🌴 You Made It, Now What? Defining What’s Beyond Success (with Alan Weiss)

Alan and I catch up over coffee and martinis, talk weather and travel (including his Nantucket trip), and share updates on upcoming books and family projects. We dive into “you made it, now what?”—how successful people start asking “how much is enough?” and why the better question is “enough of what?” Alan argues success is about purpose, not endless accumulation, and warns about scarcity mindset, low self-esteem, and normative pressure to “beat the Joneses.” He shares practical markers of “enough”: living without financial anxiety, protecting family, pursuing opportunities by choice, being generous without risk, buying back time, and walking away from bad clients and deals. We discuss hobbies, using talents beyond work, the survive–alive–arrive–thrive model, shutting “watertight doors,” and organizing life selfishly to gain freedom and reduce guilt.00:00 Cold Open Banter00:31 Vacation Tan Talk01:45 Books and Life Updates03:15 You Made It Now What03:57 Enough Money vs Purpose05:47 Bucket Lists and Iceland Rant07:05 Bigger Boat Syndrome09:00 Bored After Success10:13 Retired for 25 Years11:23 Why Hobbies Matter12:51 Talents And Recognition13:21 Beyond Success Buying Time15:10 Enough Metrics For Success16:16 Purpose Shifts With Age18:08 Avoid Purpose Fanaticism18:58 Watertight Doors Model20:30 Coaching Scarcity Mindset21:26 Generosity Of Spirit22:56 Staying Challenged In Retirement25:49 Calling Personal Metrics26:47 Systems Healthy Selfishness27:34 Final Thanks And WrapPre-order my new book WORK FAME and get featured on the Wall of Work FameSign up for free for my best articles every week: Work Fame.Show notes for every episode at https://podcast.leannehughes.comLet's connect on all the channels:Leanne Hughes on LinkedInLeanne Hughes on InstagramVisit my website: leannehughes.comEmail me: [email protected] you like to deliver your own private podcast feed to your audience? Sign up for a free trial today at Hello Audio.