Led by Jon Reily • Built for velocity

Enterprise Growth & Platform Transformation — Done with operating discipline.

The Reily Group partners with CEOs and senior leaders to modernize commerce and platforms, fix operating cadence, and deliver measurable outcomes—fast.

$550M
Incremental revenue experience
20%+
Conversion lift (examples)
Multi‑geo
Operating cadence across regions

When to call

Common “stuck” signals:

  • Growth stalled; conversion flat or declining
  • Too many initiatives; no owned roadmap
  • Platform aging; integration debt rising
  • KPI reporting without decisions
  • AI pilots without governance or measurement
Good fit when: you need clarity fast and an operating cadence that ships.

What you get

In the first 30 days:

  • Decision-ready diagnosis + KPI baseline
  • Funded phased roadmap + clear owners
  • Operating cadence + governance model
  • Measurement plan (experimentation + scorecards)
  • Exec-ready readout (memo + scorecard)
Typical output: a 10–15 page decision memo + 1-page KPI scorecard.

What we do

Three areas where organizations get stuck—and where disciplined operating leadership creates outsized returns.

Growth & Transformation

  • Turnarounds and stalled-growth recovery
  • Operating-model fixes (cadence, governance, decision rights)
  • KPI/OKR systems that drive execution

Commerce & Platform Modernization

  • Marketplace, B2B/B2C commerce, and customer lifecycle
  • Discovery/search, conversion, checkout/payments optimization
  • Multi-geo execution, localization, scale readiness

AI-Native Execution (Pragmatic)

  • AI-assisted discovery/search and recommendations
  • Agentic commerce roadmaps + guardrails
  • AI operating model: evaluation, governance, rollout, measurement

How we work

A simple operating model designed to ship outcomes: diagnose, align, execute, measure—without strategy theater.

01 • Diagnose

2–3 weeks

Identify the constraint, baseline KPIs, and produce a decision-ready view of what to change and why.

02 • Align

1–2 weeks

Build a funded, phased roadmap, clarify owners/decision rights, and set the operating cadence.

03 • Execute

6–16+ weeks

Embedded leadership and governance to drive the roadmap, manage risk, and keep stakeholders aligned.

04 • Measure

Continuous

Scorecards, learning loops, and course-corrections based on data so outcomes stick beyond the engagement.

Proof

Evidence matters. These are examples framed safely (prior leadership roles and anonymized work where appropriate).

Outcomes

  • $550M incremental revenue delivered in a prior leadership role via experimentation and conversion improvements.
  • 20%+ conversion lift and ~80% engagement lift from an anonymized AI-assisted B2B marketplace initiative.
  • Global operating cadence across North America, Europe, and APAC in prior executive roles.

What “AI-native” means here

  • Use cases tied to KPIs (not demos)
  • Governance: privacy, risk, evaluation, rollout
  • Measurement: offline eval + online experimentation

Want a sample scorecard?

We can share a redacted example after an intro call.

Book a consult

About

Led by Jon Reily — recognized retail expert and frequent industry commentator. Senior bench when needed.

The Reily Group is an executive-led growth and transformation partner. We work with CEOs and senior leadership teams when the organization needs measurable progress—useful modernization, operating-model fixes, and disciplined execution that turns strategy into shipped work.

Led by Jon Reily (Former Global President, ex-Amazon), The Reily Group brings enterprise operating experience across commerce platforms, customer experience, and global transformation—now increasingly focused on pragmatic AI-native commerce, applied with governance, measurement, and customer trust in mind.

Jon also serves in select governance and community leadership roles.

Focus areas

Growth strategy Commerce platforms Operating cadence Modernization AI roadmaps + governance Measurement + experimentation

Small by design. Senior by default.

Contact

If you’re facing a growth stall, platform decision, or transformation that needs operating discipline, share a few details and we’ll respond quickly.

Start a conversation

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Email: jon@reilygroup.com

Engagements (typical)

Growth Constraint Sprint (2–3 weeks) — diagnosis, KPI baseline, decision-ready roadmap, operating cadence.

Platform Modernization Leadership (8–16 weeks) — phased plan, governance, partner alignment.

AI‑Native Roadmap + Guardrails (4–6 weeks) — use cases, measurement, governance, MVP roadmap.

Interim Executive Operating Support — fractional leadership to stabilize execution.

In the News

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