EPISODE · Mar 23, 2026 · 42 MIN
The Strange Reality of Entrepreneurship: When Friends and Family Go Quiet
from Remote and Rich: Outsourcing and Remote Work Made Smarter (The Proximity Outsourcing Knowledge Suite) · host Alex and Karla Booth
We didn’t expect this part of building a business. You start something. You’re excited. You tell the people closest to you. And then… it gets quiet. In this episode of Rich and Remote, we talk about a side of entrepreneurship that rarely gets said out loud. The lack of support. The silence. The shift in how people respond to you once you step outside the usual path. This isn’t about blaming anyone. It’s about understanding what’s really happening and how to keep going when the validation you thought you’d have… isn’t there. In this conversation, we talk about: Why support from friends and family feels different once you start a business The subtle ways people pull back and why it happens How this affects your mindset as a founder Where real support actually comes from What to focus on when no one is clapping for you If you’ve ever felt like you’re building something on your own, this episode will hit closer than you expect. Listen now on Spotify: https://open.spotify.com/RichandRemote Follow Alex and Karla: Alex Booth: LinkedIn: Alexander Booth - Huckleberry Consulting | Facebook: GetCSM Karla Singson: Instagram: @karlastefan | Facebook: Karla Singson | LinkedIn: Karla Singson Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible! If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too. Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you. See you next week, and remember, freedom is built one smart move at a time. Chapters (00:00:00) - Rich and Remote: The Challenges of Starting a Business(00:03:50) - No One Can Save You(00:08:49) - Starting a Business With No Support(00:11:21) - "Don't Ask for a Discount"(00:13:32) - Why Don't My Friends Support My Business?(00:18:36) - How to Keep Going When Nothing's Working(00:20:24) - The Secret to Being Happy With Your Money(00:22:18) - How to Keep Going When No One's Clapping for You(00:25:22) - Do Friends and Family Follow Your Business Pages?(00:26:43) - The Secret to Support Your Business(00:30:12) - How to Support an Entrepreneur(00:34:40) - How to Ask for Money on Your Birthday(00:37:24) - How to Gain the Support of Your Friends & Family
What this episode covers
We didn’t expect this part of building a business. You start something. You’re excited. You tell the people closest to you. And then… it gets quiet. In this episode of Rich and Remote, we talk about a side of entrepreneurship that rarely gets said out loud. The lack of support. The silence. The shift in how people respond to you once you step outside the usual path. This isn’t about blaming anyone. It’s about understanding what’s really happening and how to keep going when the validation you thought you’d have… isn’t there. In this conversation, we talk about: Why support from friends and family feels different once you start a business The subtle ways people pull back and why it happens How this affects your mindset as a founder Where real support actually comes from What to focus on when no one is clapping for you If you’ve ever felt like you’re building something on your own, this episode will hit closer than you expect. Listen now on Spotify: https://open.spotify.com/RichandRemote Follow Alex and Karla: Alex Booth: LinkedIn: Alexander Booth - Huckleberry Consulting | Facebook: GetCSM Karla Singson: Instagram: @karlastefan | Facebook: Karla Singson | LinkedIn: Karla Singson Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible! If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too. Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you. See you next week, and remember, freedom is built one smart move at a time.
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The Strange Reality of Entrepreneurship: When Friends and Family Go Quiet
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