The Danger of Using Too Many Disconnected Systems - Shahar Goldboim
May 5, 2025
(0:00) [Music] (0:13) Well, hello everybody and welcome back to another episode of the accommodation (0:18) show. This week I'm joined by an incredible human being called Jaha Gold (0:25) Boy and he is from a new tech company called Boom. Welcome to the show. Thank (0:32) you for having me B. It's a pleasure being over here. It is a real pleasure (0:38) and you are someone that's just kind of in my view come out of (0:43) nowhere and making massive impact in the industry, massive change. (0:50) you've created a huge voice for yourself and the products that you're doing. (0:58) success doesn't come without a real message and a real meaning behind it. (1:05) And I think that that's something that Boom is managing to do. (1:11) you're managing to break through not just because of who you are (1:17) but more because of what you're doing and the message that you're actually spreading. (1:23) Now, we saw each other probably at VMA but didn't talk too much. (1:29) we've talked in the meantime and I thought it would be fantastic to get you on the show today (1:35) because I think there's some real value that you'll be able to bring to our audience. (1:40) I was talking to a colleague of mine yesterday who actually said to me (1:48) this is the season where people are reviewing all of their tech stacks. (1:53) everyone's reviewing everything. So hopefully this is going to be super relevant. (1:58) Now Shaha, can you do me a favor and introduce yourself? (2:05) Okay. first born in Israel and in the states for the last 20 years. (2:12) Got into the vacation rental industry. (2:20) it took me 30 years to become an overnight success. (2:26) I did a startup to real estate while I was doing that startup. (2:32) I was also a broker, did hundreds of millions in transactions. (2:38) A friend told me the house they bought won’t be used and they want Airbnb. (2:46) I asked what's the connection to me. (2:51) He said everything you do, you do well. (2:58) I found a company that could stage interiors on empty photos. (3:04) we listed the property with fake furniture. (3:30) we received reservation after reservation. (3:36) I told my wife we have a business. (3:43) she designed the home and that’s how we started. (3:55) I had a flip, turned it into Airbnb. (4:01) bought multifamily, turned that into rentals. (4:09) I used PMS but saw inefficiencies. (4:17) we built tools on top of it. (4:22) we built a company managing ~$150M in properties. (4:28) we also built a fund and deployed ~$50M. (4:36) a year and a half ago, we decided to scale the tech globally. (4:49) with AI, we saw a bigger opportunity. (5:01) we built the first AI PMS. (5:14) we moved fast because we understood the problems deeply. (5:40) we built from understanding operations, returns, and execution. (5:54) Boom puts everything into one platform. (6:04) it allows you to scale with multi-AI agents. (6:16) people focus less on tedious work and more on guest experience. (6:28) you’ve been identifying problems and solving them yourself. (6:35) like Amazon or Atlassian, internal tools became products. (6:41) now let’s talk about tech stacks. (6:59) what does a tech stack mean in STR? (9:12) the business is built as best-of-breed tools. (9:19) PMS connects to multiple tools like pricing, task management, guest experience. (9:49) companies use many separate tools. (10:04) teams work across 7–8 platforms daily. (10:16) workflows become disconnected. (10:32) data doesn’t flow properly across systems. (10:43) you lose insights like cleaner performance or costs. (10:51) question becomes how to capture all data and streamline processes. (10:59) SaaS is fragmented. (11:07) each role uses a different tool. (11:13) business is run by people managing tools, not systems managing work. (11:37) shift toward “business as software” where everything connects. (11:51) AI agents handle tedious work and create continuous workflows. (12:23) integration is key but data quality is the real bottleneck. (13:06) most companies use dozens of tools. (13:40) best-of-breed tools don’t always integrate well. (14:06) many tools are unused and costly. (14:15) teams juggle multiple communication and operational systems. (15:30) chatbots fail without full system data access. (16:02) APIs only share partial data. (16:44) systems don’t fully “know” each other. (17:10) AI is the biggest infrastructure shift ever. (17:25) what took 150 years will now happen in 5–10 years. (17:31) tech stack thinking must evolve. (18:00) goal is higher productivity and scalability. (23:00) STR is one of the hardest asset classes to manage. (23:28) properties are decentralized and inconsistent. (24:02) operators wear multiple roles. (24:21) workflows require manual coordination. (24:42) tech should simplify and enable scale. (25:17) always assess your tech stack. (25:24) identify business pain points. (25:31) pricing tools can increase revenue significantly. (26:25) locks, portals, and distribution tools improve operations. (27:47) analytics helps understand team performance. (28:19) learning and networking are critical. (29:04) discover tools through events and peer conversations. (29:44) focus on what can be automated. (30:41) test new systems gradually before switching. (32:10) perfect is always a work in progress. (32:28) understand where technology is going. (33:42) best way to connect is LinkedIn or boomnow.com