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12 contributions to Landman Community
Macro question about land investing/wholesaling
Hi guys I’m new to the community here. Land flipping/investing/wholesaling is an idea that came on the radar a few weeks ago through a podcast I listened to and since then my IG algo is nothing but land gurus (it seems like a bottomless well πŸ˜…). I’ve gone down the rabbit hole a bit now of books/podcast/free trainings etc and am evaluating the fit of doing this on the side with my wife. A few things I’m curious about for those here with experience if willing to share… 1. What do you enjoy about the work of building this business? 2. Where do you feel you add the most value to the partners you work with? The context here is I’ve heard house wholesaling has a reputation of low balling old people who don’t know the value of their home or are in a jam. I’m curious if the wins more in the β€œinformation asymmetry” bucket or in a way that feels more like all benefit. 3. What’s most challenging or frustrating about this business model for you? Thanks!
1 like β€’ 6d
I think our perception is our reality. I drink my own koolaid daily! lol. I bring value to sellers. I know my markets and the asset… it’s a win/win for the seller and myself (my biz has almost 40 5-star google reviews to prove it too). But seriously… This answer looks different depending on how folks run their businesses; in-fill folks, small assignment fee folks, mid-market value add, high volume/less due diligence, minor subdivides, major entitlements, messy title specialists, and everything in the middle. The rabbit hole is deep πŸ˜‚ But overall… vacant land is naturally not a liquid asset. Realtors naturally aren’t great at marketing/understanding/pricing vacant land, so it sits for years on market. The data between counties around vacant land isn’t very clean… so the industry is fragmented and antiquated, which allows for an arbitrage and keeps big money (like the BlackRocks and Vanguards) out of the game… which makes it perfect for the right operator to create a very lucrative business (if they treat it like a business). It’s not sexy, so there are no HGTV shows about either. Which is great! The higher you grow your skillset within the industry, the more it creates a moat. For example… smaller assignment fee deals require less asset skill/knowledge so more ppl do it. It’s a great way to get started but you have to do a lot of work and deals to make… say $500k (prob around 150-160 deals 🀯) vs a very high skillset in land (entitlements or development or even messy title) where you can make that, or easily more, on one deal. That’s one extreme to the other… to help paint the picture. ….there’s tons of money to be made. The more specialized or skilled you are in one area of it, the more value you can add… the more money you can make. We are rewarded πŸ† based on the value we add into the marketplace as entrepreneurs. No difference in the vacant land space. Hope this helps!
0 likes β€’ 5d
@Brandon Nicholas thanks Brandon! Happy it helps! It can be like drinking out of a firehose at first (I remember being there myself) πŸ˜…
🧠 How to Subdivide Land (Simple Checklist)
☐ Confirm zoning + minimum lot size ☐ Verify legal access for every parcel ☐ Check utilities (or confirm off-grid viability) ☐ Price out survey + plat map ☐ Identify minor vs major subdivision ☐ Validate end-buyer demand + pricing ☐ Choose your exit before you buy ☐ Underwrite for a 6–9 month timeline Rule of thumb: ☐ Post-split value β‰₯ 1.8Γ— total costs β†’ move forward Subdividing isn’t risky. Guessing is. Comment β€œDone” if you’ve already completed a subdivide deal, or β€œLearning” if this would be your first one.πŸš€πŸ‘‡πŸ»
0 likes β€’ 6d
@Bradley Bennett πŸ”₯ congrats!!!
2 likes β€’ 6d
I’ve done exempt projects… diving into my first real entitlement project now. 140+ lots… my largest deal to date (multiple M’s). Once market demand is confirmed, end buyer/exit solid, it’s having the right team to take it across the finish line with you + deal structure that protects your capital and limits your risk IMO. I know what I’m good at, I know what I’m not good at yet and it’s the β€œnot knowing” what you don’t know YET that can kill deals. Traffic studies, erosion control permits, ect… πŸ‘€ I’ll bring in a subject matter expert to help with all those things. It’s early in the project.. so we will see how it goes! I’m here for the lessons and experience either way.
What's your biggest struggle in sales as a land investor?
Last month's Dispo Decoded Workshop kicked off our Disposition theme for July. As we head into the final stretch of the month, I'm already looking ahead to what's next: sales and closing with sellers, the stage before dispo even starts. You get a seller to agree on price. Then three days later they go dark. Or their spouse calls, or they need to "think about it" again. Agreeing on price is not the same as closing the deal. There's usually something else sitting underneath, a spouse who hasn't signed off, a fear about taxes, a nephew telling them the offer's too low. Miss it, and it kills the deal later. Sales and closing pulled 25% in our last poll, the second biggest struggle in the community, right behind Disposition. As I’m building the next workshop, I want to know exactly where it's breaking for you. What's your biggest struggle in sales as a land investor?
Poll
9 members have voted
1 like β€’ 6d
https://retipster.com/land-agents-brokers/
0 likes β€’ 6d
https://retipster.com/closing-agents/
PandaDoc vs SignNow vs DocuSign vs Other?
What platforms are you all using for signatures and contracts? I’ve tried PandaDoc and SignNow, and personally I prefer SignNow so far. I’d like to hear what everyone else is using and why. Also, I’m working on getting my Skool level higher, so likes on this post and my follow-up comments would be appreciated. Thanks!
0 likes β€’ 6d
I use DocuSign… always have. Don’t think it much moves the needle in the biz to switch if you’re using one that works (and you like). But if you’re shopping around, I’d consider what Clay mentioned above… something that integrates well with your CRM is helpful. Loving the shout out about your Skool level! πŸ˜‚
From Golden Handcuffs β†’ Land Investing (+ creative finance)
Name: Kay Walker πŸ“Location: Charlotte, NC Background: IT Project Manager turned STR operator β€” built a pretty large short-term rental business across NC and GA, scaled it over almost six years, and somewhere along the way realized I'd built golden handcuffs for myself. Huge staff, huge overhead, and a business that was taking energy instead of giving it. So I burned the boats (sold a portion of it), went all in on land in 2024, and genuinely haven't looked back. Current Stage: Full operator mode β€” in-house direct mail (I design, print, and produce everything myself out of my Charlotte offices), taking title, doing light improvements/value add, and creative finance on the acquisition side. Creative finance in particular has been a game changer, it's opened the door to larger deals and reduced capital costs in ways that straight cash offers just can't. A big focus of Q1 this year was bringing dispositions fully in-house, and that overhaul took real energy... but it was absolutely worth it. Removing that outside dependency has eliminated so much friction, kept more money in the business, and made the whole dispo process move faster. Vertical integration is real. I'm also a licensed NC broker, which helps more than people realize. Still intentionally lean on the team side, and I like it that way (Me, local TC + part-time mail guy). I focus on mid market deals, from $40k to $600k range (market value)... My business (and small team) is extremely localized, which I think is one of my advantages. My weapon of choice: Direct Mail πŸ’Œ (always has been) 90-Day Goal: Tighten my dispo process and cut my average days on market significantly β€” I know it's a bottleneck and I'm locked in on solving it. Biggest Challenge Right Now: Building systems fast enough to protect my time without losing the quality control that got me here. That tension is real. What I'm Looking For: Community, honestly. I believe deeply in operating from a place of contribution β€” showing up to add value first, not extract it. Since jumping into land, some of the most incredible people I've ever connected with have come through this journey β€” especially women entrepreneurs I would have never crossed paths with otherwise. That alone has made it worth it.πŸ₯‚
1 like β€’ 11d
@Nathaniel Brimlow oh yeah! I’ve noticed, it’s def been an edge in this biz coming in with those skills
1 like β€’ 9d
@Alex Bolt Thanks Alex! Appreciate you. Yeah, β€œQC where it counts” is vital. Allows you to quickly separate the junk like you said. I remember first starting… that wasn’t the case, I spent many brain cells on junk. πŸ˜‚β€¦ but you end up doing/learing. I’ve noticed in this biz…. If you actually do (or run towards) what everyone else is running from (or they refuse to do) bc it’s β€œharder” or takes more time/capital you almost instantly have an edge in your favor.
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Kay Walker
3
33points to level up
@kay-walker-7575
πŸ‘‹πŸ½ Hi! It’s Kay |πŸ“NC | IG ➑️ @LandWithKay

Active 1d ago
Joined Apr 10, 2026
Charlotte, NC
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