Walk through a credit card reconciliation from last month: which QB account, how you match charges, what the statement format looks like, and how you handle a charge that doesn't match a Bill.
Q-NEW-21 P1
After Mark files a general vendor receipt in Dropbox, what triggers you to enter it in QuickBooks?
Why we're asking

The pathways for labor bills and reimbursement receipts to reach QB are fully documented. General vendor expense receipts (materials, supplies, small purchases) are less clear: once Mark files them in Dropbox, something must trigger Edmar to find and enter them. Without that trigger, receipts could sit in Dropbox indefinitely. Ritchie's guess was "the weekly AP run," but that needs confirmation.

Describe your process for general expenses that aren't invoice-based: do you check a specific Dropbox folder on a schedule? Does someone send you a list? Do you see them in the MET or VPT? A specific example helps most.
§ 05 · Respondent

Shlomo or JJ

§ 05 Shlomo / JJ
ShlomoJJ

One question about JJ's private supervision fee — surfaced by Elmie and flagged as intentionally off the standard VPT path. Either Shlomo or JJ can answer this.

Q-NEW-22 P1
What is JJ's personal supervision fee structure, how often is it paid, and how is it recorded?
Why we're asking

Elmie confirmed that JJ's crew billing (J&M labor) flows through the standard VPT path. But JJ's personal GC supervision fee bypasses VPT and is paid privately by Shlomo. Without documenting this, the AP system map shows a financial outflow with no record path — which creates a blind spot for any accounting review or audit.

⚠ Confirmed unknown — Ritchie 2026-05-07
Ritchie does not know the fee structure. JJ sends hours; Shlomo pays him. Ritchie's quote: "Like an ATM — as long as he gives us the right pin number, we just spit out money." No formal structure known to admin team. Must go to Shlomo or JJ directly.
Fee structure (hourly, daily, per-project, flat?), frequency, how Shlomo initiates the payment (check, Zelle, ACH?), what QB account it hits if any, and whether any written record exists (even informal).
§ 06 · Respondent

Design & Construction Team

§ 06 Design + PM
ShlomoAndrew

Two P2 questions about the design-to-construction handoff — how properties flow through IHA and what the P0→P1 handoff requires.

Q-NEW-17 P2
How are properties assigned to Jao vs Kim, and how is the design phase tracked across multiple active properties?
Why we're asking

The IHA design workflow (Jao and Kim producing architectural plans) is undocumented. Without knowing the assignment logic, version control for plan files, and the Dropbox naming convention for IHA deliverables, the design → permitting → construction handoff diagram can't be completed.

⚠ Partially answered 2026-05-07 (Ritchie)
Assignment is by deliverable type, not by property. Jao = all cabinet work (built-ins) + shower elevations. Two stages: (1) top-view cabinet layout for Garfinkel during architectural drafting; (2) full cabinet plans (elevation, hardware + material takeoffs) after plans finalized. Kim = permit takeoffs, electrical plans, roofing/siding/door/door-hardware/light-fixture takeoffs, quote comparisons. Naming convention: YYYY.MM.DD_[Property]_[location]_[division#]_[stage]. Drawing stages: Design Intent (from plans) vs Drywall Confirmation (on-site). Statuses: pending review → approved → material list pending → approved for printing.
Still needed: full Dropbox folder structure for IHA files; version tracking system detail. Best answered by Jao or Shlomo.
Q-NEW-18 P2
What should the P0→P1 Handoff Checklist cover — what must be confirmed before construction begins?
Why we're asking

An architect template referenced a "P0/P1 Handoff Checklist" that doesn't yet exist as a VG document. Creating this document formalizes the gate between design/permitting and construction start — ensuring permits are pulled, IHA plans are in Dropbox, scope is locked, vendors are assigned, and pre-approved budget is signed before Andrew starts scheduling crews.

⚠ Partially answered 2026-05-07 (Ritchie)
Ritchie confirmed candidate items: scope locked, plans finalized, vendors assigned. Known bottleneck: Andrew + Shlomo are the review gate and often don't have bandwidth to review IHA work promptly — this delay is recurring. IHA drawing status system now confirmed (see Q-NEW-17 above). Still needed: Andrew/Shlomo to define the full checklist and sign off on minimum requirements before construction start.
Andrew: what would you want confirmed before you start Phase 1? Shlomo: what's the minimum you need to feel the transition is clean? Any past cases where construction started before something was ready?
The Shortcut — Four Walkthroughs That Close the Most
If scheduling individual interviews isn't feasible, these four 20–30 minute walkthroughs each close multiple gaps at once. Prioritized by P0 impact.
§ 07 · Reference

What Each Section Unblocks

§ 07 Unblocks
Respondent Questions What Becomes Possible
Owner (Shlomo) Q03 Q04 Q05 All-streams workflow diagram can be drafted. Channel inventory and team roster are foundational to every other diagram — nothing can be finalized until these are answered.
Owner + Edmar Q02 Complete tools-systems index. Every workflow step can reference the real tool it uses, not a placeholder.
Jenn Q12 Q13 Q14 Stage 03 (classification) diagram fully drafted. Admin Junkie routing logic documented. RTS exception path closed. Jenn's role can be fully handed off or trained.
Edmar Q20 Q23 Q-NEW-21 Full AP system map completed. Blocked-bill exception path, CC reconciliation sub-flow, and general receipt pipeline all documented in QB entry playbook.
Shlomo / JJ Q-NEW-22 AP system map has no unexplained outflows. JJ supervision fee is either documented in QB or confirmed as intentionally off-books.
Design + PM Team Q-NEW-17 Q-NEW-18 Design-to-construction handoff diagram completed. P0→P1 handoff checklist created as a new VG operational document.
Owner (P2 polish) Q07 Q29 Q-NEW-5 Q-NEW-2 Q-NEW-4 Backup role coverage, retention policy, automation inventory, escalation edge cases, and year-end tax process documented. Playbooks become fully self-sufficient.