Home// Playlists// Leadership// Tough Conversations Save Tough Conversations Every startup journey is marked by difficult conversations. Learn how to navigate those tough moments. 18 audio clips List Cards Play How should I prepare for a tough conversation? Gabriela McManus SVP, People Operations at Drizly Leadership • Management Play Part 1: How do I give constructive feedback to a member of my team? Brian Halligan CEO at HubSpot Leadership • Management Play Part 2: How do I give constructive feedback to a member of my team? Bhavika Shah Product at Range.co Leadership • Management Play How do I share news of delays with customers and prospects? Jamie Goldstein Partner at Pillar Leadership • Management Play How do I deal with fraud? Jamie Goldstein Partner at Pillar Leadership • Management Play What do I do if I have two equally valuable team members who can't get along? Corey Thomas CEO at Rapid7 Leadership • Management Play What do I do if my team isn't executing well? Corey Thomas CEO at Rapid7 Leadership • Management Play How do I know when I need to fire someone? Corey Thomas CEO at Rapid7 Leadership • Management Play What do you do if an employee is abusive to co-workers, vendors or customers? Corey Thomas CEO at Rapid7 Leadership • Management Play How do I rescope someone's job? Russ Wilcox Partner at Pillar VC Leadership • Management Play If I have to hire over someone, how do I manage that conversation? Russ Wilcox Partner at Pillar VC Benefits • Hiring Play Part 1: How do I say no to a board member? Steve Kokinos CEO at Algorand Advisors & Board of Directors • Leadership Play Part 2: How do I say no to a board member? Emily Green Independent Board Director & Advisor Advisors & Board of Directors • Leadership Play Part 1: How do I know when it's not working? Dave Balter CEO at Flipside Crypto Starting a Company • Strategy & Operations Play How should I tackle tough conversations? Maggie Crowley Director of Product Management at Drift Leadership • Management Play Part 1: Should I stay in the CEO role? Cara Shortsleeve CEO at The Leadership Consortium Coaches & Leadership Training • Leadership Play Part 2: Should I stay in the CEO role? Corey Thomas CEO at Rapid7 Coaches & Leadership Training • Leadership Play How do I handle tough conversations with my co-founder? Steve Kokinos CEO at Algorand Starting a Company