Long term housesitting can completely change your life, but we made some serious mistakes that nearly ruined everything. This is our honest account of what went wrong and how we fixed it.
The Hard Truth:
Most people romanticize the housesitting lifestyle without understanding the real challenges. We're sharing our failures so you don't have to repeat them.
What Nearly Broke Us:
Homeowners who had zero respect for our work boundaries
2-hour "quick" handovers that destroyed entire workdays
Internet connectivity nightmares in remote locations
Poor planning that led to constant stress and chaos
Storage disasters when living out of a tiny car
What We Learned:
✓ The 3 non-negotiable phases of housesitting planning
✓ How to set boundaries that actually get respected
✓ Communication strategies that prevent problems before they start
✓ Workspace setup that maintains professional standards
✓ Meal planning systems that work with constant movement
✓ Internet backup solutions for remote work
✓ Departure routines that protect your reputation
Our Evolution:
From cramming our entire life into a Suzuki Swift with storage buckets to our current van setup with proper systems. We'll show you the real logistics behind making this lifestyle work.
Brutal Honesty About:
Why we stopped seeking long-term sits
The mental toll of constant transitions
How boundary violations almost ended our careers
The reality of working remotely from someone else's space
Financial planning for irregular accommodation
Chapter Breakdown:
00:00 The mistakes that almost ended it all
01:06 Planning around actual work obligations
01:17 Three phases that determine success or failure
01:42 Location choices that make or break your experience
02:05 Communication that prevents disasters
03:16 Dealing with boundary-crossing homeowners
03:34 When handovers become productivity killers
04:14 Setting boundaries that stick
05:02 In-house vs mobile office setups
06:55 Adapting to different personality types
07:41 Food planning evolution
07:57 Logistics with minimal storage
09:10 Grocery management strategies
10:52 Workspace optimization
11:46 Internet troubleshooting reality
11:59 Backup plans for connectivity failure
12:32 Maintaining productivity under pressure
13:39 Exit strategies that work
14:46 Cleaning and prep management
15:28 Handover preparation
16:52 How van life changed everything
17:29 Final reality check
No Fluff, Just Facts:
This isn't a highlight reel. We're showing you the real struggles and practical solutions that actually work in the field.
Resources:
Get 25% off Trusted Housesitters: https://www.trustedhousesitters.com/refer/RAF582519/?utm_source=copy-link&utm_medium=refer-a-friend&utm_campaign=refer-a-friend
Follow Our Journey:
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Facebook: @LifeWifNoAnchor
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