Warm furniture showroom at golden hour with staged living and dining vignettes

Prepared for Tepperman’s

You have stronger AI foundations than most companies at this stage, and less coordination holding them together.

An AI Readiness Assessment prepared by Scott Walker, UpShift Collective

July 2026 · Confidential

0
Years in business
0
People using Claude today
0
Readiness areas assessed
0
Opportunities identified

01 · Purpose

An assessment, not a proposal.

A shared picture of where Tepperman’s stands on AI today, and enough structure to decide what to take on first. Everything here traces to something your team said in one of two discovery sessions, or to the technology inventory Adam provided. Where we could not verify something, we say so.

100

Years in business

24

People using Claude today

7

Readiness areas assessed

02 · Themes

What We Heard

Four themes, consistent across both sessions. Each closes with what we take it to mean.
  1. The adoption gap is a structure problem, not an interest problem.

    24 people use Claude today; Masoud estimates ~100 could benefit. Skepticism has already flipped positive, and what remains is unfamiliarity rather than fear. The first SME cohort still stalled — as Adam put it, staff were handed a plot of land and told to build a house with no foundation to start from.

    What this means: the raw material is there. The missing piece is structure that makes it compound.

  2. Data quality sits underneath almost everything.

    Custom fields may not be reflected in NSAW, and fifty-six scripts fire on one sales order, conflicting and generating bad data downstream. Many departmental KPIs still are not reported a year in, on tooling you already own.

    What this means: an AI reporting layer built on untrustworthy data will produce confident, wrong answers — and cost credibility when you need it most.

  3. The manual load is large, well understood, and unevenly spread.

    Reconciliation is a daily hand-worked exception list Darryl called ripe for AI. Thousands of calls a day are all answered by a person, and he wants a 30% cut in triage volume now. Service, delivery and credit are automated only at the routing layer.

    What this means: there is no shortage of candidates. The choice should turn on what can move now, not on what is largest.

  4. The competitive gap is real, and your team named it first.

    Ashley and The Brick are both running better AI chat and triage today, and Andrew's point is that other retailers are already cutting call volume. The website has been costing the business since migration, with audits surfacing problems and no sustained plan to act.

    What this means: you do not need to imagine the value. Your leadership has already identified where you are behind.

A Tepperman's sales associate with a tablet helping a couple on the showroom floor

What we heard

The people are the advantage. AI only pays off if it makes their day easier.

A recurring theme across the leadership conversations

03 · Readiness

Where You Stand Today

Seven areas, described rather than scored. Sponsorship and tooling sit well ahead of governance, data and measurement — that gap is the diagnosis. Open any area for the evidence behind it.

04 · Map

The Opportunities

Thirteen, each raised by a named person in one of the two sessions. Open any row for what was said, the impact, and where starting would begin. The list is a map, not a to-do list — the useful part is what it helps you rule out.

What we left out, and why

The technology inventory suggested three more — AXPER traffic against sales, Bazaarvoice reviews against vendor claims, AI exception review on Demand Solutions forecasts. Credible on paper, but nobody raised them, so they are named here rather than presented as findings.

05 · Sequencing

Where We Would Start

Thirteen is a map. The smallest set of moves that would change the trajectory is three: two use cases, and the people work that decides whether they still matter in a year.
  1. Give the fluency and champions work real structure

    The non-negotiable. Adam's bi-weekly sessions already exist; this is about a foundation under them plus named ownership, cadence and accountability. The first cohort failed because nobody owned whether it continued.

  2. Put AI call quality review into customer care

    The most contained option. It runs on Contivio, which you already license, addresses time cost and coaching inconsistency, and is internal-facing — so a poor result costs nothing with customers.

  3. Pilot first-line call triage

    Darryl wants this immediately at roughly 30% of triage calls. It closes a competitive gap your team named, and it is the first thing customers would notice — which is why it goes second, not first.

Why not the bigger items first

Reconciliation and credit portfolio work are larger, but both are entangled with the NetSuite remediation and slower to show a result than an organization coming off a stalled initiative can wait. Better second moves.

If your team weighs it differently

If internal time recovery matters more than the customer-facing gap, account audit replaces call triage as the second move — coordinated with your ERP partners so you are not automating a process about to change.

Before anything starts

Capture a baseline first. Nobody has told us how many hours reconciliation consumes or how long call review takes. The number you measure before you deploy is the only way to prove afterwards that it worked.

06 · Method

How This Would Work

The shape of the work, in four phases. Offered for context, not commitment.
  1. 01 · GOVERN

    Week 1

    Rules of the road

    • Executive alignment session: what AI is for here, and what leaders will model
    • Acceptable use, data handling, access tiers
  2. 02 · ENABLE

    Weeks 2–6

    Fluency in the people doing the work

    • Master sessions — live, cohort-based, how to build a workflow
    • Role-based curriculum and credentialing, progress visible by department
    • Departmental application sessions on Adam's existing bi-weekly cadence
  3. 03 · DEPLOY

    Weeks 4–8

    Building the specific things

    • One or two narrow use cases taken to production
    • Measurement attached from the start
  4. 04 · HAND OFF

    Ongoing

    Owned by your team

    • Champions named — one owner per function, with authority to change how work is done
    • The goal of every engagement is to become unnecessary

Phases overlap rather than run end to end — enablement starts while governance is being finalized, and the first build starts before enablement finishes.

Where UpShift fits

Your team owns the decisions and the systems. We own the plan, the curriculum, and keeping it moving.

Own the plan

Turn thirteen opportunities into a sequenced roadmap with named owners, a measured baseline before anything is built, and a success measure per move.

Gap it answers: No written plan today, and a first SME cohort that stalled for lack of structure.

Coordinate with leadership

Run the working cadence with the IT steering committee, keep the executive team aligned on sequence and trade-offs, and surface blockers early rather than at review time.

Gap it answers: Five leaders engaged, no single accountable owner.

Lead the fluency curriculum

Design and deliver the relaunched program — executive sessions, role-based curriculum for managers, and departmental champions — with progress visible and accountability built in.

Gap it answers: 24 of roughly 100 potential users, access granted informally.

Set governance and guardrails

Draft the written policy with IT and finance: acceptable use, access tiers, and explicit rules for credit and financing data.

Gap it answers: No policy today; access runs on an informal champion-delegate model.

07 · Next

One working session. One decision.

A working session with your leadership team to go through the opportunities, the starting points and the questions, and land on one. The existing IT steering committee is the natural forum, with a single accountable owner coming out of it. That conversation is worth having whether or not UpShift is involved in what follows.

The choice worth making

One fork, and yours to pick — doing both at once is how organizations finish neither.

Card A

Build capability first

What it means here
AI fluency across the executive team and senior managers, with governance settled alongside it.
When it is the right call
When the constraint you most believe in is structural. Until people know what good looks like, use cases will keep being found by accident rather than on purpose.

Card B

Prove value first

What it means here
One or two specific use cases taken to production. Customer care is the obvious candidate given what Darryl said about triage volume and call quality review.
When it is the right call
When the constraint you most believe in is credibility. The organization has heard about AI and has not yet seen it do anything, and a visible result buys more goodwill than a training calendar.

Our view, offered as a view

A narrow version of both beats a full version of either. Settle governance — days of work, and it unlocks access departments are already asking for. Then pick two departments, not thirteen, and go deep enough to produce something people can see. Customer care and finance are the obvious two.

No pricing here, intentionally. Scope follows priority, and priority is yours to set.

Questions for your team

This assessment cannot answer these. How you do will set the starting point.

  • SEQUENCING

    Should the first visible win be customer-facing or internal? Triage and call quality review imply different risk appetites.

  • DEPENDENCY

    How much will you start before the ERP remediation lands? A conservative answer narrows the field considerably.

  • AUTHORITY

    Can champions change how their department works, or only share what they learn? The first cohort had only the second.

  • EVIDENCE

    What would you need to see in sixty days to justify going further? Name it before you start.

“What struck me is how much you already have going for you: real executive engagement, tools in place, a cleaner stack than you probably realize, and people finding wins unprompted. The gap is not capability. It is coordination — the easier of the two to solve.”

– Scott Walker, Founder & CEO, UpShift Collective