How to engage

Start free. Go deeper only when you want to.

A clear progression from free learning and community support to practical implementation. Begin with a webinar, Chat with Jane, The Pivot Community or the newsletter. Move to a paid workshop or intensive when you are ready to work on one specific problem, and into 1:1 support when the question is genuinely yours alone.

Start here: free activities

Discover • Learn • Build confidence

The free activities exist to help you discover the work, experience the approach and gain enough clarity to decide what problem you want to solve next. Nothing here asks you to commit to anything.

Every Tuesday

The Pivot Dispatch

A weekly practical newsletter for professional women 40+ navigating career change, financial decisions and the impact of AI. Each edition combines perspective, useful tools and a clear action or question to help readers build more options for their next chapter.

2nd & 3rd Saturdays · 10:00 a.m. ET

Chat with Jane

A live, conversational Q&A inside The Pivot where members bring real questions about work, money, AI, consulting and midlife transitions. Jane responds with practical frameworks and perspective, while members also learn from the experiences and questions of other women.

Ongoing

The Pivot Community

A free community for professional women 40+ who are intentionally designing their next chapter. Members receive peer support, curated resources, event access and ongoing conversations around financial runway, career transition, AI fluency, retirement readiness and creating purposeful work and income options.

Upcoming free webinars

Each webinar explores one of the three pillars that shape a successful next chapter. They are designed to help you understand the issue, assess where you currently stand and identify the next decision or action you need to take. Every one of them is free.

Financial Runway

Free Webinar: Financial Runway

Thursday, September 17, 20261:00 p.m. ET (New York) / 8:00 p.m. EAT (Nairobi)

A practical introduction to the numbers behind a career transition. Participants learn how to think about monthly spending, financial runway, financial freedom readiness and the affordability of different next-chapter choices before making a major move.

Free · Live on ZoomRegister free
AI Fluency

Free Webinar: AI Fluency

Thursday, October 15, 20261:00 p.m. ET (New York) / 8:00 p.m. EAT (Nairobi)

A non-technical session showing women 40+ how to use AI as a practical career and business tool. Covers productivity, research, repositioning, content, consulting and income options, with emphasis on using AI intentionally rather than simply asking it isolated questions.

Free · Live on ZoomRegister free
Career Repositioning

Free Webinar: Pivot Strategy

Thursday, November 12, 202612:00 noon ET (New York) / 8:00 p.m. EAT (Nairobi)

A strategy session for women who know something needs to change but are not yet clear on the next move. Participants explore viable next-chapter options, how to reposition their experience and what must be true financially, professionally and personally for a transition to work.

Free · Live on ZoomRegister free
Everything below this line is paid

The workshops and intensives are paid sessions, so they sit apart from the free events above. Join a waitlist and we will send you the next date, the agenda and the investment for that session.

Workshops

Ready to work on one specific problem?

Solve one problem • Implement

Workshops are for women ready to move beyond information and work on something specific. Each one focuses on a single practical challenge. You should leave having done meaningful work — not having listened to a presentation.

One paid workshop is offered each month, rotating between Financial Runway, AI Fluency and Pivot Strategy / Career Repositioning. Each topic is therefore typically offered about once per quarter. Join the waitlist and we will send you the next date, the agenda and the investment for that session.

Live practical intensive

Financial Runway Intensive

Monthly rotation • typically once per quarter

A hands-on workshop for women who need to know whether they can afford a career change, break, consulting move or other transition. Participants work through their spending, available runway, financial freedom readiness and decision scenarios so they leave with clearer numbers and concrete next steps.

Participants will examine:

  • Current spending
  • Essential vs discretionary expenses
  • Financial runway
  • Existing income and assets
  • Income gaps
  • Financial freedom readiness
  • Financial implications of different career scenarios

The goal is not to tell participants whether to leave their jobs. It is to give them the financial clarity required to make a more informed decision.

Paid intensive · dates and investment on request
Live practical intensive

AI Advantage Intensive

Monthly rotation • typically once per quarter

A hands-on AI workshop designed around real work and income goals. Participants learn to use AI for productivity, research, positioning, content creation, business development and side-hustle or consulting operations, and begin building practical workflows they can keep using after the session.

Participants will examine:

  • Productivity
  • Research and analysis
  • Career repositioning
  • Consulting and coaching delivery
  • Content development
  • Business development and marketing
  • Side hustles and new income opportunities

The objective is not simply to learn more AI tools. It is to become more fluent in deciding where AI can genuinely improve how you work and create value.

Paid intensive · dates and investment on request
Live focused workshop

Pivot Strategy & Career Repositioning Workshop

Monthly rotation • typically once per quarter

A focused career repositioning workshop for women considering a new role, consulting, coaching, entrepreneurship or a portfolio career. Participants clarify their strongest options, reposition transferable experience, identify gaps and build a practical plan for testing the market rather than pivoting on assumptions.

Participants will examine:

  • Another senior role
  • A different sector
  • Consulting
  • Coaching
  • Entrepreneurship
  • Advisory, board or portfolio roles
  • A combination of several income streams

The objective is to begin repositioning experience for where you want to go next, rather than simply presenting where you have been.

Paid intensive · dates and investment on request
How the journey fits together

A Clear Progression

Free activities create trust and clarity. Workshops and intensives help you act on one priority. Private coaching is for women who need tailored strategy, deeper analysis and integration across their transition.

  1. 01

    Discover

    Free activities

    The newsletter, live webinars, Chat with Jane and The Pivot Community. Explore the ideas and decide what problem you want to solve.

    Go there →
  2. 02

    Solve one problem

    Workshops & intensives

    A paid intensive each month, rotating across the three pillars. You leave having done meaningful work on your own numbers, positioning or workflows.

    Go there →
  3. 03

    Go deeper

    1:1 coaching

    Personalized analysis, a strategy built around your actual circumstances, and accountability as you implement it.

    Go there →
  4. 04

    Integrate everything

    The Full Pivot

    Align money, positioning and AI capability into one plan for your next chapter.

    Go there →
Questions

Frequently asked questions

Do I need to know exactly what my next chapter is?

No. Many women begin precisely because they need clarity on their options.

What is the difference between the free webinar and the monthly workshop?

The webinar helps you understand the problem and identify your questions. The workshop is where you actively work on your own situation.

Is Financial Runway investment advice?

No. Financial Runway is financial coaching and decision-support education. It does not replace regulated investment, legal, tax or financial advice.

Is AI Fluency technical?

No coding background is required. The focus is practical AI use for work, career, consulting and business.

How much does it cost?

Fees are shared as part of the follow-up, once we know which engagement fits. Explore the offer or book a strategy session and you will receive the investment, the schedule and the payment options for the specific engagement you are considering.

What happens after I enquire?

Jane follows up personally with the detail for that engagement — scope, dates, fees and next steps — and, if it is useful, a short conversation to check it is the right fit before you commit to anything.

You do not need more pressure. You need more options.

The objective is not to predict exactly what comes next. It is to build the runway, the positioning and the capability that let you choose.

The Pivot Dispatch

Every Tuesday, one clear idea.

Perspective, a useful tool and one thing to act on — for women 40+ navigating career change, money and AI.

Unsubscribe anytime.