Founders are easily drawn towards complaints.

Someone says a workflow is painful, a tool is clumsy, a process is broken, an industry is outdated. It all sounds like opportunity. If the person says it with enough frustration, it is tempting to believe you have found the gap in the market.

But a complaint is not a need.

More precisely: a complaint is a signal, not evidence.

Some people complain but do not change. Some find something annoying but can live with it. Some say they want a better solution, yet will not pay, will not alter their process, and will not spend any real effort on it.

The question is not how to collect more complaints.

It is harder than that:

Which kinds of pain are actually worth validating as a venture opportunity?


The useful pain is usually important but unfulfilled.

I would start with four conditions.

ConditionQuestion to ask
ImportantDoes this really matter? Does it affect a key job?
Underserved / UnfulfilledAre current solutions genuinely failing to satisfy it?
Frequent / UrgentDoes it happen often, or is it painful enough when it happens?
MonetisableIs the actor willing to spend money, time, attention or organisational effort to solve it?

Not every condition needs to score perfectly.

But if a problem is not important, not clearly unmet, rare, and attracts no willingness to invest, it is usually an observation. Not yet a venture thesis.

Take independent hotels. “OTA commissions are too high” sounds like a pain point.

But you cannot stop there.

You need to ask:

  • What actual damage does the commission pressure create?
  • Is this painful occasionally, or every month?
  • Has the hotel tried to build more direct bookings?
  • If so, why did those attempts fail?
  • Is the hotel willing to change processes, spend budget, train the front desk, or adopt a new mechanism?

If the answers remain vague, it may only be a complaint.

If the answers become specific, it may become a subject worth validating.


Gap: opportunity often appears where an important expectation is not being met well enough.

Many venture opportunities do not come from completely empty markets.

They come from markets where solutions already exist, but fail to satisfy an important expectation well enough.

That unmet distance is the Gap.

For independent hotels, the Gap may not be “there are no tools”.

There are plenty of tools.

Booking engines, websites, CRMs, LINE, email, social media, ads, memberships. All of these already exist.

The real Gap may be that:

  • tools exist, but the hotel lacks the staff to maintain them
  • guest data is collected, but does not become a usable relationship
  • the hotel has a website, but guests have no reason to visit it before an OTA
  • CRM can send messages, but guests have no reason to leave contactable details
  • membership can be built, but one small property cannot make the value strong enough
  • remarketing can be bought, but it becomes another way of buying attention

So the real questions are:

What result is expected?
What result is happening?
Is the distance between the two worth solving?


Bottleneck: do not only look at where it hurts. Look at where the system is blocked.

Some pain points are surface friction.

Some are bottlenecks.

A bottleneck is the point where, if nothing changes, most downstream effort remains trapped.

An independent hotel may say it wants more direct bookings. At first glance, that sounds like a traffic problem.

But the bottleneck may not be traffic.

It may be:

  • guests have no reason to leave the OTA and book direct
  • the front desk has no light way to convert guests into an ongoing relationship
  • the hotel has no strong incentive for guests to leave details
  • a single-property membership feels too thin to matter
  • even when data is collected, there is no durable communication and return-visit mechanism

If the bottleneck is guest incentive, buying more ads may only be a more expensive detour.

If the bottleneck is front-desk friction, building a heavy CRM may only give staff another reason not to use it.

The point is not to make the pain sound worse.

It is to make the problem more precise.


The Suffering Triangle: pain has stages.

The Suffering Triangle is useful because it does not ask only whether someone has a problem.

It asks:

How far has the pain progressed?

Suffering Triangle

The five levels matter because they describe behaviour, not emotion.

LevelOriginal wordingWhat it means in practice
1Has a problemHas a problem, but does not see it that way
2Is aware of having a problemIs aware of the problem but has not taken action
3Actively looking for a solutionHas explored solutions for their own problem
4Assembled a homegrown solutionIs dissatisfied with existing options, and therefore starts building their own solution
5Has or can acquire a budgetHas invested substantial effort and cost, and developed inertia different from most people

Applied to independent hotels

LevelIndependent hotel signalWhy it matters
1Complains that OTA commissions are high, but treats it as normal industry realityPain exists, but behaviour has not changed
2Knows weak direct booking and weak guest data are dangerous, but still has no active responseAwareness exists, but not yet commitment
3Starts comparing websites, booking engines, CRM, LINE, memberships, and remarketing optionsThe problem has become active enough to search for alternatives
4Uses Google Sheets, LINE broadcasts, manual guest tags, voucher codes, or patched flowsThis is a strong signal: they are already paying the pain with labour
5Is willing to spend money, time, workflow change, staff attention, or decision authorityThe pain has become operationally important enough to deserve resources

The most useful early-adopter layers are usually 4 and 5.

Stage 4 tells you the actor is no longer satisfied with existing options and has already started building something of their own.
Stage 5 tells you the actor has already paid substantial effort and cost, and now behaves with a very different kind of inertia from ordinary users.

That is why the triangle is useful.

It does not only tell you who hurts.

It tells you whose pain has already become costly enough to reshape behaviour.


How does the important expectation gap happen?

Some problems look like static outcomes.

For example: independent hotels struggle with direct booking.

But the real work is to understand how that expectation gap forms over time.

Gap origin analysis map

I would break it into four layers:

  1. the structure or process by which it happens
  2. the causes that produce the problem
  3. the root problem on the demand side
  4. the root problem on the supply side

Applied to independent hospitality:

Analysis layerStage 1: guest sourceStage 2: stay and checkoutStage 3: trying to reconnectStage 4: patching the holeStage 5: dependency deepens
Structure or processMost new guests come from OTAsGuests stay and leave without naturally entering an ongoing relationshipThe hotel wants repeat visits and remarketingIt patches things together with fragmented toolsLow season arrives and the hotel returns to platforms and promotions
CauseOTA controls the traffic entranceThe hotel has no low-friction way to collect durable contact dataGuests lack a reason to stay connectedTools are scattered, staffing is thin, execution is inconsistentPlatform traffic is still the fastest route, while direct capability has not accumulated
Root problem: demand sideThe hotel wants stable demand, but guests may not know or remember the propertyAfter checkout, guests have no natural reason to remain connectedThe hotel wants relationship, but guests see little reason to interactThe hotel wants to act, but lacks sustained execution capacityThe hotel needs direct capability, but short-term demand still pulls it back to OTAs
Root problem: supply sideCurrent tools focus on completing transactions more than extending relationshipsWebsites, CRM and membership tools exist, but are not linked into a low-friction flowA single property’s membership value is often too weakAvailable solutions are too heavy, fragmented, or labour-intensiveThe market lacks a light, incentive-rich, executable solution for small properties

The point is not to make the problem more complicated.

It is to explain where the gap comes from.

If you do not understand how the Gap forms, you are likely to place the solution in the wrong part of the system.


Find the bottleneck by looking at demand and supply together.

You cannot understand the bottleneck by looking only at demand.

Nor can you understand it by looking only at supply.

Demand tells you why the actor is stuck.
Supply tells you why the market has not solved it yet.

These six questions are worth returning to:

Demand side: Why is the actor’s expectation not being met? Why can the actor not solve the problem alone?

Supply side: Why can the people who could or should solve the problem not solve it? Why are they not stepping in to solve it?

Where exactly does the expectation gap come from, when the demand-side and supply-side bottlenecks interact?

What underlying driver causes this problem to happen in the first place?

Given the bottleneck, its context, and its underlying nature, what path could dissolve it?

Why would that path actually dissolve the bottleneck?

For independent hotels:

1. Demand side

The hotel wants a steadier guest relationship, but cannot solve it alone because it lacks guest data, incentive design, remarketing capability, and sustained execution capacity.

2. Supply side

Potential solvers include booking engines, CRM tools, marketing consultants, OTAs, hotel alliances, and technology providers.

But they may not act, or may act ineffectively, because existing solutions are too heavy, too fragmented, too expensive, or solve transactions rather than relationships.

3. Demand–supply bottleneck

The real bottleneck may be this: guests lack a strong enough reason to enter a single property’s relationship pool, and the hotel lacks a light enough way to maintain that relationship.

4. Root driving force

Traffic concentration on platforms, weak single-property brand power, low repeat-stay frequency, and high tool-adoption cost all push the hotel back towards OTAs.

5. Pathway to dissolve the bottleneck

The answer may not be another standard membership system. It may be reducing entry friction, increasing guest incentive, allowing multiple properties to strengthen the benefit pool, and testing the behaviour through a lightweight MVP.

6. Why this can dissolve the bottleneck

Because it works on both sides at once: guests have a reason to join, hotels have a way to execute, and data can become a basis for future interaction.


Pain Scoring Matrix: not every pain deserves a venture.

The pain still needs a practical score.

Criterion135
ImportanceNice to haveMeaningful impactKey job
Frequency / urgencyOccasionalRegularFrequent, or severe when it happens
Dissatisfaction with current solutionsAcceptableClear complaintActively looking for alternatives
Willingness to pay or investUnwillingWilling to tryAlready spending or willing to change workflow
Willingness to actTalk onlyWilling to trialHas built a workaround

If a hotel only says “OTA commission is high” but has taken no action and will not change workflow, it may be a low-scoring pain.

But if it has already:

  • manually listed returning guests
  • used LINE, email, or Google Sheets to patch the process
  • researched membership and direct-booking incentives
  • shown willingness to spend or alter workflow

then it deserves priority.

Not because it complains loudly.

Because it has shown, through action, that the issue has operational weight.


Observation-level pain and validation-level pain

Pain points fall into two broad types.

The first is observation-level pain.

There is complaint, friction, inconvenience. But it may not be important enough, or active enough.

The second is validation-level pain.

It is:

  • important
  • unmet
  • frequent or urgent
  • tied to willingness to invest
  • already producing search behaviour or workarounds

A founder’s job is not to find the place with the most complaints.

It is to find the place where someone has already paid a cost, tried to solve the problem, and still remains stuck.

That is where opportunity is more likely to form.


Reference Images