Confidential • June 2026

AI Training Program
Obermeyer Wealth Partners

Prepared by Scott Walker, UpShift Collective

It starts with a 90-minute AI Adoption Roadmap that becomes your firm's AI Manifesto — then a wealth-management-specific training program for your team of 35, offered in three tiers.

Section 01

The Opportunity

Obermeyer Wealth Partners is not a typical wealth management firm. With $2.9B AUM, a No. 13 ranking on CNBC's Financial Advisor 100, and a fee-only fiduciary model built over four decades, the firm has earned its reputation the hard way.

This proposal responds to the training requirements Susan outlined through John Bogard at Section AI: build AI fluency across 35 staff, equip analysts and client-facing staff with applied skills, and give leadership the governance orientation needed to make confident decisions.

We recommend starting with a 90-minute AI Adoption Roadmap session, built on UpShift's AI Transformation Roadmap methodology. It becomes your firm's AI Manifesto and ties the training directly to business strategy. The $5,000 fee is credited back in full when you proceed with any training tier.

$2.9B
Assets Under Management
#13
CNBC Financial Advisor 100
35
Staff to Train
AI is the tool. Your people are the advantage. This program builds both.
Section 02

Your Requirements

Susan outlined the following requirements in the brief shared through John Bogard. The program is built around these directly — nothing added, nothing missing.

Foundational Training — All Staff

General AI proficiency focused on Claude. What these tools are, how to use them effectively, and how to use them responsibly. Explicit coverage of data privacy, fiduciary obligations, and what information should and should not go into AI tools.

Applied Skills — Power Users

Prompt engineering, AI for research, writing, and analysis. Primarily for analysts and client-facing staff who already have use case ideas in progress and are ready to go deeper.

Leadership and Governance

AI strategy, risk management, and vendor evaluation for senior leadership and compliance. Decision-readiness, not just awareness. A separate track for Ali Phillips and the senior team.

Hybrid delivery — live sessions, office hours, and self-paced content
No agents or automation in this phase — that is Phase 2, later in the year
Section 03

Three Ways to Begin

The same expert delivery and wealth management customization runs through all three tiers. What changes is depth, reach, and the support that sustains adoption after the live sessions end. Most firms at your stage choose the Core Program.

Starter
AI Launchpad
$900/ person
$31,500 at 35 staff
  • 2 live training sessions (90 min)
  • 1 office hours block (45 min)
  • Foundational AI fluency
  • Data privacy & fiduciary guardrails
  • Applied / power-user track
  • Leadership & governance track
  • Custom prompt library

A strong start, not the finished journey. Designed to graduate into the Core Program.

Recommended
Core Program
The Full Program
$2,000/ person
$70,000 at 35 staff
  • 4 live training sessions (90 min)
  • 3 office hours blocks (45 min)
  • All three tracks: foundational, applied, leadership
  • Role-based small-group workshops
  • Dedicated leadership & governance session
  • Custom wealth management prompt library
  • 4-week intensive or 8-week embedded — your pace

Everything Susan outlined. Our recommendation for Obermeyer Wealth Partners.

Comprehensive
Embedded Capability
$3,000/ person
$105,000 at 35 staff
  • 6 live training sessions (90 min)
  • 5 office hours blocks (45 min)
  • All three tracks + deep application labs
  • Champion enablement session
  • Custom prompt library + workflow templates
  • Compliance module + governance policy support

AI delivered deeper and embedded into real workflows. Ongoing champion support and the Section AI platform are separate optional add-ons (see Investment).

For a regulated, fiduciary firm, comparable virtual AI training runs $2,000 to $5,000 per person, with financial services programs carrying a 20–30% premium for compliance specialization. The Core Program sits at the accessible end of that range. The Comprehensive tier reflects the embedded capability wealth management firms increasingly require.

A $3,000 session minimum applies regardless of headcount. At 35 participants the per-person rate governs.

Section 04

What We Cover

All tiers draw from the same wealth-management-specific module library. The Starter covers Modules 1–2. The Core Program runs Modules 1–4. The Comprehensive tier expands into deeper role-specific application across six sessions. Fiduciary and regulatory context is embedded throughout.

Module 01

AI Foundations for Financial Services

What AI is and is not. How large language models work in plain terms. The AI landscape in wealth management. Approved tools and the firm's usage policy. Data privacy rules, fiduciary guardrails, and what never goes into an AI tool.

Module 02

Working with AI — Core Skills

Writing effective prompts. Moving from generic to specific outputs. Getting consistent, reliable results. Editing and validating AI content. Recognizing hallucinations and knowing when not to trust the output. Hands-on practice with real examples.

Module 03

Applied AI by Role

Analyst track: investment research, market synthesis, data summarization. Client-facing track: client communications, meeting prep, reporting. Compliance and ops track: document review, policy drafting, research support. Small-group, role-specific.

Module 04

AI Strategy and What Comes Next

Building an AI habit. Identifying high-value use cases. Introduction to the AI Adoption Roadmap. Governance and vendor evaluation for leadership. The agent and automation landscape for the year ahead. Q&A and wrap.

Module 05
Comprehensive Only

Deep Application Lab

Extended hands-on lab where each role group builds and refines real workflows from their day-to-day work, with live coaching. Output is a set of validated, firm-ready AI workflows.

Module 06
Comprehensive Only

Embedding and Sustaining

Champion enablement, governance policy finalization, and the sustain plan. Sets up the internal advocates who carry adoption forward. Ongoing champion support continues as an optional add-on.

Office hours are held between sessions in every tier — a 45-minute open forum where staff bring real questions, stuck moments, and use cases from their actual work. These are where fluency becomes habit.

Core Program delivery: 4-week intensive (one session per week) OR 8-week embedded (more practice time between modules). Same content, same price — your team's choice of pace.

Section 05

Start With the Foundation

A 90-Minute Session That Sets the Strategy

Before any training begins, we run a focused 90-minute session with Ali Phillips and Susan, built on UpShift's AI Transformation Roadmap methodology. We interview leadership on the business strategy, then map where AI creates real advantage.

The output is delivered within three days and becomes your organization's AI Manifesto: a clear, shared statement of opportunities, blockers, and the path forward. It is the strategic spine the entire training program is built on, which is what makes the training so much more impactful.

Run it standalone for $5,000 — or proceed with any training tier and the full $5,000 is credited back. Proceed to training and the foundation effectively costs you nothing.
  • 90-Minute Leadership Session
    with Ali Phillips and Susan
  • Opportunities Surfaced
    the firm's highest-value AI use cases
  • Blockers Named
    what is actually standing in the way
  • Four-Stage Mapping
    Governance, Enablement, Deployment, Flywheel
  • AI Manifesto
    your clear path forward, delivered in 3 days
  • Credited Back
    full $5,000 applied when you proceed with training
Delivered within 3 days · Credited back with any tier
Section 06

Optional Add-Ons

Add any of these components to any training tier. Everything is modular — build the exact package that fits.

Section Coach
Before June 15, 2026$15,000
After June 15, 2026$75,000
Flat company license, up to 100 users
Lock before June 15 and save $60,000.

Self-paced, role-specific learning with financial services compliance content and trackable progress. The scalable layer that reinforces fluency between and beyond the live sessions. The 100-user license covers your team of 35 with room to grow.

Ongoing Champion Support
$500/ session
60-minute live working sessions
  • Book ad hoc or monthly (we recommend 2/month)
  • Champions co-lead; UpShift unblocks real problems
  • Support pack: 6 sessions for $2,700 (10% saving)

Pay for what you use. Scale support to actual demand rather than a fixed bundled fee.

Payment terms: 50% upon engagement confirmation, 50% at program launch. All components can be contracted together or independently.

Section 07

How We Move Forward

  1. 1

    Book the AI Adoption Roadmap Session

    A 90-minute session with Ali Phillips and Susan. We deliver your AI Manifesto and path forward within three days. The $5,000 is credited back in full when you proceed with any training tier.

  2. 2

    Select Your Tier

    With the strategic foundation set, choose Starter, Core, or Comprehensive. Susan confirms headcount and preferred start date.

  3. 3

    Lock Section AI before June 15

    If the ProfAI platform is part of your package, confirming before June 15 locks the $15,000 flat rate and saves $60,000.

  4. 4

    Agreement and Deposit

    Engagement confirmed. 50% deposit received. UpShift begins content customization for wealth management.

  5. 5

    Program Launch

    First module delivered on the agreed start date. Office hours calendar shared with participants in advance.

Susan, you outlined exactly what your team needs and we built the program around it. Start with the 90-minute AI Adoption Roadmap to set the strategic foundation, then move into the training with the Core Program as our recommendation. The roadmap fee is credited back when you proceed, the Section AI platform locks at $15,000 before June 15, and every training session ties back to your firm's strategy. Looking forward to the conversation.
Scott Walker
Founder and CEO, UpShift Collective
604-202-0974