Session 01 held · September 2026

The AI-enabled workforce.

A closed-room session series on what it actually takes to get AI past the pilot. One speaker who has done it, no vendor presentations, one seat per organisation.

Most recent session
From Banned to Board Priority
When and where
24 September 2026
Stone & Chalk, Sydney Tech Central
The room
22 senior technology and executive leaders
Next session
Dates being set. Register interest below.
01The last session

From Banned to Board Priority

Building an AI-enabled operating model, told by Oliver Sebastian, Director of IT and Business Transformation at Landcom. Two years ago Landcom banned generative AI through policy and network controls. It is now the top strategic priority for its executive team and board.

Banned

Written into policy. Blocked at the network level.

Curious but cautious

Approval to continue the work, with reservations.

Bold but bounded

The board relaxed the enterprise AI risk rating.

66%

report real productivity or efficiency gains from AI.

34%

use it to redesign how they work, rather than just go faster.

~6%

see material EBIT impact, despite 88 in 100 using AI somewhere in the business.

Figures presented in the session, 24 September 2026.

The leadership challenge

Weak results usually reflect gaps in how the organisation works: no baseline, no clear owner, poor integration, unchanged workflows. Closing those gaps needs decisions from the leadership team, not only from IT.

02Where it started

Four reasons for the ban

One decision, four different fears. None of them were really about the technology.

The technology leader

What could it reach

It was unclear what would happen if a model reached data it should not.

BANNEDthe position, two years ago
The board and executive

Personal liability

AICD warnings put directors’ personal liability in front of them.

The CFO

Unknown cost

The cost of responsible implementation was unclear, so funding was withheld.

Staff

Jobs

People were concerned that AI would lead to redundancies.

Underneath all four was really one thing. Nobody had a clear picture of what generative AI actually was. And you cannot govern what you do not understand.

Oliver Sebastian, on why the ban was the rational position at the time
03Phase one

Five steps before deployment

Security, data access, governance, skills and delivery capacity, settled before a single licence was issued.

01

Strengthen cyber security

Harden the environment before deploying AI tools.

02

Scan every unstructured data environment

Check what a copilot could reach before giving people licences.

03

Establish AI governance

Strategy, policy and an AI register, with AI recorded as an enterprise risk.

04

Develop internal skills

Build capability in the technology team and in an early adopters group.

05

Bring in a delivery partner

DeepWeaver provided delivery capacity, with direction retained in-house.

The first shift · banned to curious but cautious

After a few months most of the foundational work was complete and Landcom moved to a curious but cautious position. The team could keep going, although the organisation had not yet endorsed AI adoption.

04The strategy the board endorsed

Six pillars, governance underneath

The CEO and COO helped develop the AI strategy and the board formally endorsed it. The four delivery pillars only stand because the two underneath them were built first.

Capability and training

Foundational AI training for every person in the organisation.

Business, operations, optimisation

Process, decisions, efficiency.

Customer and stakeholder experience

Engagement, personalised services, value to partners.

Workforce and partnerships

Planning for a workforce that uses AI agents.

The foundation

AI security and governance

Controls over data, risk and compliance.

The foundation

Responsible AI, ethics and ESG

Ethical standards, responsibility, sustainability.

No one left behind. Every single person at Landcom gets foundational AI training. Not just the early adopters, not just the technical teams. Everyone.

Oliver Sebastian, on capability. Executives were trained separately so they could lead the implementation

Know your board

Put the same proposal through each director’s area of expertise. They assess the risk they know best, and they find the issues that need attention.

Risk background

Risk appetite, controls, the audit committee’s oversight.

Legal background

Contract terms, vendor liability, third-party exposure.

Sustainability background

Ethical use, community impact, environmental footprint.

The second shift · curious but cautious to bold but bounded

With the strategy and governance in place, the board changed the enterprise AI risk rating to flexible. Bold but bounded opened the way to investment in experimentation, learning and wider deployment.

05Eighteen months on

Why adoption has not become return

Around 6 in 100 organisations report material EBIT impact, while 88 in 100 use AI somewhere in the business. The gap is not the technology.

95%

of generative AI pilots produced no measurable profit and loss return.


MIT, across more than three hundred disclosed deployments.

Common approach
Approach linked to better results
Add AI to the existing process
Redesign the whole workflow
Spread investment across six or more initiatives
Focus on three or four larger initiatives to double returns
Build internally with too little integration work
Buy the model and prioritise integration with existing systems
Begin before agreeing how to measure results
Agree ownership, baseline, success criteria and a review date first

Applied at Landcom

The next phase, with the lessons from each process carried into the one after it.

01

Pick two or three

Focus on a small number of high value processes.

02

Measure first

Cycle time and cost recorded before anything is implemented.

03

Name a sponsor

Agree a success threshold and a date to scale or stop.

04

Keep productivity separate

Separate ownership, metrics and funding.

06The lessons learnt

Training, usage and governance

Three things Landcom would tell anyone starting the same work.

01Managing AI usage
Landcom manages usage across the organisation much like a shared mobile data plan. Higher and lower individual usage tend to balance out. Training covers efficient use rather than policing each person’s consumption.
02Training is a condition of continued access
Every person completes Claude training within thirty days of receiving a licence, or the licence is switched off.
03Use the existing governance framework
Landcom extends its existing security controls to AI. Each initiative needs a business case and a clear link to the organisation’s mission. Delivery follows the established framework, with one committee overseeing project control, AI governance and data governance.

It would have been very easy to stand up a parallel AI programme with its own governance, its own reporting line, its own everything. It feels responsible. And within a year it becomes invisible to the business it is meant to serve.

Oliver Sebastian, on the risk of creating a separate AI programme
07Take it back to your team

Six actions for technology leaders

Tick what you could already answer today. The gaps are the agenda for your next leadership meeting.

Identify specific concerns

Give the board a clear account of each risk.

Scan your unstructured data

Understand what AI tools could reach.

Pick one core process

Focus the initial effort.

Set the baseline first

Measure current performance.

Require training for licences

Make training a condition of continued access.

Understand your board’s priorities

Explain risks in terms each director already knows.

0 of 6 covered

Four questions for the executive team

What are the specific risks?

Can each member name the risks that concern them, and say why?

What is in our unstructured data?

If we handed a copilot to everyone tomorrow, what would it surface?

Which process, and why that one?

Can we name it, and state its current cycle time and cost?

Who owns it, and when do we stop?

Agree a sponsor, success criteria and a review date before work starts.

08Who hosts these

Two specialisms, one engagement

DeepWeaver brings the AI. Digital61 secures and operates the environment it runs in. The sessions exist because most organisations do not have an AI problem, they have a governance, security and operationalisation problem.

The AI partner

An Australian AI consultancy and an Anthropic Claude partner. The practice is built around adoption rather than procurement: get the technology to the people doing the work, prove it on real processes, then keep going until agents are running in production. Certified under ISO 42001, the AI management standard.

deepweaver.ai →

The security and infrastructure partner

A Canberra-headquartered managed security and managed services provider working with Australian government, critical infrastructure and enterprise. Identity, endpoints, cloud platform and a 24/7 security operations centre, run inside the Microsoft tenancy you already own. DISP member with an IRAP PROTECTED-assessed managed SOC.

digital61.com.au →

Anthropic Claude partner ISO 42001 certified, NAIC-listed Microsoft Solutions Partner DISP member IRAP PROTECTED-assessed managed SOC

Who to talk to

Basil Apostolou
Chief Technology Officer
Digital61
LinkedIn
Sunny Bhatia
Chief Information and Digital Officer
Digital61
LinkedIn
Saju Daniel
Co-founder and Managing Director
DeepWeaver
LinkedIn
Tamilselvan Easwaran
Co-founder and Managing Director
DeepWeaver
LinkedIn
09The write-up and the next session

Get the session summary and the slides

Four reasons for the ban, the five steps Landcom took before deployment, the six-pillar strategy the board endorsed, the eighteen-month evidence on adoption against return, and the lessons on training, usage and governance.

01

Sent in about a minute

Straight to the address you give.

02

Keynote content only

The discussion that followed was Chatham House and is not recorded anywhere.

03

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