logo
episode-header-image
May 2025
30m 56s

#478 Five assertiveness watch outs (and ...

THE SQUIGGLY CAREER
About this episode

Assertiveness isn’t a tick-box skill or a one-size-fits-all tone. In this episode, Helen and Sarah unpack 5 common “assertiveness watch-outs” — sneaky habits that can undermine your message without you even realising it. Whether you tend to over-explain, over-apologize, or overdo your energy, you’ll walk away with practical tools to lead more effectively.


00:00 What is assertiveness?

05:05 What's your assertiveness watch out?

07:30 Mistake 1 - Too much talking

09:17 Assertive statements

12:51 Mistake 2 - Over-caveating

15:40 Using 'I' statements

17:07 Mistake 3 - All about me

19:26 Directing conversations

21:17 Mistake 4 - Energy overloads

23:34 Mirroring enough

25:39 The robot risk


For questions about Squiggly Careers or to share feedback, please email helenandsarah@squigglycareers.com


More ways to learn about Squiggly Careers:


📩 Download our free careers tools https://www.amazingif.com/toolkit/

🏃‍♂️ Sign-up for our Squiggly Careers Skills Sprint https://bit.ly/skillssprint2024

📮 Sign up for Squiggly Careers in Action, a weekly summary of the latest squiggly career tools: https://bit.ly/SquigglyCareersInAction

📚Read our books ‘The Squiggly Career’ and ‘You Coach You’ www.amazingif.com/books/ http://www.amazingif.com/books/


Hosted on Acast. See acast.com/privacy for more information.

Up next
Today
How to ask for a pay rise (Squiggly Shortcut)
✨ Welcome to Squiggly Shortcuts — a series from the Squiggly Careers podcast, bringing you quick career tips in just 5 minutes, every Thursday.In this shortcut, Sarah shares a practical idea to help you confidently ask for a pay rise. While the conversation can feel anxiety-induc ... Show More
8m 31s
Oct 7
Why Bringing Your Authentic Self To Work Is Bad Advice
Is “just be yourself at work” really the best advice? In this 500th episode of the Squiggly Careers podcast, Helen and Sarah explore the tricky topic of authenticity — and why being 100% yourself at work might not always help you succeed.Borrowing brilliance from Dr. Tomas Chamor ... Show More
24m 21s
Oct 2
How to Stop Being a People Pleaser Without Guilt (3 Easy Tips)
✨ Welcome to Squiggly Shortcuts — a brand new series from the Squiggly Careers podcast, bringing you quick career tips in just 5 minutes, every Thursday. In this shortcut, Helen shares a practical idea to help you spot and stop people pleasing at work, so you can set boundaries, ... Show More
5m 57s
Recommended Episodes
Mar 2025
Why Work Feels So Hard Right Now—And How To Fix It
Whether you’re feeling overwhelmed by the rapid changes in your job, considering a career pivot, or simply trying to keep up, this episode is for you. LinkedIn’s Career Coach, Catherine Fisher, is here to share: What’s driving these tough realities about work3 practical strategie ... Show More
28m 4s
Sep 10
The 7 Biggest Mistakes People Make in Retirement (And How to Avoid them!)
In this episode of the Personal Finance Podcast, we are going to talk about the 7 biggest mistakes people make in retirement. How Andrew Can Help You: Listen to The Business Show here. Don't let another year pass by without making significant strides toward your dreams. "Master Y ... Show More
53m 47s
Apr 2025
199. Blunder Pressure: Mastering In-the-Moment Communication (3 of 3)
This three-part miniseries is all about keeping your cool when speaking on the spot.Communicating effectively can be challenging enough, even with plenty of time to prepare what we want to say. But for most of our communication, there’s no time to plan, practice, or perfect — we ... Show More
22m 56s
Sep 9
Our Funniest & Most Cringe Mistakes as Entrepreneurs (+ How to Recover When Things Go Sideways)
Some mistakes feel so big in the moment that you wonder how you’ll ever recover. Trust me, Chris and I have been there more times than we can count. In this episode, we share the behind-the-scenes bloopers that used to feel catastrophic but actually taught us how to lead, laugh a ... Show More
21m 15s
Mar 2025
How to Answer Questions Powerfully
A leader was given one goal for his coaching: improve how he answered questions. Knowing he struggled with this not only at work, but at home, he asked his coach for tools. Our free PDF shows the two scripts: one for closed-ended questions, one for open-ended. Download it here.Do ... Show More
22m 54s
Sep 2
226. Reinvent Yourself: Turning Uncertainty Into Opportunity
Reinventing your life or career starts with reflection and conversation. Making the leap — to a new career, to the next stage of a relationship, or to a different version of yourself — requires honest communication. For Ilana Golan, being “leap-ready” requires that we answer thre ... Show More
22m 50s
Sep 2
3 Communication Mistakes That Are Making You Lose Control
If you’ve ever felt like a conversation got away from you, you’re not alone—we all lose control sometimes. In this episode, I’m breaking down the three biggest mistakes that cause you to give up your power without even realizing it: overexplaining, reacting too quickly, and filli ... Show More
17m 20s
Aug 21
275. How to Advocate for Yourself When Others Don’t Understand You
Feeling misunderstood is exhausting. When you’re worried about being too much or too hard to read, it’s easy to slip into performing instead of simply being yourself. And during summer, when social situations ramp up, that pressure to change or fit in can feel even heavier.In thi ... Show More
35m 3s
Dec 2024
How to Never Go In Debt During The Holidays Again - Money Q&A
Join our free live masterclass teaching you how to Master Your Money Goals in 2025! Sign-Up Here Today we are going to answer these questions: Question 1: How to never Go Into Debt During the Holidays Again Question 2: Should I pay off debt with my emergency fund? Question 3: Why ... Show More
50m 50s
Apr 2025
10 Powerful Portfolio Strategies (And Which One is Right for You!) - Part 1
In this episode of the Personal Finance Podcast, we're going to talk about the powerful portfolio strategies, and which one is right for you Part 1. How Andrew Can Help You: Listen to The Business Show here. Don't let another year pass by without making significant strides toward ... Show More
49m 40s