Sep 17, 2025 · 29m · the-pitch

$1.4M Ask: Can AI Fix Dirty Hotel Rooms?

Al Lagunas · 13m spoken Jesse Middleton · 2m spoken Jenny Fielding · 2m spoken Josh Muccio · 2m spoken Elizabeth Yin · 1m spoken Paige Finn Doherty · 1m spoken Charles Hudson · 8s spoken
0:00 / 0:00
▶ Watch on YouTube →

gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions

Founder Al Lagunas pitches Levy, an AI-powered room inspection and workflow assistant for hotel housekeepers, seeking $1.4 million on The Pitch. Although the investor panel is impressed by his frontline empathy and grassroots sales hustle, valuation impasses and concerns over hospitality sales cycles prevent a deal.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Josh holds 10% of the talking time here. How this is scored →

Josh as informed peer 2.5 Guest teaching 1.9 Guest disagreement 0.6 Josh pushing back 1.5
05100:0010:0020:001:42–4:47 · Josh as informed peer 0/10 Meet the Investor Panel Al gives his opening pitch highlighting his mother's background as a housekeeper and presenting the labor shortage metrics in hospitality. The investor panel and host listen without interruption or technical challenge.4:47–9:08 · Josh as informed peer 2/10 Levy Product Workflow and Demonstration The investors ask basic discovery questions regarding how the app works, workflow automation, and pricing. Al explains the $3 per room model and educates them on the 55% inspection rate in the hotel industry.9:09–11:49 · Josh as informed peer 2/10 Market Expansion and Long-Term Vision Jesse and Paige ask about long-term market opportunity. Al explains his vision of vertical expansion into procurement, HR payroll KPIs, and real-time room turnaround data.11:53–14:53 · Josh as informed peer 1/10 Enterprise Sales Hustle and Trade Show Strategy Al recounts his hands-on enterprise sales strategy, including emailing CTOs and building mock hotel rooms at trade shows via U-Haul and IKEA furniture.14:53–17:04 · Josh as informed peer 2/10 Founder Background and Round Economics Elizabeth and Jenny inquire about Al's past career at Amazon and startup experience, along with runway and financial metrics.17:04–20:04 · Josh as informed peer 3/10 Onboarding Experience and Housekeeper Feedback Paige and Jenny ask about user pushback and onboarding friction. Charles recuses himself due to portfolio conflict, while Jesse expresses hesitation on operator sales cycles.20:06–23:45 · Josh as informed peer 5/10 AI Capabilities and Technological Evolution Jenny probes whether the company is truly an AI play rather than an operations tool. Elizabeth directly challenges the $10-12M valuation cap, stating seed requirements demand more than one customer.23:53–27:48 · Josh as informed peer 5/10 Negotiating the Cap and Pitch Wrap-Up Elizabeth offers a $5M valuation valuation cap and outright rejects the AI framing, which Al politely declines. The investors deliberate post-pitch on AI commoditization and financial modeling discrepancies.1:42–4:47 · Guest teaching 1/10 Meet the Investor Panel Al gives his opening pitch highlighting his mother's background as a housekeeper and presenting the labor shortage metrics in hospitality. The investor panel and host listen without interruption or technical challenge.4:47–9:08 · Guest teaching 3/10 Levy Product Workflow and Demonstration The investors ask basic discovery questions regarding how the app works, workflow automation, and pricing. Al explains the $3 per room model and educates them on the 55% inspection rate in the hotel industry.9:09–11:49 · Guest teaching 3/10 Market Expansion and Long-Term Vision Jesse and Paige ask about long-term market opportunity. Al explains his vision of vertical expansion into procurement, HR payroll KPIs, and real-time room turnaround data.11:53–14:53 · Guest teaching 2/10 Enterprise Sales Hustle and Trade Show Strategy Al recounts his hands-on enterprise sales strategy, including emailing CTOs and building mock hotel rooms at trade shows via U-Haul and IKEA furniture.14:53–17:04 · Guest teaching 1/10 Founder Background and Round Economics Elizabeth and Jenny inquire about Al's past career at Amazon and startup experience, along with runway and financial metrics.17:04–20:04 · Guest teaching 2/10 Onboarding Experience and Housekeeper Feedback Paige and Jenny ask about user pushback and onboarding friction. Charles recuses himself due to portfolio conflict, while Jesse expresses hesitation on operator sales cycles.20:06–23:45 · Guest teaching 2/10 AI Capabilities and Technological Evolution Jenny probes whether the company is truly an AI play rather than an operations tool. Elizabeth directly challenges the $10-12M valuation cap, stating seed requirements demand more than one customer.23:53–27:48 · Guest teaching 1/10 Negotiating the Cap and Pitch Wrap-Up Elizabeth offers a $5M valuation valuation cap and outright rejects the AI framing, which Al politely declines. The investors deliberate post-pitch on AI commoditization and financial modeling discrepancies.1:42–4:47 · Guest disagreement 0/10 Meet the Investor Panel Al gives his opening pitch highlighting his mother's background as a housekeeper and presenting the labor shortage metrics in hospitality. The investor panel and host listen without interruption or technical challenge.4:47–9:08 · Guest disagreement 1/10 Levy Product Workflow and Demonstration The investors ask basic discovery questions regarding how the app works, workflow automation, and pricing. Al explains the $3 per room model and educates them on the 55% inspection rate in the hotel industry.9:09–11:49 · Guest disagreement 0/10 Market Expansion and Long-Term Vision Jesse and Paige ask about long-term market opportunity. Al explains his vision of vertical expansion into procurement, HR payroll KPIs, and real-time room turnaround data.11:53–14:53 · Guest disagreement 0/10 Enterprise Sales Hustle and Trade Show Strategy Al recounts his hands-on enterprise sales strategy, including emailing CTOs and building mock hotel rooms at trade shows via U-Haul and IKEA furniture.14:53–17:04 · Guest disagreement 0/10 Founder Background and Round Economics Elizabeth and Jenny inquire about Al's past career at Amazon and startup experience, along with runway and financial metrics.17:04–20:04 · Guest disagreement 0/10 Onboarding Experience and Housekeeper Feedback Paige and Jenny ask about user pushback and onboarding friction. Charles recuses himself due to portfolio conflict, while Jesse expresses hesitation on operator sales cycles.20:06–23:45 · Guest disagreement 1/10 AI Capabilities and Technological Evolution Jenny probes whether the company is truly an AI play rather than an operations tool. Elizabeth directly challenges the $10-12M valuation cap, stating seed requirements demand more than one customer.23:53–27:48 · Guest disagreement 3/10 Negotiating the Cap and Pitch Wrap-Up Elizabeth offers a $5M valuation valuation cap and outright rejects the AI framing, which Al politely declines. The investors deliberate post-pitch on AI commoditization and financial modeling discrepancies.1:42–4:47 · Josh pushing back 0/10 Meet the Investor Panel Al gives his opening pitch highlighting his mother's background as a housekeeper and presenting the labor shortage metrics in hospitality. The investor panel and host listen without interruption or technical challenge.4:47–9:08 · Josh pushing back 1/10 Levy Product Workflow and Demonstration The investors ask basic discovery questions regarding how the app works, workflow automation, and pricing. Al explains the $3 per room model and educates them on the 55% inspection rate in the hotel industry.9:09–11:49 · Josh pushing back 0/10 Market Expansion and Long-Term Vision Jesse and Paige ask about long-term market opportunity. Al explains his vision of vertical expansion into procurement, HR payroll KPIs, and real-time room turnaround data.11:53–14:53 · Josh pushing back 0/10 Enterprise Sales Hustle and Trade Show Strategy Al recounts his hands-on enterprise sales strategy, including emailing CTOs and building mock hotel rooms at trade shows via U-Haul and IKEA furniture.14:53–17:04 · Josh pushing back 0/10 Founder Background and Round Economics Elizabeth and Jenny inquire about Al's past career at Amazon and startup experience, along with runway and financial metrics.17:04–20:04 · Josh pushing back 2/10 Onboarding Experience and Housekeeper Feedback Paige and Jenny ask about user pushback and onboarding friction. Charles recuses himself due to portfolio conflict, while Jesse expresses hesitation on operator sales cycles.20:06–23:45 · Josh pushing back 4/10 AI Capabilities and Technological Evolution Jenny probes whether the company is truly an AI play rather than an operations tool. Elizabeth directly challenges the $10-12M valuation cap, stating seed requirements demand more than one customer.23:53–27:48 · Josh pushing back 5/10 Negotiating the Cap and Pitch Wrap-Up Elizabeth offers a $5M valuation valuation cap and outright rejects the AI framing, which Al politely declines. The investors deliberate post-pitch on AI commoditization and financial modeling discrepancies.

speaking balance: gold is Josh, purple is the guest (3 minute bins)

0:00 · Josh 32.9% · guest 67.1%0:00 · Josh 32.9% · guest 67.1%3:00 · Josh 0% · guest 100%3:00 · Josh 0% · guest 100%6:00 · Josh 0% · guest 100%6:00 · Josh 0% · guest 100%9:00 · Josh 1.7% · guest 98.3%9:00 · Josh 1.7% · guest 98.3%12:00 · Josh 0% · guest 100%12:00 · Josh 0% · guest 100%15:00 · Josh 0% · guest 100%15:00 · Josh 0% · guest 100%18:00 · Josh 0.6% · guest 99.4%18:00 · Josh 0.6% · guest 99.4%21:00 · Josh 7.2% · guest 92.8%21:00 · Josh 7.2% · guest 92.8%24:00 · Josh 1.6% · guest 98.4%24:00 · Josh 1.6% · guest 98.4%27:00 · Josh 71% · guest 29%27:00 · Josh 71% · guest 29%
Sharpest disagreement ▶ 24:50 Al rejects the 5M valuation offer

When Josh asks if Al would take Elizabeth's $5M cap offer, Al immediately pushes back and declines taking that low of a deal on day one.

Hardest push from Josh ▶ 24:01 Elizabeth deconstructs AI branding and valuation

Elizabeth directly refutes Al's framing of being an AI company, arguing the tech is off-the-shelf and justifies no more than a $5M valuation.

Biggest teaching moment ▶ 8:11 Industry inspection reality check

Al surprises the panel with insider hospitality data, explaining that 45% of hotel rooms never get inspected and that most inspection time is wasted on inventory counts.

Josh holds their own ▶ 26:31 Jenny spots burn rate math mismatch

Jenny demonstrates technical and financial rigor by pointing out that Al's stated $46k monthly burn does not mathematically align with a 1.4 million dollar raise lasting 18 months.

the scores for every segment, with the reasoning behind each
ChapterTopicJosh as informed peerGuest teachingGuest disagreementJosh pushing backWhy
Meet the Investor Panel 0100 Al gives his opening pitch highlighting his mother's background as a housekeeper and presenting the labor shortage metrics in hospitality. The investor panel and host listen without interruption or technical challenge.
Levy Product Workflow and Demonstration 2311 The investors ask basic discovery questions regarding how the app works, workflow automation, and pricing. Al explains the $3 per room model and educates them on the 55% inspection rate in the hotel industry.
Market Expansion and Long-Term Vision 2300 Jesse and Paige ask about long-term market opportunity. Al explains his vision of vertical expansion into procurement, HR payroll KPIs, and real-time room turnaround data.
Enterprise Sales Hustle and Trade Show Strategy 1200 Al recounts his hands-on enterprise sales strategy, including emailing CTOs and building mock hotel rooms at trade shows via U-Haul and IKEA furniture.
Founder Background and Round Economics 2100 Elizabeth and Jenny inquire about Al's past career at Amazon and startup experience, along with runway and financial metrics.
Onboarding Experience and Housekeeper Feedback 3202 Paige and Jenny ask about user pushback and onboarding friction. Charles recuses himself due to portfolio conflict, while Jesse expresses hesitation on operator sales cycles.
AI Capabilities and Technological Evolution 5214 Jenny probes whether the company is truly an AI play rather than an operations tool. Elizabeth directly challenges the $10-12M valuation cap, stating seed requirements demand more than one customer.
Negotiating the Cap and Pitch Wrap-Up 5135 Elizabeth offers a $5M valuation valuation cap and outright rejects the AI framing, which Al politely declines. The investors deliberate post-pitch on AI commoditization and financial modeling discrepancies.

Statements from this episode (24)

Assertion Contradicted
Lagunas: US hospitality industry has 248,000 job openings
“In hospitality alone, there's 248,000 job openings.”
Al Lagunas Sep 17, 2025 ▶ 3:46
Assertion Not checkable as stated
Lagunas: Levee converted world's largest hotel brand into an active customer
“Since we launched in July, we launched a paid pilot with the largest hotel brand in the world who is now an active customer.”
Al Lagunas Sep 17, 2025 ▶ 4:18
Assertion Not checkable as stated
Lagunas: Levee has over $30 million in its sales pipeline
“We have over thirty million dollars in our sales pipeline right now from brands that are coming from all over the world to implement our solution.”
Al Lagunas Sep 17, 2025 ▶ 4:29
Assertion Supported
Lagunas: Levee verifies hotel room quality in real time via video
“From the beginning, our whole design process is around having one button. One button initiates the app, and what you do is you scan the room number. That room number pulls in the quality control checklist for that room layout, and as they go through the room, …”
Al Lagunas Sep 17, 2025 ▶ 4:57
Disclosure
Lagunas: Levee charges a base fee of $3 per room monthly
“Three dollars per room per month, and that's our base fee.”
Al Lagunas Sep 17, 2025 ▶ 5:59
Assertion Not publicly verifiable
Lagunas: Only about 55% of hotel rooms get inspected in hospitality industry
“Little kind of, you know, no pun intended, dirty fact about the industry is that only about 55% of rooms get inspected in the hotel industry.”
Al Lagunas Sep 17, 2025 ▶ 8:11
Assertion Not checkable as stated
Lagunas: Levee reduced average hotel room inspection time from 8 minutes to 2:51
“With the hotel, like, they were allotted eight minutes to inspect a room. What the hotel didn't know until we were, we got there is that five of those minutes were spent correcting inventory errors, not actually inspecting for cleanliness. So even just from th…”
Al Lagunas Sep 17, 2025 ▶ 8:29
Opinion
Lagunas: Most Hotels Aspire to Have Room Inspection Programs but Cannot Afford Them
“A majority of hotels aspire to have a room inspection program. If you're lucky, you can afford to have a room inspection program.”
Al Lagunas Sep 17, 2025 ▶ 9:24
Disclosure
Doherty targets 'clipboard companies' bringing vertical AI to legacy industries
“One, like, core element of our thesis in the future of work is backing clipboard companies, which is like verticalized AI companies building in industries that haven't seen a lot of innovation in a while.”
Paige Finn Doherty Sep 17, 2025 ▶ 10:40
Insight
Lagunas: Levee's enterprise sales bottleneck is educating hotel middle management
“The challenge that we'll have in going to market is the people at the top get it. The users get it. The people in the middle, they're the ones that we have to educate.”
Al Lagunas Sep 17, 2025 ▶ 12:23
Prediction Not checkable as stated
Lagunas targets $1M+ ARR and 96 hotels for Levee in 18 months
“Million plus ARR, 96 hotels, different brands, different management companies, but that's what we're targeting for over the next 18 months.”
Al Lagunas Sep 17, 2025 ▶ 16:44
Disclosure
Lagunas: Levee is currently burning $21k per month
“Yeah, burn right now is 21 K per month.”
Al Lagunas Sep 17, 2025 ▶ 16:57
Disclosure
Hudson: Passing on Levee due to potential portfolio conflict
“I have something that I'm trying to figure out if it's too competitive, and I think it might be. So I think I probably can't do this one.”
Charles Hudson Sep 17, 2025 ▶ 18:29
Disclosure
Lagunas targets a $10M to $12M valuation based on AI startup comparables
“10 to 12 from, like, market comps for post revenue, you know, AI companies.”
Al Lagunas Sep 17, 2025 ▶ 18:40
Opinion
Middleton: Hotel operators and executives are finicky and hard to sell to
“I worry what the process looks like in selling the operators of hotels. Like I've known many people who've owned and operated hotels. I've known people at the corporate side. They're all finicky.”
Jesse Middleton Sep 17, 2025 ▶ 18:58
Opinion
Lagunas claims there is no data left to train desk-worker AI models
“When we look at, you know, AI, there's no more data to train these models on. There's no more data to do anything from like a desk worker perspective.”
Al Lagunas Sep 17, 2025 ▶ 20:09
Disclosure
Lagunas: Levee's first product was a sensor-equipped smart cleaning bottle
“The first product we had built was a smart cleaning bottle, which was awesome. Would have been a terrible business. Used spatial mapping technology and like IMU sensors to map a surface as you cleaned it.”
Al Lagunas Sep 17, 2025 ▶ 21:21
Insight
Yin: The seed valuation bar requires more than one single customer
“And I think more broadly speaking, between pre-seed and seed, like, I'd say seed, which is kind of where the valuation range is that you're looking at, the bar is higher than landing one customer.”
Elizabeth Yin Sep 17, 2025 ▶ 22:09
Disclosure
Fielding: Everywhere Ventures Will Not Invest at $12M Valuation
“So we wouldn't invest at a 12, but as the round comes together, we would be interested.”
Jenny Fielding Sep 17, 2025 ▶ 23:29
Opinion
Yin: Levee is not a true AI company and lacks unique technology
“Because I think this is not an AI company, and, like, the technology is not unique.”
Elizabeth Yin Sep 17, 2025 ▶ 24:07
Prediction Not checkable as stated
Yin: AI will benefit end users, but who will actually make money?
“Because I think AI technologies in the long run are going to be great for consumers and end users, but I don't know who makes money.”
Elizabeth Yin Sep 17, 2025 ▶ 24:15
Insight
Middleton: Object detection on shaky mobile room video is technically difficult
“It's not easy to recognize in shaky video on a cell phone walking around a room if something is out of place.”
Jesse Middleton Sep 17, 2025 ▶ 26:01
Prediction Not checkable as stated
Fielding: Levee's fundraising round will not close quickly
“My bad is that this round is not going to come together super quickly, and you're going to get a few more months of data from that big hotel that you can kind of base your decisions on.”
Jenny Fielding Sep 17, 2025 ▶ 26:59
Assertion Not checkable as stated
Middleton and Fielding pass on Levy during post-pitch diligence
“Jesse told Al he wouldn't be moving forward due to scar tissue from other companies in the hospitality space, and Jenny passed in diligence because she didn't see a repeatable go-to-market strategy.”
Josh Muccio Sep 17, 2025 ▶ 28:13
Made with StarZero

Turn any episode into a week of clips.

This entire site, over 100 episodes transcribed, diarized, checked and made playable, runs on the StarZero media pipeline. Drop in your own episode and the podcast clipper finds the moments worth sharing, cuts them, captions them, and reframes them for every feed.