Buying a piece of software is not going to fix your business. That is not something you usually hear from a software company, but it is the perspective Andrew Capranos brings to his new role as President, Self Storage at Cubby. He spent his career on the operator side of the table, looking at move-ins, occupancy, and NOI, and he knows results come from how you run the business, with the right technology supporting it.

Andrew started in self storage in 2014 as a district manager for Public Storage in Orlando. He worked across three regions and finished overseeing South Florida, one of the company's largest MSAs. He calls it his second MBA. In 2022 he joined 10 Federal and helped scale one of the pioneers of the automated model, doubling the portfolio to about 140 assets across 17 states and one of the largest fully automated portfolios in the country.

In his first week at Cubby, Andrew sits down with Matt Engfer, Co-Founder and CEO, to talk about proving remote management could work back when people laughed at the idea, why technology and AI will separate the operators who succeed from the ones who struggle, and why he kept his office door open to competitors who wanted to see how 10 Federal did it, mistakes included.

It is a short conversation with a clear takeaway for owners and operators: the best software helps, but the business behind it still decides the results.

Key Takeaways:

(0:00) Intro

(0:48) Andrew's first week at Cubby

(1:27) From Public Storage district manager to 10 Federal

(3:04) Proving remote management when people laughed

(4:32) Why technology and AI will separate storage operators

(5:25) Why the self storage community is so close knit

(6:19) The golden rule and an open door for competitors

(8:06) Why Andrew joined Cubby

(9:45) Turning technology into business outcomes

(11:01) Why software alone will not fix your business

(11:53) Closing thoughts

Resources Mentioned:

Andrew Capranos | LinkedIn

https://www.linkedin.com/in/acapranos/

Cubby | Website

https://www.cubbystorage.com

Thank you for listening to Students of Storage. If this episode gave you something you can use, please leave us a five star review and subscribe so you do not miss the next one.

Self storage was profitable enough, for long enough, that nobody had to fix what was broken underneath. Rob Kapp argues that is exactly why the industry sits 20 to 30 years behind on technology, and why the margin compression operators feel today is finally forcing the issue. As he puts it, the profits masked the inefficiencies. Now that it is a six to ten percent margin game, they cannot.

Rob started in storage 26 years ago as an owner operator and built a top 100 portfolio in North Carolina, running remote operations for 25 years. Five years ago he founded Keep It Simple Storage to build the technology he could never find for his own business. He joins Michael Brevdeh of Cubby for a conversation about what actually has to change in a storage operation, and in what order.

The through line is that technology is not the first step. Rob and Michael both make the case that you fix the operating model, the processes, and the seats people sit in, and only then do you add tools and scale. Every operator says they want to double this year. You cannot do it on a cracked foundation.

Along the way Rob shares the experiment that doubled his conversion rate by moving the rental into the app, why a manager will quietly sabotage a rollout if nobody explains the why, and the conversation with his daughter on her first day in the family business that convinced him to start a technology company. He and Michael also take apart the objection they hear at every trade show, that older customers will not use technology, with evidence from a Florida campfire and a 91 year old neighbor with an Apple Watch.

This is a practical conversation for owners and operators who are tired of trading one problem for another.

Key Takeaways:

(0:00) Intro

(1:04) Meet Rob Kapp and Keep It Simple Storage

(2:31) Why Rob built KISS after 25 years of remote operations

(4:51) How storage fell 30 years behind, and why the margins changed that

(6:43) The app-first rental experiment that doubled conversion

(8:19) Two kinds of owners, and why the rental experience decides

(12:20) Adding new tools without losing the human touch

(14:27) Pump the brakes on AI: drive the outcome, then pick the tool

(16:17) Rewriting the storage manager job description

(18:13) What self storage can borrow from multifamily

(21:53) Getting managers bought in before a rollout

(23:53) Specialization, and why you cannot scale on a cracked foundation (26:46) The conversation with his daughter that started the company

(29:54) The myth that older customers will not use technology

(31:54) Closing thoughts

Resources Mentioned:

Keep It Simple Storage | Website https://keepitsimplestorage.com

Keep It Simple Storage | LinkedIn https://www.linkedin.com/company/kissstorage

Rob Kapp | LinkedIn https://www.linkedin.com/in/robert-kapp-7a543210/

Cubby | Website https://www.cubbystorage.com

Thank you for listening to Students of Storage. If this episode gave you something you can use, please leave us a five star review and subscribe so you do not miss the next one.

Chris Michaels turned to self-storage in 2019 while broke and behind on bills, and closed his first wholesale deal about a week after he started. Today he leads The Storage Rebellion, the community he first joined as a beginner. In this episode he sits down with host Tully Hannan to talk about what it actually takes to buy your first facility in a market that is far more competitive than the one he started in.

The core message is simple. Studying the business is not the same as doing the business, and the people around you are what move you from one to the other. Chris makes the case that you learn the fundamentals, then put them into practice by taking real action, and you do it faster when you are surrounded by other investors walking the same path.

Chris is practical about how deals get found today. He walks through sourcing on Google Maps, TractIQ, listing sites, brokers, and even Facebook Marketplace, then explains why fewer, deeper relationships beat blasting hundreds of mailers. He also covers the conversations most new investors dread, the follow-up cadence that keeps you top of mind, and the deal-killers he looks for when he walks a property.

If you have been consuming storage content for months without making a move, this conversation is a clear nudge toward action, plus a reminder that the right room can carry you further than any amount of solo research.

Key Takeaways:

(1:25) Broke to first deal in about seven days

(8:44) Take action before you feel ready: escaping the information-overload trap

(10:47) Find the deal first, and the money will follow

(11:05) How to have seller conversations without selling yourself

(14:37) The follow-up cadence that turns a "not now" into a future deal

(17:36) Inside The Storage Rebellion's three groups and why community matters (22:15) The day-after-closing checklist for a new facility

(26:32) Deal-killers to look for on a property walk: roof, water, drainage, access, security

(31:58) Where to find deals today: Google Maps, TractIQ, brokers, and Facebook Marketplace

(37:43) You rise to the level of your environment

(40:19) Why 30 solid relationships beat 600 mailers

Resources Mentioned:

The Storage Rebellion | Website

https://thestoragerebellion.com

Cubby | Website

https://www.cubbystorage.com

Thank you for listening to "Students of Storage." Be sure to leave us a 5-star review and subscribe so you don't miss an episode.

#SelfStorage #SelfStorageInvesting #CubbyStorage #BusinessGrowth #StorageRebellion