Statement of Work Β· August 2026

Assisted enrollment for the NROLL NOW platform

A 30-day build placing a guided enrollment experience in front of members ahead of the September 1 window β€” layered on the platform NROLL NOW already operates.

Prepared for
Summit Alliance Financial, LLP
Prepared by
Sharemeister
Issued
31 July 2026
Term
1 – 31 August 2026

Summit Alliance Financial, LLP provides the benefits packages, tied to the payroll service. NROLL NOW β€” of which Summit is part owner β€” provides the benefits administration platform this work builds against. What is built becomes the foundation of Bookah, a new entity formed through this engagement. Other companies sit alongside them in the group and the wider vendor set; August is scoped to what can be achieved now, and built so those pieces can be added later.

01 Summary

The engagement at a glance

Objective
Move enrollment from a staffed, call-center-dependent process to one a member can complete themselves, with assistance β€” before the September 1 window opens.
Approach
A web self-service enrollment path with an AI agent alongside it, reading from NROLL NOW's existing rules engine. Nothing in the current platform is rebuilt or replaced.
Workstreams
Enrollment Β· Web Self-Service Β· AI Agent Β· Call Center Β· Platform & Integration Β· Operations & Evidence. The first four are a cost ladder: web self-service is the least expensive channel and handles the member who needs no help; the AI agent catches the member who would otherwise abandon at the point of confusion; the call center is reserved for those who genuinely need a person. Section 03 maps every line of the circulated requirement list to the workstream that delivers it.
Proving ground
The Advantage package β€” urgent care, telemedicine, prescription drug β€” as a subscription benefit rather than an insurance product.
Consideration
$20,000 cash, in two payments across August, plus an agreed share of enrollments capped at $20,000 β€” an earn-out that ends once paid. $40,000 total, and only if it performs.
Scope note
A focused first release on the member enrollment path. Not the full platform across all user types.
Also delivered
An initial scan of current software services, identifying consolidation candidates and a first savings position β€” SaaS converted to SaYS, software as your service.
Thereafter
Build-out of the broader platform, at a price to be determined β€” services, equity and revenue share. Settled as this sprint completes.
02 Context

Why this, and why now

An enrollment window opens September 1 β€” a multi-hundred-person group behind it, and 1,500 – 2,500 truckers to reach. Today that volume goes to a call center: the most expensive channel, and the hardest to scale on short notice.

NROLL NOW already owns what matters β€” ten years of rules, rate tables, eligibility logic and carrier configuration. What is missing is a modern, assisted way into it. That is all this engagement builds.

Where this sits in the Strategy and Objectives model

The four items scoped here β€” Enrollment, Web Self-Service, AI Agent, Call Center β€” occupy the center of that diagram, between the NROLL NOW benefits administration platform and the wider product and service provider ecosystem.

That position is the point. These four are not another spoke on the wheel; they are the connective layer through which employers, employees and key vendors reach what NROLL NOW already operates. Built well, the same layer serves every product and every vendor added to the right-hand side later β€” which is what makes it an asset rather than a feature.

Where the line sits

Remains in the NROLL NOW platformBuilt in August, reading from it
Rules and eligibility tablesMember questions answered against those rules
Rates, states, premiums, coveragesCost explained to the member in plain language
CalculationsResults presented and narrated, never recalculated
Brochures and plan documentsThe same documents, delivered interactively
System of recordEnrollments written back; the layer holds no authoritative store
Carrier and product configurationThe member-facing shelf, driven entirely by that configuration

A single direction of truth. Where the two could ever differ, the NROLL NOW platform is authoritative by construction, because the assisted layer maintains no independent copy.

Four governing principles

One rules engine β€” NROLL NOW's. Rates, eligibility and coverage are computed by NROLL NOW and never recomputed. Documents may be indexed ahead of time for speed; a decision never is.

NROLL NOW is the system of record. Bookah is the system of engagement. Coverage, rates and the enrollment itself are NROLL NOW's, authoritatively. The conversation, consents, tickets and audit trail sit with Bookah β€” records of the interaction, not of the coverage.

Restricted retrieval. Responses come from NROLL NOW's own material and APIs. Never from a general-purpose model's own knowledge.

Reusable, without leakage. The layer is built to serve other clients later β€” that is what makes it an asset. Tenant boundaries are absolute: NROLL NOW's rules, documents and members never cross into another instance.

03 Requirements

What August delivers

The list NROLL NOW circulated is the scope of this month. It is set out below as six workstreams rather than thirty-four lines, because several of those lines are the same requirement asked more than once β€” and it closes with a map showing where every single one of them is delivered.

Four of the workstreams β€” Enrollment, Web Self-Service, AI Agent, Call Center β€” come straight from the centre of the Strategy and Objectives model. Enrollment is the outcome; those three are the channels to it. Two more, Platform & Integration and Operations & Evidence, carry the requirements about how it connects, how it is run, and how it is proven.

Why these three channels, in this order

They form a cost ladder. Web self-service is the least expensive channel β€” the member completes it alone. The AI agent is next β€” it catches the member who would otherwise abandon at the point of confusion. The call center is the most expensive, and is reserved for those who genuinely need a person.

The objective is not to remove the call center. It is to ensure that everyone who reaches it needed to β€” and that nobody arrives there simply because a screen went unexplained.

EnrollmentThe member's path, end to end
  • Screen-aware guided enrollment
    Knows which step the member is on and explains it. Can prompt the member to continue, or advance the screen on their behalf.
  • Off-season and new-hire capture
    Members arriving outside a window are set up and held ready, so enrollment becomes a single confirmation.
  • Confirmation by written consent
    Details gathered in conversation are confirmed in writing by the member β€” their own name, credentials and consents. Credentials are never spoken or emailed.
  • Uninterrupted progress
    A question the assistant cannot answer parks for follow-up without halting the enrollment.
AI AgentNROLL NOW's instance, answering from NROLL NOW's logic
  • Restricted retrieval
    Answers from NROLL NOW's documents and APIs only. Documents load ahead of time so there is no delay; rates and eligibility are called live.
  • Hands-free operation for drivers
    Audio-first for members who cannot look at a screen or type. Spoken details are read back, and stay unverified until confirmed in writing. Voice carries per-minute fees on the client's account.
  • Compliance controls
    Automated-assistant disclosure; no advice, no binding of coverage; health information neither retained nor used to steer a plan; a redacted record of every exchange. A licensed agent signs every enrollment.
  • Ownership and documentation
    A dedicated instance, documented to a standard that supports onward commercial use β€” the founding asset of Bookah.
Call CenterFewer calls, better routed
  • Appointment booking with a licensed agent
    A member asking for a person receives a booked time on NROLL NOW's own calendar.
  • Ticketing for unanswered questions
    Anything unanswered becomes a ticket carrying the member's context β€” for callback, or direct connection to the call center in hours.
  • Human escalation on request
    Available at any point. Fewer members should need it; none should be denied it.
Web Self-ServiceThe unassisted path β€” the least expensive channel of all
  • Complete enrollment without assistance
    The full path β€” account, selection, confirmation β€” completes unaided, on any device, without a call.
  • Benefits shelf from NROLL NOW's tables
    Products, eligibility, rates and state availability read from the platform, so the shelf cannot diverge from it.
  • Mobile-first
    Built for a phone first. Much of this population will never open it on a computer.
  • Document library
    Plan documents and brochures delivered as interactive explanation rather than attachments.
  • Advantage package content
    Scripting and explanation for the wellness package, as the first product proven.
Platform & IntegrationOne record, one contract, tested
  • NROLL NOW remains the system of record
    Nothing is duplicated. Prices, eligibility and windows are read from the platform at the moment they are said, so the two systems cannot drift apart.
  • Completed enrollments written into NROLL NOW
    Submitted through NROLL NOW's own write path and subject to the validation NROLL NOW enforces. Bookah stores no policy.
  • A tested integration contract
    The interface between the two systems is expressed as an executable test suite that runs against the live API β€” covering member identity, window, priced products, quotes, the document corpus and clean failure on an unknown member. Integration status becomes a pass/fail list rather than a discussion.
  • Brochures and plan documents through the API
    Delivered as retrievable text, not attachments. A document without body text fails the suite β€” a title alone cannot answer a question.
  • Short case set-up
    A new group is configuration β€” plans, rates, bands, states, window β€” not a build, because the pricing logic stays in NROLL NOW and is read rather than re-implemented.
  • Volume without per-seat provisioning
    The member surface is static and the API layer serverless. Thirty thousand lives cost the same per member as three hundred.
  • Merchant services integration
    Payment and split-deposit handling in the member path. The merchant relationship remains NROLL NOW's.
  • Answers without perceptible delay
    The majority of turns are answered with no network round trip at all; the remainder are held to a short budget because the answer is being read aloud.
Operations & EvidenceHow it is run, and how it is proven
  • Dedicated admin centre
    Operator surface for the enrollment path: ticket queue, escalation log, the compliance ledger, and the audit trail behind every enrollment.
  • Analytics that answer the commercial question
    How many members finished without a person, why the rest escalated, what went unanswered, and cost per completed enrollment against the call-centre cost it displaces. Not usage charts.
  • Weekly synchronisation and audit report
    What was built, what is blocked, what is required from NROLL NOW and by when, and the current figures.
  • Sprints and stories mapped
    Four weekly sprints with named deliverables and a dated dependency list against NROLL NOW.
  • User acceptance testing
    Week four, against the Advantage package, with NROLL NOW's own test group β€” not a scripted walkthrough.
  • Performance and service levels defined
    Set out for August and carried into the September support agreement.
  • A working agent demonstration
    Already live and running on API data end to end, with the conversation and voice layers both working. Not a mock-up.
  • The Editor β€” the basis of ongoing support
    A working development environment with an AI operator inside it, holding this codebase, with the test suite and compliance rules as guard rails. It is what makes rate changes, new groups and new states a small task after launch rather than a support ticket. Delivered in August; the support agreement around it is priced in September.

Every line of the comparison, and where it is delivered

The list NROLL NOW circulated is the specification for this month. Each line below maps to the workstream above that satisfies it. Thirty of the thirty-four are delivered in August; the four that are not are marked, and the reasons are set out in section 04 rather than buried.

RequirementDelivered byStatus
NROLL NOW is the system of recordPlatform & IntegrationDelivered
Enrollment written into NROLL NOWPlatform & IntegrationDelivered
Closed–restricted retrievalAI AgentDelivered
API with NROLL NOW, including brochuresPlatform & IntegrationDelivered
Integration between platformsPlatform & IntegrationDelivered
Security levelAI Agent Β· compliance controlsDelivered
Calendar invite supportedCall CenterDelivered
Ticket system for unanswered questionsCall CenterDelivered
Outbound robo callsβ€”Excluded by choice
Sell the AI agent as revenue to othersAI Agent Β· ownershipDelivered
Build timeline with testing1 – 31 AugustDelivered
Health and benefits people on staffYours, not ours β€” by designNot provided
Own the instance after buildAI Agent Β· ownershipDelivered
AI screen share with the employee's screenEnrollmentDelivered
Voice-only supportAI Agent Β· hands-freeDelivered
No lag timePlatform & IntegrationDelivered
Volume issues coveredPlatform & IntegrationDelivered
Use the ticket systemCall CenterDelivered
Case set-up time shortPlatform & IntegrationDelivered
Back-up for future IT and dev supportOperations Β· the EditorDelivered
Robo calls supportedβ€”Excluded by choice
Global script process, no hallucinationsAI Agent Β· restricted retrievalDelivered
All APIs tested for data and PDFsPlatform & IntegrationDelivered
Functional application with UATOperations & EvidenceDelivered
An existing AI agent demoLive nowDelivered
Weekly synchronisation audit reportOperations & EvidenceDelivered
Analytics dashboardOperations & EvidenceDelivered
Dedicated admin centreOperations & EvidenceDelivered
Performance and SLAs definedOperations & EvidenceDelivered
Sprints and stories mappedOperations & EvidenceDelivered
A development team of eight peopleNot applicable β€” see Β§04Not provided
Integrate with merchant servicesPlatform & IntegrationDelivered
Discovery and SOW doneCompleteDelivered
Use existing AI experienceThroughoutDelivered

Two lines are excluded deliberately rather than by phasing β€” outbound automated calling is a liability decision, not an engineering one. Two are honest noes: we do not employ licensed benefits staff and would not place them in this path if we did, and we are not a team of eight. Section 04 argues why neither should decide this.

Also delivered: initial services scan

Building against the existing platform means working inside the software estate for a month. That access is used deliberately rather than incidentally: alongside the build, August produces an initial scan and review of the services NROLL NOW currently pays for.

The scan coversWhat it produces
Systems, vendors and annual costA ledger of what is being paid for, by whom, and under what contract
Renewal dates and exit termsThe windows in which a decision can actually be made
Overlapping and duplicate toolingCandidates for consolidation, ranked by saving and by risk
Licence seats provisioned against usedSeats being paid for and not consumed
Integration dependenciesWhat is load-bearing and must not be touched
Capability already inside the platformSubscriptions duplicating something NROLL NOW already owns

An initial position, not the full technology diagnostic. It establishes the ledger and a first savings figure; the complete inventory, kill list and annualized savings position follow in September.

SaaS becomes SaYS β€” software as your service

A subscription is rented capability: priced by someone else, repriced at renewal, and after ten years of payment nothing is owned. Move that capability inside the platform NROLL NOW already operates and it becomes owned rather than rented β€” an asset, not an expense line.

Nothing is cut in August. The deliverable is a ranked, costed view of where conversion pays β€” and the enrollment layer built this month is the first example, replacing outsourced enrollment capacity with capability NROLL NOW owns.

Requirements of NROLL NOW

The assisted layer reads from the NROLL NOW platform and cannot be built without access to it. These items sit on the critical path.

ByRequired from NROLL NOW
Week 1Sandbox access and API documentation for rules, rates, eligibility and product configuration
Week 1A named technical contact with working knowledge of the platform, available on a scheduled basis
Week 1Advantage package plan documents, brochures and benefit descriptions
Week 2Test member records and a test employer group
Week 2The write path for a completed enrollment, and the validation NROLL NOW enforces
Week 3A licensed agent and calendar for the escalation path

Where an item is delayed, work continues against a temporary substitute and is reconciled on access. Rework arising from such delay falls outside this fixed fee.

04 Boundaries

What August does not include

Scope of this release

August delivers the member enrollment path, not the full platform across all user types. The complete platform serves four audiences β€” member, employer, operator, payroll partner β€” each with its own surface and permissions. That is the wider engagement.

This release is the member path, proven end to end on the Advantage package. Employer console, operator tooling and partner surface follow later.

Ongoing IT support is not funded by the August budget. The fee here covers the build in this document. What August does deliver is the environment that makes ongoing support cheap to provide β€” the Editor described in section 04 β€” so the September conversation is about pricing a support agreement, not about building a capability from nothing.

Security is built to carrier-appropriate standards throughout; formal SOC 2 certification is a later undertaking. Payroll, HCM and the key vendor set sit on the product and service provider side of the model and are integration work for later phases β€” the layer built here is designed to receive them. Outbound automated calling is absent by design rather than by phasing: this platform serves members who have come to it, and does not initiate contact.

05 The longer game

Where this sits in the plan

This sprint is deliberately narrow, and it is not the point. Enrollment is the near-term hurdle. The long-term objective is Bookah β€” an asset with value of its own, built while the immediate problem is being solved rather than after it.

The intent behind a small first step

A short, contained engagement lets both parties establish how they work together before larger commitments are made. August produces a working enrollment path, a documented understanding of the existing platform, and a basis on which September can be scoped accurately.

06 Consideration

What it costs, and what it becomes

Due on receipt
$10,000
Commences the engagement. Discovery into the rules engine begins immediately.
Due 15 August 2026
$10,000
Mid-term. By this point the assisted agent is answering from NROLL NOW's own logic and documents.
Cash, August$20,000
Then: a share of what gets enrolled, capped at $20,000

After the two August payments, Sharemeister takes an agreed percentage of enrollments completed through the platform β€” until $20,000 has been paid, at which point it stops permanently. An earn-out, not an ongoing royalty.

This discounts the upfront cost at a moment when cash matters, and ties the balance to the platform actually working. If it enrolls no one, nothing further is owed. It ends at the cap or at 24 months, whichever comes first.

An enrollment counts if Bookah was part of it, including those a licensed agent completes.

Cap$20,000, then it ends
BasisPercentage to be agreed
TriggerAny enrollment Bookah touched β€” including those a licensed agent completes
Sunset24 months from the first payment, whether or not the cap is reached
Applies toThe August scope in this document only
Total exposure$40,000 β€” and only if it performs

At a rate that makes sense for the client.

EquityA bonus-equity package for Sharemeister, to be agreed in good faith β€” participating in both the revenue the platform generates and the proceeds of any eventual sale
Why nowConsistent with the stated long-term objective of selling the platform
WhenSettled as this first sprint completes at the end of August, both parties better informed for having built something together first

This settles the August sprint in full. It sits outside the broader Bookah platform engagement β€” not credited against those terms, and not part of them.

The percentage should be set against commission earned rather than premium written β€” premium is the member's money; commission is the group's. Both parties to confirm that basis in writing before the second payment.

Included β€” all design, build, testing and deployment for the scope at section 04
Included β€” weekly progress review and a working environment NROLL NOW can use throughout
Included β€” a dedicated instance and documentation sufficient for handover, held as a Bookah asset
Included β€” the initial services scan, with consolidation candidates and a first savings position
Not included β€” third-party and usage fees, including AI usage and per-minute voice charges. These run on the client's own accounts. Sharemeister is not responsible for these fees.
How this relates to the wider engagement

This is a discrete first phase, priced so that work can begin immediately rather than await a full commercial negotiation. The cash and the earn-out together settle the August scope in full and stand apart from the longer engagement β€” neither a draw against it nor a part of it.

The wider platform engagement remains a commitment to build out the broader platform, at a price to be determined β€” comprising payment for services, equity, and revenue share.

As part of those terms, the parties agree to work out in good faith a bonus-equity package for Sharemeister — a stake that participates both in the revenue the platform generates and in the proceeds of any eventual sale of the company — consistent with the stated long-term objective of selling the platform.

Those terms will be worked out as this first sprint completes at the end of August, with both parties better informed for having built something together first.

07 Acceptance

Agreement

Acceptance authorizes commencement and the first payment of $10,000. Work begins on receipt. The earn-out percentage and its basis are to be agreed in writing before the second payment on 15 August.

For Summit Alliance Financial, LLP
Name, title and date
For Sharemeister
Name, title and date

This Statement of Work covers the period 1 – 31 August 2026 and the scope described at section 04. Terms for subsequent phases are to be agreed separately.

The assisted enrollment layer is an automated tool and is not a licensed insurance agent. A licensed, appointed agent reviews and signs every enrollment before coverage is active. The supplemental and fixed-indemnity products referenced pay a set benefit toward covered events; they are not major medical insurance and are designed to operate alongside, not in place of, comprehensive health coverage. Nothing in this document constitutes insurance, tax or legal advice.