Kairotech Holdings, Inc.
1. The Company
Kairotech Holdings, Inc. is a Delaware C-Corp (incorporated June 10, 2026) that operates three entities.
Adele Harrington (CDO) — account development & sales growth | Opportunity pipeline sits across all three leaders
UNCS is one company with two sides: sourcing (buyers find and qualify vendor product) and sales (account managers sell to retailers). DIVA sits over everything — touching the full pipeline from sourcing through sales — split into buy-side (Jerry + Chris) and sell-side (Adele + Chris). Jerry manages the buying team directly as Interim Director of Purchasing during the H2 pilot. Adele focuses on account development, sales growth, and opportunity pipeline tracking. Matt runs the sales team day-to-day. Pixel is going live as AI relationship intelligence under Jerry.
This is a pilot running through December 31, 2026. Reporting lines are unchanged — Jerry and Adele both report to Brett as CEO. This is a reallocation of time and focus, not a change in authority or org structure. The purpose is to test how buying/DIVA/selling actually splits in practice, so the permanent VP Purchasing hire (targeted for January) is based on real evidence rather than a guess.
2. Leadership
| Name | Role | Entity | Mandate |
|---|---|---|---|
| Brett Rose | Chairman & CEO | Kairotech Holdings | Strategic oversight, capital, partnerships. CEO of all entities until seats filled. |
| Jerry Gutierrez | President + Interim Dir. of Purchasing | UNCS Sourcing + Pixel | Manages the buying team directly during H2 pilot. Owns DIVA buy-side with Chris. Leads Pixel. Retains visibility on opportunity pipeline — buying quality drives opportunity quality. |
| Adele Harrington | Chief Development Officer | UNCS (Account Dev + Sales Growth) | Primary time: account development and sales growth. Leads day-to-day opportunity pipeline tracking (AM interest through close/died). Owns DIVA sell-side with Chris. Daily Buyer Deal Check-in. Weekly DIVA check-in with Jerry & Chris. Delivers the present-state results. |
| Matthew Levine | Executive VP Sales | UNCS Sales | Runs the sales team day-to-day. 8 account managers, deal execution, coaching, forecasting. Retains full manager oversight of deals. Structured feedback loop into DIVA. |
| Chris Caputo | CTO / Head of DIVA | DIVA | Builds DIVA. Buy-side: works closely with Jerry (primary focus now). Sell-side: second priority. Builds whatever tracking tooling the opportunity pipeline needs. |
| VP Purchasing | January 2027 Decision | UNCS Sourcing | Gene's permanent replacement. The H2 pilot will reveal what shape this hire takes: (a) traditional buying VP, (b) dedicated opportunity manager (BI/BA-leaning), or (c) BI/BA hybrid — depending on how much buying is automated through DIVA. |
| Emma Avchen | Marketing & PM | DIVA + UNCS | Project management, marketing, cross-team coordination. Reports to Adele. |
| Juan Diego Hernandez | Product/Platform | DIVA + UNCS | DIVA platform improvements, UNCS systems. Reports to Chris Caputo. |
3. What Each Individual Owns
Jerry Gutierrez — President + Interim Dir. of Purchasing
- Buying: Manages the 7 buyers who reported to Gene — directly, day-to-day
- DIVA buy-side: Owns it with Chris — primary focus for Chris right now
- Pixel: AI relationship intelligence — going live
- Retains visibility on opportunity pipeline — buying decisions drive whether an opportunity is winnable
Adele Harrington — Chief Development Officer
- Primary time: Account development and sales growth
- Opportunity pipeline: Leads day-to-day tracking (AM interest → close or died)
- DIVA sell-side: Owns it with Chris — secondary priority for now
- Cadence: Daily Buyer Deal Check-in. Weekly DIVA check-in with Jerry & Chris.
- Every AM to $1M AGP
Matthew Levine — EVP Sales
- Runs the sales team day-to-day — owns it
- 8 account managers
- 107 active customers (1,406 inactive)
- Deal execution, coaching & forecasting
- Retains full manager oversight of deals
- Structured feedback loop into DIVA (recurring meeting + ad hoc)
Chris Caputo — CTO / Head of DIVA
- DIVA buy-side (with Jerry): Primary focus now — buyer workflow automation, data quality, sourcing funnel
- DIVA sell-side (with Adele): Second priority — customer portals, scoring, matching. Account co-work remains a priority even as sell-side is secondary.
- 4.6M offers ingested, 1.26M scored
- Champion program (power user per dept)
- Builds whatever tracking tooling the opportunity pipeline needs
- UNCS is customer #1. External customers next.
VP Purchasing — January 2027 Decision
- Option A: Traditional buying VP — runs the buying team directly, sourcing judgment as the core skill
- Option B: Dedicated opportunity manager — BI/BA-leaning, owns pipeline hygiene between buying and selling
- Option C: BI/BA hybrid — some blend, depending on how much buying is automated through DIVA
Incubator
- Compass — Supply chain solutions (warehouse & freight brokerage)
- Gotham — Financial platform (customer credit access for deal purchasing)
Buyers qualify the product. DIVA helps source, vet, score, and match it to demand. AMs close the deal with retailers. Current company-wide close rate is roughly 30%. Working hypothesis: nearly all lost opportunities trace back to buying — price, not selling execution. Roughly 99% of items that don't sell after entering DIVA are believed to be a price issue, not a demand issue. The quality of what enters the pipeline determines the quality of everything downstream.
The goal is to increase the number of good opportunities, not just the count — we do not want reps logging near-certain deals just to inflate the funnel.
- Adele leads day-to-day tracking of the opportunity pipeline (from AM interest through close or died), working alongside the formal daily pipeline report Matthew's team already runs.
- Matthew retains full manager oversight of his team's deals — coaching and forecasting stay his.
- Jerry retains visibility, since buying decisions are the primary driver of whether an opportunity is winnable in the first place.
4. UNCS Sales — Matt Levine (EVP) & Adele Harrington (CDO)
Account Manager Performance (18 Months)
| Account Manager | Customers | Deals | AGP | Status |
|---|---|---|---|---|
| Matt Levine | 14 | 343 | $13,142,865 | Benchmark |
| Zac Hartstone | 13 | 221 | $9,766,620 | Above $1M |
| Colby Abrahamoff | 35 | 160 | $4,430,573 | Depth needed |
| Harry Ruben | 11 | 64 | $4,257,681 | Above $1M |
| Joey Venditti | 14 | 154 | $3,731,807 | Growth path |
| Evan Leff | 2 | 20 | $222,030 | Growth path |
| Xavier Guzman | 3 | 9 | $251,259 | Growth path |
| Murry Kantor | 4 | 7 | $285,578 | Investigation |
Revenue shown above. AM AGP scorecards (target: $1M AGP per AM) to be deployed by Adele.
- Grow every AM toward $1M AGP. Baby steps. Matt and Zac are there. The other six need a path. Matt runs the team day-to-day; Adele develops the people and the strategy.
- Customer portals. Give customers self-service access to product, pricing, and order status through DIVA.
- Concentration risk. Top 2 buyers represent 57.8% of GP. Diversification is survival. Immediate priority.
- Dormant account reactivation. 1,406 inactive accounts. Even moving utilization from 7.1% to 12% represents significant AGP growth.
5. UNCS Sourcing — Jerry Gutierrez (Interim) + Chris Caputo
Buyer Performance — FY2025 (Audited P&L)
| Buyer | Deals | Revenue | AGP | GP % | % of Total AGP |
|---|---|---|---|---|---|
| Gene Wisniewski | 150 | $5,119,073 | $1,536,449 | 30.0% | 18.4% |
| Harry Ruben | 60 | $4,389,633 | $923,525 | 21.0% | 11.1% |
| Brandon Tolmach | 83 | $3,525,963 | $1,177,379 | 33.4% | 14.1% |
| Teresa Savage | 110 | $3,049,909 | $1,048,164 | 34.4% | 12.6% |
| Carlos Sirgo | 101 | $2,721,665 | $994,156 | 36.5% | 11.9% |
| Ron Williams | 113 | $2,684,179 | $738,560 | 27.5% | 8.9% |
| Ryan Lasner | 98 | $2,450,585 | $913,511 | 37.3% | 11.0% |
| Meg Leung | — | — | — | — | — |
| Total (Buyers) | 762 | $25,492,052 | $8,332,558 | 32.7% |
Source: income_statement_fy_2025_buyers_am (QuickBooks P&L). AGP = Adjusted Gross Profit. Excludes Brett Rose direct deals and UNCS/EVO internal. Meg Leung not in FY2025 buyer data.
2026 YTD Buyer Performance (Jan, Mar, Apr, May — P&L)
| Buyer | Deals | Revenue | AGP | GP % | Signal |
|---|---|---|---|---|---|
| Gene Wisniewski | 39 | $2,022,479 | $598,485 | 29.6% | Transitioning |
| Ryan Lasner | 36 | $1,841,903 | $586,365 | 31.8% | Trending up — AGP growing, strong margin |
| Teresa Savage | 31 | $1,273,500 | $356,190 | 28.0% | Consistent — similar GP% |
| Ron Williams | 33 | $985,880 | $271,490 | 27.5% | Consistent |
| Brandon Tolmach | 24 | $662,091 | $234,835 | 35.5% | Best GP% — 35.5% margin |
| Harry Ruben | 11 | $636,763 | $166,311 | 26.1% | Big deals, low volume |
| Carlos Sirgo | 28 | $601,341 | $164,779 | 27.4% | GP% down from 36.5% |
| Meg Leung | 12 | $234,466 | $83,176 | 35.5% | Ramping — strong GP%, building book |
| Total | 214 | $8,258,423 | $2,461,631 | 29.8% |
*Source: QuickBooks P&L buyer tabs (Jan, Mar, Apr, May 2026). Feb and Jun not yet loaded. 4 of 6 months represented — annualized AGP pace ~$7.4M. Excludes UNCS/EVO internal deals.
- Gene's $598K AGP in 4 months = $1.8M annualized pace. That's $1.8M in AGP walking out the door. The transition plan isn't optional — it's a margin emergency.
- Ryan is stepping up. $586K AGP in 4 months, pacing toward $1.8M annualized — nearly matching Gene. But 36 deals across 4 months means he's already running hot before absorbing 20 Gene accounts.
- Brandon and Meg are the margin story. Both at 35.5% GP. Brandon's AGP is growing. Meg is building from zero with strong margins — exactly the profile for absorbing smaller Gene vendors.
- Carlos's GP% dropped from 36.5% (FY25) to 27.4% (2026 YTD). Worth investigating — is he taking lower-margin deals for volume, or is product quality shifting? Jerry to have direct conversation with Carlos — he will respond positively to the data.
- Harry does fewer, bigger deals. 11 deals producing $166K AGP. Different operating model — depth over breadth.
- Feed DIVA constantly. The marketplace is only as good as the product flowing into it. Buyers must find, qualify, and push quality vendor product into the DIVA pipeline. Jerry manages this directly.
- Perfect the buying process. If garbage enters DIVA, garbage reaches AMs. The funnel between vendor offer and DIVA must produce clean, structured, qualified product data. Jerry and Chris own this together.
- Understand buyer bandwidth. The ~15-account ceiling from AM data doesn't apply to buyers. With DIVA automation, buyer capacity could be 30–50+ vendor relationships. Run the analysis — deals per vendor, GP per vendor, quality dropoff by vendor count — to find the real number.
- Transition Gene's 150 accounts. Match each vendor to the right buyer by product type, personality, and capacity. AI analysis to tier vendors: high-touch, automation-ready, or at-risk.
- Inform the January decision. The pilot determines what kind of VP Purchasing hire UNCS actually needs. Three shapes are on the table: (a) traditional buying VP, (b) dedicated opportunity manager, (c) BI/BA hybrid. Chris's listen-and-learn with every buyer informs what the role needs and what DIVA can automate.
Gene Account Transition — Proposed Allocation
| Buyer | Accounts | Notes |
|---|---|---|
| Meg Leung | 20 | Product type alignment. Building her book. |
| Teresa Savage | 20 | Closeout wholesalers & brokers. Tech-comfortable — some may suit automation. |
| Ryan Lasner | 20 | Volume accounts. Bandwidth concern — already at 45 vendors. |
| Ron Williams | 12 | Category-matched. |
| Brandon Tolmach | 10 | Category-matched. |
| Harry Ruben | 5 | High-value, selective. |
| Shelly | 5 | Starter accounts under Teresa's mentorship. |
| Unassigned | ~50 | Being categorized. Some may be automation candidates, not human assignments. |
Gene reviewed every account personally with notes on vendor personality and potential introductions. This institutional knowledge must be captured before transition.
6. The Marketplace — DIVA Under Chris
DIVA is a multi-tenant marketplace. Each customer feeds their own data in, gets their own scores out. The platform gets smarter with every customer that joins.
Two Customer Models
UNCS is DIVA's first customer — the internal proof of concept. UNCS buyers source vendor product, feed it into DIVA, and UNCS account managers sell scored product to retailers like Heartland, who then sell to the end user.
Heartland is the next DIVA customer — and they're already a UNCS retailer. Heartland is a catalog retailer. Consumers browse their digital and printed catalogs and place orders that are drop shipped to their homes. Today, Heartland buys from UNCS. Tomorrow, Heartland feeds their own data into DIVA and gets scores calibrated to what their consumers actually buy.
Stated plan: Heartland and Morrows onboard simultaneously — same onboarding cadence, not sequential.
| UNCS (DIVA Customer #1) | Heartland (DIVA Customer #2) | |
|---|---|---|
| Who they are | B2B distributor — sources product and sells to retailers | Retailer — digital + printed catalog, drop ship to consumers |
| Data In | UNCS sourcing team feeds vendor offers, deal history, buyer preferences | Heartland feeds their own sales data, catalog performance, consumer preferences |
| DIVA Scores | Calibrated to UNCS — what sells to our retailers at the right margin | Calibrated to Heartland — what their catalog consumers will order |
| What happens after DIVA | UNCS AMs sell scored product to retailers like Heartland | Heartland features scored product in their catalog → drop ships to consumers |
| Feedback Loop | Retailer responses + deal outcomes improve UNCS scoring | Catalog sales + return rates improve Heartland scoring |
Every customer that joins DIVA adds more vendor data to the marketplace. More data makes the scoring better for everyone. Better scoring attracts more customers. Heartland's vendor offers that don't fit Heartland might be perfect for UNCS — and vice versa. The marketplace gets smarter with every customer, and every customer benefits from the collective intelligence.
- Listen first, then build. 15 days sitting with every AM and buyer to understand how they actually use the tools. Initial listening sessions may already be underway. Champion program: one power user per department for continuous feedback.
- Per-customer scoring. A deal scoring 60 for UNCS might score 30 for Heartland — and vice versa. Each customer gets scores calibrated to their own history, categories, and margins.
- Buyer workflow automation (buy-side, with Jerry). Perfect the sourcing funnel — how buyers qualify product, manage vendor submissions, and feed clean data into DIVA. Primary focus during the pilot.
- Customer portals (sell-side, with Adele). Give Matt's AMs a tool to share with their customers — curated product views, pricing, order tracking. Second priority.
- Vendor portals. Give Jerry's buying team a tool to manage vendor submissions — qualification status, compliance tracking, product data entry.
- Onboard Heartland. Prove the external customer model works. Heartland feeds their data in, gets their own DIVA scores out, makes better buying decisions.
DIVA Revenue Model
| Tier | Access | Revenue Model |
|---|---|---|
| Free | Browse scored products, category intelligence | Lead generation — external buyers discover UNCS inventory |
| Paid | Feed your data in, get your own DIVA scores, vendor matching | SaaS subscription (Heartland model) |
| Enterprise | Custom scoring models, API access, dedicated onboarding | Annual contract |
7. How It Connects
Data Ownership
UNCS owns all of the data. 24 years of deals, emails, vendor relationships, and customer history. Kairotech Holdings licenses this data from UNCS and sub-licenses it to DIVA. Money flows down to UNCS.
Intercompany Flows
| From | To | What |
|---|---|---|
| UNCS (Sourcing) | DIVA | Qualified vendor product data, vendor pipeline |
| DIVA | UNCS (Sales) | Scored opportunities, matched products, customer portals |
| UNCS | DIVA | Deal history, CRM data, retailer feedback signals |
| Kairotech | All | Finance, compliance, logistics, HR |
8. Action Items — H2 Pilot Kickoff
Timeline milestones: 7 days (7d) / 30 days (30d) / 60 days / 90 days / Pilot Launch (PL). Each action item tracked to a deadline bucket.
This Week
- Finalize Gene's account allocation. Reconsider Ryan's bandwidth, Teresa's closeout wholesalers, Shelly's ramp. Updated list within 2 days. Jerry + Gene + Adele
- Run buyer bandwidth analysis. Deals per vendor, GP per vendor, quality dropoff by vendor count. Find the real capacity ceiling for buyers (not AMs). Jerry + Chris
- AI analysis of Gene's vendor portfolio. Tier each vendor: HIGH-TOUCH (assign to experienced buyer), AUTOMATION-READY (DIVA handles follow-up), AT-RISK (needs VP call). Jerry + Chris
- Clean ActiveCampaign contact list. Remove duplicates, organize entries. Jerry + Emma
- Conversation between Adele, Jerry, and Matthew on how the day-to-day actually divides. The seams between them — buying feeding DIVA, DIVA feeding selling, the opportunity pipeline sitting across all three — are exactly where misalignment is most likely. Better caught in a room together now than discovered a month in. Adele + Jerry + Matt
This Month
- Chris begins user feedback sessions with every buyer and AM. 15 days listening. Chris
- Adele deploys AM account scorecards (Red/Yellow/Green) and begins weekly coaching cadence. Adele
- Connect first buyer workflow to DIVA — prove that a perfected buying process produces better-scored product downstream. Jerry + Chris
- Establish recurring cadences. Jerry: weekly with Matt's team on DIVA buy-side. Adele: weekly check-in on buying with Jerry. Brett + Jerry + Adele + Chris: bimonthly DIVA overview (progress, direction, cross-cutting decisions). All
Open Questions
| Question | Owner |
|---|---|
| What does the "lighthouse project" for buying process perfection look like? | Jerry + Chris (7d) |
| How does a freemium DIVA version feed buyers back into UNCS without cannibalizing? | Brett + Chris (PL) |
| Should a dedicated developer focus solely on the buyer side of DIVA? | Chris + Jerry (7d) |
| What is the real buyer bandwidth ceiling with DIVA automation? | Jerry (analysis pending) (30d) |
| Managing 7 buyers is new, real work — what shifts off Jerry's plate to make room? | Jerry + Brett (7d) |
| What cadence works for Jerry's recurring meeting with Matt's team feeding into DIVA buy-side? | Jerry + Matt (7d) |
| How does Jerry tell the difference between a buyer who needs input and one running solo? | Jerry (30d) |
| Does Adele's pipeline tracking complement or duplicate Matt's daily pipeline report? | Adele + Matt (7d) |
| Of deals that don't close, how many are genuinely lost to price vs. something on the selling side? | Matt (ongoing) |
9. July 15 Meeting Analysis
Brett, Adele, and Jerry met to address Gene's account transition and the buying team structure. This section distills the meeting into decisions, tensions, and what the data says about each.
9A. Gene's Accounts
Gene generated $1.54M AGP in FY2025 (150 deals, 18.4% of total buyer AGP) and is pacing at $1.8M AGP annualized in 2026. Adele briefed Brett on the status of Gene's ~150 vendor accounts — sorted by AGP over five years, cleaned for duplicates, and categorized by product type and vendor personality. Gene's own notes on each vendor were included. The proposed allocation (Section 5) was discussed but not finalized.
| Concern Raised | What the Data Says | Decision |
|---|---|---|
| Ryan's bandwidth | 36 deals in 4 months, $586K AGP. Already running hot. | Reconsidering 20 accounts. May reduce to avoid diluting his existing relationships. |
| Teresa and closeout wholesalers | 31 deals, $356K AGP, 28% GP. Strong with tech. Comfortable with clearing and review. | Some of her assigned accounts may be automation candidates rather than manual relationships. |
| Shelly's readiness | Relatively new. No performance baseline yet. | Brett flagged risk. Start with fewer accounts under Teresa's mentorship rather than 5 immediately. |
| 50 unassigned accounts | Still being categorized from Gene's notes. | Run through AI analysis before assigning. Some may not need a human at all. |
Revised allocation list due within a few days. Gene's institutional knowledge on each vendor needs to be captured before transition.
9B. The Structure — H2 2026 Pilot Model
The July 15 meeting debated who manages the buying team. Brett's subsequent document (July 18) proposed a pilot through December 31, 2026 to test how the work actually splits before making a permanent hire.
Jerry manages the buying team directly as Interim Director of Purchasing. Adele focuses on account development, sales growth, and opportunity pipeline tracking as CDO. Matt runs the sales team day-to-day as EVP Sales. Chris builds DIVA — buy-side with Jerry (primary), sell-side with Adele (secondary). Reporting lines are unchanged: Jerry and Adele both report to Brett as CEO.
This is a reallocation of time and focus, not a change in authority or org structure. The purpose is to test how buying/DIVA/selling actually splits in practice, so the permanent VP Purchasing hire (targeted January 2027) is based on real evidence rather than a guess.
Responsibility Matrix — Pilot Period
| Buying | DIVA (buy-side) | DIVA (sell-side) | Selling | Opportunity Pipeline | |
|---|---|---|---|---|---|
| Jerry | Owns it directly. Manages the 7 buyers. | Owns it with Chris — primary focus for Chris now. | — | — | Retains visibility — buying quality drives opportunity quality. |
| Adele | Weekly check-in. Not day-to-day. | — | Owns it with Chris. Secondary priority for now. | Primary time — account development and sales growth. | Leads day-to-day tracking, AM interest through close or died. |
| Matthew | — | — | Structured feedback loop — recurring meeting + ad hoc. | Owns it. Team executes. | Retains manager oversight — coaching and forecasting stay his. |
| Chris | Works closely with Jerry. | Builds it. | Builds it. Second priority. | — | Builds whatever tracking tooling the pipeline needs. |
The pilot is designed to reveal what kind of purchasing hire is actually needed once Gene's replacement is defined. Three shapes are on the table:
- Traditional buying VP — runs the buying team directly, sourcing judgment as the core skill
- Dedicated opportunity manager — BI/BA-leaning, owns pipeline hygiene between buying and selling
- BI/BA hybrid — some blend of the two, depending on how much of buying ends up automated through DIVA
Which of these makes sense depends on what the pilot actually shows — particularly whether Matthew's existing daily pipeline report and Adele's added tracking complement each other or start to duplicate effort.
Jerry has direct visibility into buying quality — the primary driver of opportunity quality. Adele's time shifts from managing two teams to developing accounts and tracking the pipeline. Matt keeps full control of his team without competing for pipeline ownership. Chris builds the technology with clear counterparts: Jerry for buy-side, Adele for sell-side. The seams are explicit, and the pilot will show where they hold and where they don't.
DIVA Overview Cadence
Brett, Jerry, Adele, and Chris meet bimonthly for a DIVA overview — separate from the weekly buy-side and sell-side check-ins. This is the venue for progress, direction, and cross-cutting decisions on the platform itself, not day-to-day execution.
Questions Still Open
For Jerry
- Managing 7 buyers directly is new, real work on top of everything else — does something else need to shift?
- What cadence works for the recurring meeting with Matt's team feeding into DIVA buy-side?
- How do you tell the difference between a buyer who needs your input and one who's fine running solo?
- Does this match what you're already building independently — where does this diverge from your own read?
- What would make this easier to execute day to day?
For Matthew
- Looking at the daily pipeline report — is there additional information or a different cut that would help you coach toward closing more deals?
Now that Adele is also tracking opportunities, what do you still need to see directly?- Of deals that don't close, how many are genuinely lost to price vs. something on the selling side we're not naming?
- What would make this easier to execute day to day?
For Adele
- With weekly check-ins on two DIVA tracks plus pipeline ownership plus account development — what's the first thing you'd cut if the week gets too full?
- How will you tell a genuinely qualified opportunity from a rep padding the funnel, before you've seen a full sales cycle to calibrate?
- What does "not day-to-day" on buying actually mean in practice for you, week to week?
- Where do you expect the sharpest disagreement with Jerry or Matthew to show up first?
Before This Is Final
This document is a starting point, not a finished division of labor. Before it's treated as settled, Adele, Jerry, and Matthew need a real conversation together — not just individual sign-off — on how the day-to-day actually divides. The seams between them (buying feeding DIVA, DIVA feeding selling, the opportunity pipeline sitting across all three) are exactly where misalignment is most likely to show up, and that's better caught in a room together now than discovered independently a month into the pilot.
9C. Data Quality Starts at the Funnel
The meeting's clearest consensus: DIVA is only as good as what gets fed into it. If buyers send in unqualified product with incomplete data, DIVA scores noise, AMs waste time reviewing noise, and retailers see product that shouldn't have made it through.
Jerry manages the buyers and owns data quality during the pilot. Chris builds the technology to enforce it. The structure question in 9B and the funnel question here are the same answer: Jerry is accountable for what enters DIVA, Chris builds the tools to make it work, and Adele tracks what comes out the other side.
10. Applying the Five Dysfunctions of a Team
Patrick Lencioni's framework applied to what surfaced in the July 15 meeting and the data behind this document. The dysfunctions build on each other — you can't fix #3 without fixing #1 and #2 first.
| # | Dysfunction | Where We See It | The Fix |
|---|---|---|---|
| 1 | Absence of Trust | The pilot structure is clear: Jerry runs buying, Adele develops accounts and tracks the pipeline, Matt runs sales, Chris builds DIVA. But clarity on paper only becomes trust when people see it honored in practice. If decisions get overridden or lanes get crossed, the pilot is just a document. | Honor the lanes. When a sourcing decision comes up, it goes to Jerry. When a pipeline question comes up, it goes to Adele. When a DIVA build question comes up, it goes to Chris. When someone steps into another's lane, call it immediately. Trust builds when people see the structure enforced, not just written. |
| 2 | Fear of Conflict | The July 15 meeting raised real tensions — Ryan's bandwidth, Shelly's readiness, Teresa's effectiveness — and deferred them. "Mull options and send a list in a couple of days." Productive conflict means making the hard call in the room, not after. | Jerry decides sourcing allocation. Adele and Matt weigh in on pipeline impact. Gene's accounts can't wait for consensus. The decision owner is clear now. Disagree in the meeting. Commit when you leave. |
| 3 | Lack of Commitment | Section 8 has action items with owners. Are they being tracked? Without weekly check-ins against the list, action items become a wish list. Every meeting adds more items without checking on the last batch. | Weekly standups against the action list. 15-minute check-ins. What's done, what's blocked, what's next. Bimonthly DIVA overview with Brett for cross-cutting decisions. A sprint that hits 60% is better than a plan that hits 0%. |
| 4 | Avoidance of Accountability | The data tells a story. Carlos's GP% dropped from 36.5% to 27.4% — Jerry needs to have that conversation. Five Below has $122K in dormant AGP and zero outreach — Matt needs to hold that AM accountable. 22 DIVA sendouts bounced on bad contact data — Chris needs to fix the data pipeline. | Scorecards with names and dates. AM scorecards (Red/Yellow/Green) under Matt. Buyer scorecards under Jerry. DIVA data quality metrics under Chris. Opportunity pipeline tracking under Adele. Monthly review, public within leadership. |
| 5 | Inattention to Results | Top-2 concentration risk is identical on both sides: Matt + Zac = 57.8% of AM GP. Gene + Ryan = 48% of buyer GP. The pilot is set. The question is whether Jerry, Adele, Matt, and Chris use it to distribute AGP so no single departure threatens the business. | Define the team result, not individual performance. No buyer represents more than 20% of GP. No AM represents more than 25% of GP. Jerry builds the buyer allocations. Adele develops accounts to spread customer concentration. Matt and Chris execute within their lanes. |
The pilot is set. Jerry runs buying. Adele develops accounts and tracks the pipeline. Matt runs sales. Chris builds DIVA. The five dysfunctions framework now applies to execution: honor the lanes (trust), make decisions in the room (conflict), track weekly + bimonthly DIVA overview (commitment), use the scorecards (accountability), distribute revenue concentration (results). The data exists. The structure exists. Run the pilot through December, then make the permanent hire based on what you learned — not a guess.
11. Parking Lot
Items that require discussion or decision before finalizing. Each item has an owner responsible for bringing a recommendation or resolution.
| # | Item | Context | Owner |
|---|---|---|---|
| 1 | End User box mandate | What mandate does "End User" carry in the flow diagram? Need to define what it means operationally. | Brett + Jerry |
| 2 | Buyers vs. DIVA qualification line | Should buyers qualify product or should DIVA qualify? Need to define the line between human judgment and AI scoring. | Jerry + Chris |
| 3 | Incubator (Compass/Gotham) | Confirm these are parked, not active priorities during the pilot. | Brett |
| 4 | Deals-per-week benchmark | Do we set a # of deals per week using ISB (3-week) as benchmark? | Jerry + Chris |
| 5 | Carlos — pimp parents impact | How much of his numbers were pimp parents? Need to help him, not just flag the GP% drop. | Jerry |
| 6 | Carlos — no Gene accounts allocated | No accounts going to Carlos in the Gene transition — intentional? | Jerry |
| 7 | Jr. Buyer needed? | Evaluate whether the buying team needs a junior hire in addition to the VP Purchasing decision. | Jerry + Brett |
| 8 | Shelly ramp plan | Expand on ramp plan — how many accounts, what timeline? | Jerry + Teresa |
| 9 | Matt's forecasting ownership | Discuss boundaries on coaching and forecasting between Matt and Adele's pipeline tracking. | Matt + Adele |
| 10 | Jerry's DIVA buy-side partner | Chris or JD as primary partner on DIVA buy-side? | Jerry + Chris |
| 11 | Gene allocation — Adele's role | Action Item 1 listed Emma; Adele should be part of Gene account allocation decisions. | Jerry + Adele |
| 12 | Chris feedback sessions — JD overlap | Action Item 6 (Chris listening sessions): JD may have already done this. Confirm status and avoid duplication. | Chris + JD |
| 13 | Warehouse off-items reallocation | Moving all warehouse off-items — broader reallocation beyond Gene's accounts. | Jerry + Adele |
| 14 | Matt's bias on pipeline questions | He is a sales person — may need directional pushback on pipeline questions. | Brett + Adele |
| 15 | Daily/weekly/monthly cadence chart | Design a visual cadence chart around deals & meetings the team can follow. | Jerry + Adele |
| 16 | Pipeline deep dive | Dig into how the pipeline looks and is used — Jerry / Matt / Adele / Chris conversation needed. | Jerry + Matt + Adele + Chris |
| 17 | Deals lost analysis | Study pipeline of "deals lost" — ongoing analysis. Build a view into why deals die. | Matt + Chris |
| 18 | Jerry's availability / project balance | What's available vs. what's a project? Need to define capacity allocation. | Jerry + Brett |