81 | Assertiveness: why it matters and why it can feel so hard
Release Date: 07/21/2020
113 | Fragile vs. deep confidence, messing up, difficult bosses/work environments, microaggressions + more with Cynthia Pong
The Art of Speaking Up
Welcome to the show! Today I’m chatting with feminist career coach, Cynthia Pong. Cynthia is a career strategist for women of color, and today’s conversation goes deep into how to build the kind of inner strength that will help you whether some of the big challenges the workplace throws your way. This conversation is super unfiltered, encouraging, and filled with nuggets of advice. To follow Cynthia, check out her links below: Website: LinkedIn: Cynthia’s book: Twitter: Instagram: If you want to get in touch with Jess: Email: // Instagram:...
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112 | Mindset 101: Why you have so many negative thoughts + how to tame them (you are not broken)
The Art of Speaking Up
Are you self-critical? If so, this episode is for you. Your brain, when left unchecked, can make you feel awful and convince you that you’re the worst person ever. This can feel insanely crappy but the good news is, you’re not broken the way your brain says you are, and you have the power to change what you think and how you feel. And when you do this – you will start showing up with SO much more confidence at work. Tune in to learn how and let me know what you think! Wanna listen to episodes that feature my inner typewriter? Check out: Episode...
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111 | Working through fear and old patterns, finding the courage to speak up, burnout + more with Brenda Baird
The Art of Speaking Up
On today's episode we have special guest Brenda Baird (Executive Leadership Coach) on to discuss fear in the workplace. In particular, where it stems from, how it can affect us at work, and what you can do to overcome it. She also talks about what makes a good leader, dealing with burnout, and how to be more self reflective in general. Learning how to dig deeper in our self reflection process and challenging the patterns we uncover is vital in continuing to grow, being a better leader, and feeling more comfortable and confident in your voice and yourself! Stay safe everyone and thank...
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110 | Finding your voice in a meeting full of more senior people
The Art of Speaking Up
Today’s episode is for you if you find yourself struggling to speak up in meetings with more senior people. Listen in to hear me share a powerful perspective that will change the way you see these meetings and inspire you to take the powerful but scary step of sharing your voice even when you feel afraid and even when you’re one of the less tenured people in the room. To get in touch with me, shoot me an email () or a DM, and to learn about private coaching, check out And come join me in the free Facebook group here: Thank you so much for tuning in, and I’ll catch you next...
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109 | Relearning to trust yourself, being an empath, micromanagers, joy, relaxation + more with Rayla Bailey
The Art of Speaking Up
Welcome to the show! Today is my favorite kind of interview: long, honest, winding, and a little bit of an escape from the real world. I had so much fun chatting with executive coach, Rayla Bailey, on what it means not only to lead with confidence, but to create joy and fulfillment in one’s life. We cover so much in this episode – some things you’ll hear us talk about are: -Mindset -Being a private/sensitive person -Building trust with yourself -Leading -Separating from the need for external validation -Chasing joy and playfulness -The importance of rest -The...
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108 | Becoming the strongest most confident version of you - no matter your struggles
The Art of Speaking Up
Welcome to another solo episode! Today, I’m talking about how you can take control of your professional trajectory & pave the way for a career path that is truly remarkable. I think that women in the corporate & professional world deserve best-in-class career development advice. That’s really what was missing for me in my career, and was why I started this show. As women – we need career guidance that is truly inspirational and allows us to tap into the strongest, most powerful version of ourselves. And that is exactly what this episode is designed...
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107 | Trust & surrender, following signs, vulnerability with mentors, & the mindset of a leader with Hamidah Thanawala
The Art of Speaking Up
This conversation is magical and wonderful. Today’s guest Hamidah is a seasoned professional in the finance industry, and the wisdom that she shares in this conversation gave me chills! We talk about finding confidence and learning to lead at work, but the conversation goes so much deeper than that. Hamidah shares priceless wisdom of how we can learn to trust ourselves and our intuition in a way that helps us succeed and feel confident and strong along the way. Hamidah hosts a wonderful podcast called Sharing Life Lessons, which I have been a guest on! ...
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106 | Your best year ever, part 3: the ONLY thing you need to do to become confident
The Art of Speaking Up
Time to round out this 3 part series – this episode is my favorite! I’m walking you through how to become confident and how to stick with the process long enough that you begin to experience lasting change. It’s simple – but not easy. This episode will give you the freedom to grow imperfectly and will empower you to start using your voice and building confidence TODAY (there is literally no reason to wait). If you’re interested in applying for 1:1 coaching, you can find everything you need at my new website: And if you have any questions, you...
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105 | Your best year ever, part 2: becoming a powerful presence in meetings
The Art of Speaking Up
Welcome to part 2 of this special series! Today I’m deep diving into the skill of advocacy, also known as speaking up. In this episode I’m going to share: -A simple tip you can implement to begin coming out of your shell in meetings -What is happening in your mind that might be keeping you from speaking up -What leadership skills you need to develop in order to use your voice powerfully If you’re interested in applying for 1:1 coaching, you can find everything you need at my new website: And if you have any questions, you can DM me on Instagram...
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104 | Your best year ever, part 1: the 4 skills that will make you unstoppable
The Art of Speaking Up
Welcome to the show! It’s wonderful to be back with Season 5 at the start of 2021, and I hope you’re doing absolutely amazing. In today’s episode, I’m outlining the four skills that you need to become a super high performer at work. This is part of a 3 part series where I’m giving you some powerful (but challenging!) steps you can take to make 2021 a year where your career really starts to take off. Today you’ll hear me describe the four skills you need to make that happen, why each one is so important, and which ones you may find challenging. In...
info_outlineWelcome! I’m so excited to announce the release of my new ebook “Speak Without Fear: The Smart Ambitious Woman’s Guide to Assertiveness in the Workplace.”
You can grab your free copy at https://www.assertivenessebook.com/
Once you receive your ebook, you’ll receive a link to reserve your spot in the August 9th book club. We’ll be meeting at 10am PST via zoom and I can’t wait to see you there!
And a bit more on today’s episode, which is all about learning to be assertive at work. I spent a lot of time feeling totally afraid and paralyzed at the thought of being more vocal and outspoken, and this became a problem, because assertiveness is extremely important for one’s professional growth.
This is what inspired me to write my ebook. Tune into today’s episode to learn more about why assertiveness matters so much, and why it doesn’t have to feel awful, weird, or agro.
Sending love,
Jess