The ROI Debate: Is Your Tech Stack Paying Off?

How to assess, optimize, and justify your tech investments in vacation rentals

August 28, 2025

August 28, 2025

August 28, 2025

Speakers

Speakers

Headshot of Francois Gouelo

Francois Gouelo

CEO & Co-Founder, Enso Connect

John An

Founder and CEO , TechTape

Webinar Overview

Are you managing multiple short-term rental listings? Your tech stack can be a powerful profit driver, or a hidden profit killer.

The short-term rental market is entrepreneurial and fragmented. There are 25+ software categories and countless tools with overlapping features as vendors expand to stand out. What begins as “efficiency” often becomes tool sprawl - higher costs, more friction, and shrinking margins.
That’s why we’ve invited John An from TechTape, a hospitality tech and revenue expert who has helped hundreds of vacation rental managers optimize their stacks and boost profit. John will show you how to quantify ROI on every tool, cut what doesn’t pay back, and build a lean, scalable system that works as hard as you do.


TL;DR

  1. Why ROI is murky: Software costs are up, tools overlap, and AI isn’t free.

  2. Framework: Audit your stack, designate primary vs. secondary systems, wire deep integrations, and measure time saved + automation ratio + revenue lift.

  3. Real outcomes: Operators add $30–$80+ profit per property; Enso Connect processes $1.5M+/month in upsells.

  4. EnsoAI (Copilot → AutoPilot): Built for hospitality messaging automation.

Next steps: Watch the recording, run the ROI calculator, book a TechTape consult, and see the EnsoAI AutoPilot in action.

Why Hospitality Tech ROI Feels Hard Right Now

  • Costs are rising: Industry reports show tech spend per property/month has grown from 2021 to 2024.

  • Bloat & overlap: Many operators run 6–15 tools across ~6 categories. Redundancy creeps in as PMSs expand features while point solutions proliferate.

  • AI adds COGS: Advanced AI (reasoning, grounding, multilingual) carries real compute costs; “free AI” is a myth.

  • Operational friction > license fees: The biggest ROI drain is often human time, rework, and context switching, not subscriptions.

The Framework: From Bloat to ROI

1) Run a stack audit (quarterly/bi-annual):

  • Inventory tools, owners, costs, usage, and overlapping features.

  • Decide the primary system per function (distribution/PMS, messaging, upsells, ops, RM/accounting).

  • Consolidate data into a single source of truth.

2) Integrate deeply (don’t just connect):

  • Prefer vendor-built deep integrations for reliability.

  • Where gaps remain, use no-code/low-code bridges to sync key fields and events back into your system of record.

3) Measure what matters (beyond fees):

  • Time saved / average handling time (AHT, first response SLAs).

  • Automation ratio (% of tasks/replies handled by AI and automation).

  • Revenue lift (upsells per reservation, attach rates).

  • Guest satisfaction (review distribution; aim ≥4.5 where 95% of listings sit).

4) Re-invest where ROI is proven:

It’s fine to pay more for a tool that saves hours or drives profit you keep 100% of.


The Tech ROI Metrics (with simple benchmarks)

Metric

Description

Data Source

How to measure (primary KPI)

Industry benchmark 

Time Saved

Less agent time per conversation and faster replies.

Guest messaging tools 

Guest service team response time 

AHT ↓ 20–40%; ≥85% first replies <15 min.

Revenue Impact

Incremental $$ from upsells, fees, experiences

Stripe, Upselling tools 

PLPM ($ per listing per month);

Upsell conversion %.

$30–$80 PLPM

5–15% conversion;

Guest Satisfaction

Guest sentiment, loyalty, reviews 

Return guests (booking tools), OTA/Google reviews, sentiment from messaging tools

OTA rating

Complaint % of messages

Positive Feedback % of messages

4.7–4.9 review rating;

Complaints <15%

Positive feedback

Automation Ratio

Share of tasks handled by automation and AI

Automation tools 

Automation ratio %

≥60% 

Live Mini Teardown

  1. Map tools by function and cost.

  2. Pick primaries; demote or retire overlaps.

  3. Close integration gaps; return data to PMS.

  4. Set quarterly targets for automation ratio and response SLAs.

  5. Track upsell profit per reservation, not just revenue.

  6. Re-review in 90 days; repeat.

Case Snapshots

  • Upsells at scale: Enso Connect processes $1.5M+ per month in upsell volume across customers.

  • Per-reservation profit: +$30–$80+ is common when offers are timely and mobile-native.

  • Listing-level lift: Operators report ~$174/listing/month added revenue with streamlined guest journeys.

  • Ops time saved: Examples include 15+ hours/month reclaimed at finance close via automation.


Valuation Angle (If You’ll Ever Sell)

A clean, transferable stack with clear primaries, deep integrations, and documented automations is easier for a buyer to operate, and can support stronger multiples than a tangled web of tools and tribal knowledge.

Seasonality Without the Excuses

Track KPIs quarterly and annually, not just in peak months. If ratings dip in shoulder season, the fix is process and tooling - improve pre-stay comms, automate check-in prerequisites, and target off-season upsells.

Speakers

Headshot of Francois Gouelo
Francois Gouelo

CEO & Co-Founder, Enso Connect

As a young tech leader who has been recognized for his innovation, entrepreneurship, and contribution to the short-term rental industry, Francois has been at the forefront of the intersection of technology and hospitality. Co-founding Enso Connecting in 2019, it has since become an industy leader.

Headshot of Francois Gouelo
Francois Gouelo

CEO & Co-Founder, Enso Connect

As a young tech leader who has been recognized for his innovation, entrepreneurship, and contribution to the short-term rental industry, Francois has been at the forefront of the intersection of technology and hospitality. Co-founding Enso Connecting in 2019, it has since become an industy leader.

Headshot of Francois Gouelo
Francois Gouelo

CEO & Co-Founder, Enso Connect

As a young tech leader who has been recognized for his innovation, entrepreneurship, and contribution to the short-term rental industry, Francois has been at the forefront of the intersection of technology and hospitality. Co-founding Enso Connecting in 2019, it has since become an industy leader.

John An

Founder and CEO , TechTape

John An is the CEO of TechTape, a company that helps short-term rental owners and managers boost profitability through expert revenue management and by streamlining disparate tech stacks. Developed from hands-on experience running his own short-term rental business, John leads TechTape as a practical partner for generating higher revenue and driving operational efficiency.

John An

Founder and CEO , TechTape

John An is the CEO of TechTape, a company that helps short-term rental owners and managers boost profitability through expert revenue management and by streamlining disparate tech stacks. Developed from hands-on experience running his own short-term rental business, John leads TechTape as a practical partner for generating higher revenue and driving operational efficiency.

John An

Founder and CEO , TechTape

John An is the CEO of TechTape, a company that helps short-term rental owners and managers boost profitability through expert revenue management and by streamlining disparate tech stacks. Developed from hands-on experience running his own short-term rental business, John leads TechTape as a practical partner for generating higher revenue and driving operational efficiency.

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