Which conversations have you been avoiding at work? In this classic episode, I sit down with Death, Sex & Money host Anna Sale to talk about why conversations about money, mental health, and personal struggles still feel so difficult in many workplaces. We discuss the shame that often shapes our financial decisions, how your upbringing influences the way you negotiate and advocate for yourself, and what to consider before telling your boss you're struggling. Anna also shares advice for setting boundaries, asking for what you need, and creating more honest relationships at work. Get ready to rethink the conversations that could change your work and your life. Check out our sponsors: Shopify - Sign up for a $1 per month trial, just go to shopify.com/anxiousachiever [http://shopify.com/anxiousachiever] Chime - Head to chime.com/achiever [http://chime.com/achiever] to sign up Monarch - Use code ACHIEVER at monarch.com [http://monarch.com] to get 50% off your first year Physician’s Choice - Use code PCPODCAST10 at physicianschoice.com [http://physicianschoice.com] to get 10% off your entire order Whatnot - Get free shipping on your first order. Just search W-H-A-T-N-O-T in the app store and start scoring amazing deals Pebl - Take advantage of Pebl’s limited-time offer before it’s gone. Visit hipebl.ai [http://hipebl.ai] today. In this Episode, You Will Learn 00:00 The value of talking about hard things. 05:30 Which conversations are still taboo at work? 08:15 The shame that shapes our relationship with money. 12:15 Anna's experience with money anxiety. 15:45 The money mindset behind anxious achievers. 18:00 How do you negotiate without losing yourself? 20:30 How to set boundaries without apologizing. 22:45 A test before saying yes. 23:45 Negotiation advice for the start of your career.  27:30 Should you tell your boss you're struggling? 31:45 Choosing your wellbeing over your paycheck. Resources + Links Learn more about Anna Sale HERE [https://annasale.com/] Get a copy of Anna’s book Let's Talk About Hard Things HERE [https://bookshop.org/p/books/let-s-talk-about-hard-things-anna-sale/71a66bae049f1ac4?ean=9781501190261&] Listen to Death, Sex & Money HERE [https://podcasts.apple.com/us/podcast/death-sex-money/id870688022] Get a copy of my book - The Anxious Achiever [https://morraam.com/books] Watch the podcast on YouTube [https://www.youtube.com/channel/UCMl9YeZwiV56QKDJ73S6Pag]  Find more resources on our website morraam.com [http://morraam.com] Follow Follow me: on LinkedIn @morraaronsmele [https://www.linkedin.com/in/morraaaronsmele/] + Instagram @morraam [https://www.instagram.com/morraam/] Follow Anna: on LinkedIn @annasale [https://www.linkedin.com/in/anna-sale-6a11541a3] + Instagram @annasalepics [https://www.instagram.com/morraam/]