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Speak Up

Speak Up Sister

Performers’ hacks for non-performers!

Do you often find yourself preparing meticulously for a conversation, only to hesitate when it’s time to speak?

It’s common to feel a sense of frustration when the words don’t come out as planned, especially when you’ve thought everything through so carefully.

You might even wonder what new possibilities could open up if speaking felt just a little more comfortable and less daunting.

If you’ve found yourself in the Overthinker group, it’s likely because you prefer to prepare carefully and want to speak clearly and thoughtfully. It’s perfectly normal to feel some hesitation or doubt when stepping up to speak.

This program gently supports you with simple, manageable steps to help build your confidence over time. There’s no rush here – just steady encouragement and practical tools to help you find your voice in a way that feels comfortable and true to you.

I’ve had conversations with so many thoughtful, capable women who excel in their fields. They’ve shared with me that while they feel confident in their expertise, they experience self-doubt when it comes to speaking up. It’s a reminder that this is a very common feeling, even for those who are highly accomplished.

Jenny Wynter in a blue sequinned dress on a yellow spotlight background

Clearly, this is not an issue with being a capable person in business. It’s a confidence thing.

This hesitation isn’t a reflection of your ability; it’s about confidence. The truth is, sharing your ideas is a part of professional life. It can feel like a performance, whether you’re speaking with staff, meeting new people, pitching to clients, or simply sharing an idea in a meeting. The good news is that you don’t have to be a natural-born performer to feel at ease in these moments:

  • speaking with groups of your staff
  • meeting people at networking events
  • pitching clients
  • really showing up in virtual meetings
  • creating content for your social media channels
  • presenting an idea at a meeting
  • introducing speakers at an event
  • giving a speech at an event
  • And on… and on… and on…

No matter how brilliant you are (and your product, service or idea), if you can’t find the confidence to speak up effectively, your results will always fall short.

But here’s the best news!

Speaking well is not a magical power only bestowed on a fortunate few.

Jenny Wynter - Speak Up Sister

Here is some reassuring news: clear communication is a skill that can be learned, not a magical power. While some people may seem like natural speakers, most of us benefit from having a reliable toolkit to draw upon. This program is designed to share practical, manageable techniques from the world of performance that can help you feel prepared and steady when you speak.

You don’t need to become an actor or a comedian to grow as a speaker. But some simple, proven tools from the world of performance – like posture, pacing, and presence – can help you feel more in control and more confident. I’ll guide you through them step by step, so you can try what works for you, without pressure.

The ability to remain calm and speak in a way that feels authentic to you is truly valuable. It’s possible to develop this skill, one step at a time.

I’m here to guide you through a gentle, supportive process.

Hi, I’m Jenny Wynter, and I’ve been a professional stand-up comedian for nearly two decades.

Jenny Wynter in a blue sequinned dress on a yellow spotlight background

And by that, I mean, it’s how I make my living. I don’t have a day job. This is my day job, and it’s allowed me to work in the US, Canada, the United Kingdom, and all across Australia (and even into international waters…)

I’m also a 2 x TEDx speaker, including one which was 100% improvised on-the-spot and filmed in front of a live audience. Yes, you read that correctly!

All the time people ask me “How on earth do you do that? That’s terrifying! That’s my worst nightmare!”

And the thing is… first of all, I just love it, yes. I’m a freak like that.

But what I’ve come to realise in these years of performing is that my real superpower is twofold:

a) A performers’ mindset; and

b) A set of reliable techniques that I use before, during, and after each and every speaking and performance opportunity I have.

These two things consistently let me get out of my own way when I’m in the spotlight, show up as the best possible version of myself in the moment, and learn from my mistakes along the way.

They’ve allowed me to build a successful career out of performing comedy over the past two decades.

And even if you have zero desire to be on a physical stage, I’m telling you, these two superpowers can be an absolute game-changer for you too, in business.

Introducing…

Speak Up Sister!

A gentle, self-paced six-week video course designed to help you feel more prepared, more grounded, and more in control when speaking. You’ll be guided through clear, practical techniques drawn from two decades of real-world performance experience.

Step by step, you’ll begin to shift how you relate to nerves and self-doubt – seeing them not as flaws, but as signals that can be understood and worked with. You’ll also learn simple ways to feel more at ease in your body and voice, so you can show up as your calm, clear, authentic self.

This isn’t about being a stage-ready speaker or larger-than-life personality. It’s about building the kind of quiet confidence that supports you in everyday moments – conversations, meetings, and messages that matter.

Speak Up Sister includes

Jenny Wynter - Speak Up Sister

Self Paced Video lessons

  • Six weeks of paced, manageable lessons
  • Calm mindset strategies from lived experience
  • Real examples—what worked, and what didn’t
  • Solo and paired exercises to build skills gently
  • Practical tools for body, voice, and clarity
  • Thoughtful planning for high-stress scenarios
Jenny Wynter - Speak Up Sister

Pocket cheerleader

A mobile-first printable mini-book which you’ll be able to tailor make with your own favourite tips, reminders and warm-ups to have on hand so you can get into your best and most relaxed mode wherever and whenever you need it.

Jenny Wynter - Speak Up Sister

Practical worksheets

Each module includes a simple, mobile-friendly worksheet to help you organise your thoughts. You can print them or keep them on your phone—whichever feels most useful and accessible for you.

Jenny Wynter - Speak Up Sister

Video transcripts

Transcripts of all video content for you to refer back to at any time, including highlights of the live sessions.

Week by week from Day 1

1 Foundations

Lay the groundwork with clarity. We explore why speaking up can feel hard—and how naming challenges like doubt or hesitation helps you work with them thoughtfully. You’ll start identifying your own reasons for wanting to grow, at your own pace.

2 Mindset

Get to know your internal dialogue and gently shift toward acceptance—of yourself, your process, and your audience. Learn how small stumbles can actually strengthen connection, not weaken it.

3 Agility and spontaneity

You don’t have to memorise everything. Instead, you’ll learn to stay present, adjust naturally, and feel more prepared to respond when things don’t go to plan. Flexibility builds confidence.

4 Nerves and fear busting

Understand what nerves are really telling you—and how to meet them with calm strategies and self-trust. You’ll build a toolkit to handle pressure before, during, and after speaking.

5 Hard skills

From posture to pacing, learn core speaking tools that help you feel more grounded and in control—whether you’re on stage, online, or in a meeting. Nothing flashy—just simple, repeatable techniques.

6 Doomsday preparation

What if things go wrong? We’ll walk through real concerns and create your personal plan for handling the unexpected. With a few steady strategies, even worst-case fears feel more manageable.

And if that isn’t enough, there’s additional

Bonus Content

Humour: Your Secret Superpower

You don’t need to be funny on command or turn into a comedian. This module explores how gentle, authentic humour can help you connect with others in real ways – even in professional settings. Drawing on two decades in comedy and hospital clowning, I’ll share practical insights into why humour works, and how small, honest moments of lightness can ease tension and open up trust.

Apply to join the next intake

I provide a lot of personal support for students, so numbers are limited each intake. Secure your place by signing up today!

Single
Payment

A$895

Jenny Wynter in front of a bright yellow circle, looking empowered and happy, confident in her ability to Speak Up

Monthly
Payments

5 x A$195

In just six weeks, you’ll begin building practical skills and a mindset that helps you feel more prepared, more confident, and more in control when speaking up. And you won’t be doing it alone – you’ll have my ongoing support and encouragement for a full year.

Got questions?

Jenny Wynter stands in sequins and metallic cowboy boots in front of a yellow circle, ready to Speak Up with confidence

I don’t want to be a professional speaker!

That’s not a question, but ok… That’s completely fine – this course isn’t about becoming a polished performer. It’s for people who want to speak clearly, calmly, and professionally when it matters – whether in meetings, interviews, or everyday situations.

Jenny Wynter looking confident and empowered in sparkling blue sequins as she coaches the students of the Speak Up Sister programme

How long will it take to finish the programme?

The program is released over six weeks, but you can move through it at your own pace. There’s no pressure to rush – just steady progress, with time to reflect and practise.

Jenny Wynter stands in sequins and metallic cowboy boots in front of a yellow circle, ready to Speak Up with confidence

How much time do I need to commit?

Each video is short and focused, so you can fit them into your schedule. Even a few hours a week can help you grow your confidence. Go at a pace that feels realistic for you.

Jenny Wynter looking confident and empowered in sparkling blue sequins as she coaches the students of the Speak Up Sister programme

But I’m not comfortable on camera!

That’s completely normal. You don’t have to love the spotlight to benefit from this course. You’ll learn practical ways to feel more at ease speaking in public – on camera, on stage, or in person.

Jenny Wynter stands in sequins and metallic cowboy boots in front of a yellow circle, ready to Speak Up with confidence

Will I actually finish it?

You’re not alone in wondering that. Speak Up Sister is structured to keep things manageable and motivating. With guidance, support, and simple steps, you’ll make real progress – and you’ll have tools you can keep using long after.

Jenny Wynter looking confident and empowered in sparkling blue sequins as she coaches the students of the Speak Up Sister programme

Can I ask questions along the way?

Yes. You’ll have access to support for a full 12 months, including regular live coaching sessions where you can ask questions or work through challenges together.

Jenny Wynter stands in sequins and metallic cowboy boots in front of a yellow circle, ready to Speak Up with confidence

What happens after the course ends? Am I on my own?

Not at all. You’ll continue to have access to the course materials, coaching sessions, and support for a whole year. You can revisit the content whenever you need a refresher or confidence boost.

Feedback

I have been involved in amateur theatre on and off for near 50 years… …I jumped at the chance to be involved in the Jenny Wynter workshop… …I must say that being involved with a true professional such as Jenny was amazing… … I couldn’t think of a better way to be introduced to this…

KK, Yeppoon

Without wanting to dramatise, the experience was truly an epiphany for me personally… I really wanted to thank you personally for the energy, enthusiasm and talent you put in…

KW, Brisbane

Just yesterday I stood up at a poetry event with my own piece. I would never have conceived of doing such before this workshop. I have been unleashed!! Thank you, Jenny – you were so encouraging and buoyed us all to be our best selves. Your energy and spirit infused us all!

MW, Brisbane

Speak Up Sister is for you if you ever have to

…speak to groups of your staff…
…meet people at networking events…
…pitch new clients…
…pitch existing clients…
…present ideas at meetings…

Jenny Wynter stands in sequins and metallic cowboy boots in front of a yellow circle, ready to Speak Up with confidence

…create content for social media…
…give a speech at an event…
really show up on Zoom meetings…
…introduce speakers at an event…

As a professional performer who manages my own career, I’ve done all these things myself to create opportunities and grow my work. Being a performer means not only the creative side but also handling the practical parts—like planning and sharing your value with others.

Jenny Wynter stands ready to Speak Up with a colourful tutu and keytar, resplendent in sequins and tulle

Still reading? Great!

Join the Speak Up Sister program when you’re ready.

Over six weeks, you’ll gradually build useful skills and a mindset that help you feel more prepared and confident when speaking in business.

You’ll learn how the performer mindset applies to everyday situations, with practical techniques you can try before, during, and after speaking.

Here comes the science

Stand-up comedy teaches you to connect with your audience: Performers have to engage their audience to be successful. They need to make their audience laugh and keep them engaged throughout their performance. This means they have to be able to read their audience and adjust their material accordingly. Learning how to connect with an audience is a crucial part of public speaking, and studying stand-up comedy can help you develop this skill. (Reference: Hambrick, D. C., & Amabile, T. M. (1996). Measuring creativity: The relevance of craft versus art. Academy of Management Journal, 39(2), 396-416.)

Jenny Wynter looking thoughtful and serious as she contemplates the science behind the Speak Up Sister programme

Performing teaches you to think on your feet: Stand-up comedians have to be able to think on their feet and come up with witty responses to unexpected situations. This means they have to be quick-witted and adaptable, which are essential skills for public speaking. Learning how to improvise and adapt to unexpected situations can help you become more confident in your ability to handle any situation that might arise during a speech. (Reference: Puccio, G. J., & Cabra, J. F. (2010). Applied creativity: An introduction. Creative Education Foundation Press.)

Stand-up comedy teaches you to use humour effectively: Performers are experts in using humour to connect with their audience and make their material more engaging. Learning how to use humour effectively can help you become a more engaging speaker and build rapport with your audience. Humour can also be an effective tool for dealing with nerves and reducing anxiety during public speaking. (Reference: Martin, R. A. (2007). The psychology of humor: An integrative approach. Elsevier Academic Press.)

Stand-up comedy teaches you to take risks: Stand-up comedians have to be willing to take risks with their material and try new things. They need to be willing to experiment and take chances in order to find what works best for them. Learning how to take risks can help you become more confident in your ability to take on new challenges and try new things in your public speaking. (Reference: Kaufman, J. C., & Beghetto, R. A. (2009). Beyond big and little: The four c model of creativity. Review of General Psychology, 13(1), 1-12.)

Copyright (C) 2025 Jenny Wynter. All Rights Reserved.

Living and working in Gympie, I acknowledge the Gubbi Gubbi, Wakka Wakka and Butchulla peoples, the First Nation Traditional Custodians of Country, and of the lands and waters on which I live and work, and all the peoples who have welcomed me on Country. I pay my respects to all Elders past and present and acknowledge the young leaders who are working beside Elders in our cultural industries in the continuation of cultural, spiritual and educational practices. I recognise all First Nation peoples as the original storytellers of these lands and acknowledge the important role they continue to play in our community.