FROM OVERWHELMED FOUNDER
TO STRATEGIC CEO – AND
EXIT-READY BUSINESS

Jenny Stilwell is a strategic advisor and speaker helping founders
scale beyond $2M, build valuable businesses, and create the
freedom to grow, step back, or exit on their terms.

Trusted by founders across Australia, New Zealand and the UK.

WHAT JENNY
DELIVERS

Jenny delivers insightful and commercially grounded
talks designed for founders navigating growth,
complexity, and business transition.

Her sessions combine:
· Real-world experience building and scaling businesses
· Proven frameworks used by $2M–$10M+ companies
· Practical strategies that can be implemented
immediately

Her key deliverable is strategic clarity your audience
can act on the next day.

SIGNATURE TALKS

1. THE 7% CLUB: BREAKING THROUGH THE $2M CEILING


Only 7% of businesses break through $2M in revenue.
This talk reveals why – and what it actually takes to scale beyond it.


Audience: Founders in growth-stage businesses


Key Outcomes:
· Understand the structural shifts required to scale
· Identify the bottlenecks limiting growth
· Build a roadmap to move from operator to CEO

2. FOUNDER FREEDOM:
BUILD A BUSINESS THAT DOESN’T NEED YOU


A powerful session on shifting identity, structure, and
leadership to create a business that enables – not consumes –
the founder.


Audience: Founders approaching or beyond $2M


Key Outcomes:
· Shift from “Chief Everything Officer” to CEO
· Tools and strategies to reposition your role from operational to strategic
· Shift focus to see your business through a CEO Lens™

3. EXIT IS A STRATEGY, NOT AN EVENT


Most founders think about exit too late. This talk reframes exit as
a strategic pathway to building value, options, and control.


Audience: Established founders, business owners considering exit


Key Outcomes:
· Understand what drives business value
· Increase founder options (scale, stay involved, sell)
· Avoid the “transaction trap” that destroys value

WHAT
AUDIENCES
SAY

I have attended two events where Jenny spoke about strategic business growth, and she fully engaged the room. She has a natural ability to quickly read the audience, identify what matters most to them, and deliver practical, common-sense insights that genuinely resonate.

She brings her content to life through stories and real examples, adding depth and context to the strategies she shares.
The sessions are insightful and immediately useful, with people leaving feeling clearer and more confident about their next steps. Anyone looking for a speaker who combines strategic clarity with practical, relatable delivery would be well served by Jenny.
Nicki Osbaldiston

Jenny Stilwell delivered a two-hour workshop for Soda, focusing on how service-based businesses can grow. The workshop struck a great balance between strategic thinking and actionable advice, giving participants clear next steps they could apply immediately in their businesses. We received extremely positive feedback about the workshop with attendees feeling more confident and in control of their business direction.
Anna Devcich, General Manager – Soda

WHY JENNY

Jenny Stilwell is not a career speaker –
she is a strategic advisor who has built, led, and scaled businesses.

 

 

She brings:

· Experience across $2M to $10M+ companies
· Deep understanding of founder challenges at each stage of growth
· Proven frameworks that drive both performance and value

Her work sits at the intersection of:

· Growth
· Leadership
· Strategic value creation
· Exit readiness

Available for:

· Entrepreneur networks and associations
· Founder retreats
· Private group sessions

 

📍 Based in Melbourne | Available across Australia, NZ, UK

WHO THIS
IS FOR