Career Transition Training · For Employers
Career Reboot.
Career transition training for employees facing redundancy, automation or restructuring.
Restructures don’t end when the redundancy letters go out. What happens next — how supported people feel on their way out — shapes your employer brand, your remaining team’s trust in leadership and how quickly your departing staff land on their feet.
Most exit packages cover the paperwork: notice periods, entitlements, maybe a generic outplacement voucher. Few actually help someone rebuild direction, especially when the job loss isn’t really about performance. It’s about a role, or an entire function, being reshaped by AI, automation or a fast-changing industry.
Career Reboot was built specifically for that gap. Knowledge professionals in their 40s and 50s who’ve spent 15–20 years building expertise in one lane and now need a structured, dignified way to figure out what’s next.

What it covers
A facilitated small-group program, run over two daysStructured around four stages, from naming what’s happened through to leaving with a concrete plan.
- Naming the shift. Understanding why this happened, including the role AI and automation played, without spiralling into blame or panic.
- The Bridge Period. Practical and emotional tools for the transition window between roles: how to structure days, protect confidence and make sound decisions under pressure (including financial ones, handled as emotional intelligence, not financial advice).
- Repositioning expertise. Translating 20 years of deep domain knowledge into language that lands in a changed job market.
- Next steps with a plan. Leaving the program with a concrete direction, not just a polished resume.
(Full session-by-session breakdown available in the one-pager.)
Delivered your way
Flexible format for your organisation
- In-house, in Sydney — run on-site or at a venue of your choosing
- Online — for distributed teams or offices outside Sydney
- Group size and cadence tailored to your restructure, from a single team to a full department
Why Annabelle Drumm
Steady, non-clinical, independentAnnabelle Drumm is an ICF-credentialed coach who has worked with creative and business professionals since 2009. Her background spans professional broadcast (seven years as a breakfast radio host), building one of Australia’s early online talent agencies from the ground up and coaching senior leaders through career inflection points. She brings a steady, non-clinical presence to a conversation that’s often the hardest one your affected employees will have this year.
What your organisation gets
Concrete outcomes from Career Reboot
- A visibly better off-boarding experience than a generic outplacement voucher
- Reduced disruption and anxiety among remaining staff who are watching how you treat the people leaving
- A faster, more structured path for departing employees to re-orient, reducing the goodwill cost of the restructure
- A simple booking process — one proposal, one invoice, no ongoing management overhead for your HR team
Common questions
How is this different from standard outplacement services?
Most outplacement is resume workshops and job-board access. “Career Reboot” addresses the psychological transition first. This is the part that actually determines whether someone re-employs quickly and speaks well of your organisation afterward.
Is this confidential from the employer?
Yes. Before the program begins, you’ll know exactly what topics and skills are being covered. There are no surprises about content. Beyond that, session discussions stay confidential to each participant. No individual feedback, personal disclosures or session detail is shared back to your organisation unless a participant explicitly gives permission. Career Reboot isn’t a feedback-collection exercise for HR. The only job here is helping your departing staff move forward.
How much does it cost?
Pricing depends on group size, format and number of groups. Request a proposal, provide these details and you’ll have a quote within 2 days.
Can we book this as part of a broader restructure support package?
Yes. Career Reboot can sit alongside your existing HR and legal redundancy process as the human-support component. Talk to me about individual coaching as added value.
Ready to talk?
A confidential conversation — no obligation, no scriptsRestructuring is hard on everyone in the room, including the people who have to deliver the news. Career Reboot gives you somewhere to send your departing staff that isn’t just a voucher.
