Guru Rabbit Hole
Member since 2026 · 7 posts · 8 votes
Hello everyone, I am Jake. I am 20 and new to wholesaling. I've seen all these guys online like Zach Ginn, Richard Taylor, Camm Olivera, among other wholesalers' videos and I simply am stuck in analysis paralysis a deer in headlights. I feel like I've learned wholesaling by the book but haven't really understood how to connect it to action. I would love to connect with someone to talk with 1 on 1, and really get me on track rather than me fall into YouTube rabbit holes. I am located in Connecticut and would like to wholesale in Hartford and the Greater Hartford Area.
Hello everyone, I am Jake. I am 20 and new to wholesaling. I've seen all these guys online like Zach Ginn, Richard Taylor, Camm Olivera, among other wholesalers' videos and I simply am stuck in analysis paralysis a deer in headlights. I feel like I've learned wholesaling by the book but haven't really understood how to connect it to action. I would love to connect with someone to talk with 1 on 1, and really get me on track rather than me fall into YouTube rabbit holes. I am located in Connecticut and would like to wholesale in Hartford and the Greater Hartford Area.
First of all, wholesaling is hard. I started 10 years ago and it was hard back then. Starting now is definitely an uphill climb. So dont let the Youtube gurus convince you that anyone, anywhere with $17 bucks can do it. They cant. Most of the people who start will eventually quit. Not trying to discourage you, but wanted to give you some perspective as someone who has done the thing you're trying to do.
Wholesaling isnt rocket science. It consists of two main pieces. Marketing to find deals and marketing to dispo them. So the place to start is at either end of the transaction. Either start with looking for buyers, finding out what they buy and where OR start with looking for motivated sellers. Its not that complicated. You dont need a 1 on 1 sit down with anyone. You need to get a title company and get a contract because wholesaling doesnt happen without either of those. Then you need to spend 80% of your time looking for people who want to sell their homes at a discount. You can call them, text them, send direct mail, knock on their front doors, buy PPL leads or set up PPC. Depends on your budget. But thats the roadmap. You dont need more information, you need to actually do something. Wholesaling happens in the field, not behind a computer screen.
can you start with a house hack instead
Hello everyone, I am Jake. I am 20 and new to wholesaling. I've seen all these guys online like Zach Ginn, Richard Taylor, Camm Olivera, among other wholesalers' videos and I simply am stuck in analysis paralysis a deer in headlights. I feel like I've learned wholesaling by the book but haven't really understood how to connect it to action. I would love to connect with someone to talk with 1 on 1, and really get me on track rather than me fall into YouTube rabbit holes. I am located in Connecticut and would like to wholesale in Hartford and the Greater Hartford Area.
First of all, wholesaling is hard. I started 10 years ago and it was hard back then. Starting now is definitely an uphill climb. So dont let the Youtube gurus convince you that anyone, anywhere with $17 bucks can do it. They cant. Most of the people who start will eventually quit. Not trying to discourage you, but wanted to give you some perspective as someone who has done the thing you're trying to do.
Wholesaling isnt rocket science. It consists of two main pieces. Marketing to find deals and marketing to dispo them. So the place to start is at either end of the transaction. Either start with looking for buyers, finding out what they buy and where OR start with looking for motivated sellers. Its not that complicated. You dont need a 1 on 1 sit down with anyone. You need to get a title company and get a contract because wholesaling doesnt happen without either of those. Then you need to spend 80% of your time looking for people who want to sell their homes at a discount. You can call them, text them, send direct mail, knock on their front doors, buy PPL leads or set up PPC. Depends on your budget. But thats the roadmap. You dont need more information, you need to actually do something. Wholesaling happens in the field, not behind a computer screen.
Welcome to the game, Jake. Those guys have built solid followings, but remember they're also selling courses and content—their business model isn't pure wholesaling anymore. Focus first on understanding your local market fundamentals: comps, rehab costs, exit strategies, and who your actual cash buyers are. The real education comes from doing your first few deals, not from watching someone else's highlight reel.
Hey Jake, the analysis paralysis thing is real and happens to almost everyone starting because there's an infinite amount of content and zero of it forces you to actually act. Honestly, the fix is usually boring: pick one narrow thing (just cold calling one small list in Hartford, for example) and do it badly before trying to do it perfectly. You'll learn more from 50 real calls than from another 50 videos. Don't need a mentor to start; you need reps.
Guru's are hard to follow. Most of the time they do know what they are doing but talk like it's SO EASY. Wholesaling is far from easy as Lydia said and it's fully dependent on finding deals that no one knows about. With as many people out there as there are, that can feel impossible.
If you're open to it, I'd love to share my experience and what I'm doing to help my mentee's get started when they are in your same position. If interested, send me a DM and we can find a time to connect.
You need to start having conversations with property owners, making offers, and getting real feedback from the market. Analysis paralysis usually doesn’t go away by learning more. It goes away by doing. I work with newer investors on exactly this kind of stuff, especially getting out of their head and turning what they’ve learned into daily action. Feel free to reach out. Happy to talk with you.
Jake, Lydia, Josiah, and Lucas all gave you solid advice. But there's a gap nobody filled: where do you find motivated sellers in Hartford WITHOUT spending money on courses, paid lists, or guru mentorships?
You're 20 and probably don't have a big budget. Here's something you can do today for free that breaks the analysis paralysis:
Hartford County (like every county) publishes tax foreclosure lists publicly. These are properties where the owner is 1-3+ years behind on property taxes, the county has sent legal notices for months or years, and the property is headed to auction. The list is free. The owner name and mailing address are free (Connecticut has a statewide property assessor database). The comps are free (same site).
Connecticut is a judicial foreclosure state — tax foreclosures go through the court system, which means the entire process is public record. You can see exactly which properties are in foreclosure, what the tax debt is, and when the auction is scheduled.
Here's your action plan (zero dollars):
1. Go to the Hartford County tax foreclosure list (or the State of Connecticut Judicial Branch foreclosure portal)
2. Pick 5 properties
3. Look up each one on the Connecticut property assessor site to get the assessed value
4. Calculate the spread between the tax debt and the assessed value
5. That's your first deal analysis. No course, no mentor, no paid tool.
The gurus make money selling courses about finding deals. But the county already found the deals for you — they published a list of tax-delinquent properties heading to auction. That's the most motivated seller list that exists (they're about to lose the property to tax sale).
Lydia said you need to actually do something. This is something you can do right now, today, for free. Pull the list, pick 5 properties, calculate the spreads. You'll learn more from that one hour of real research than from another 50 YouTube videos.
Once you have 5 properties with spreads that work, then you find cash buyers who want to bid at the auction. But step one is the free research. Everything else comes after that.