The Peek Pro
Way
A field guide to selling experience-business software: how operators buy, what they actually want, and how to turn discovery into a business case they build with you.
The Peek Pro Way
The philosophy underneath every conversation: customers buy outcomes, not software — and it's the seller's job to keep translating one into the other.
How Experience Businesses Buy
Every demo, discovery question, proposal, and negotiation should reinforce one idea: Peek Pro exists to improve the business, not merely replace software. When AEs lose opportunities, it's rarely because a competitor had one more feature — it's because the customer was never convinced that switching would produce a meaningful business outcome.
An operator rarely starts evaluating software because they enjoy it. Something has stopped scaling.
- Revenue has plateaued
- Operations have become increasingly manual
- Staff spend too much time answering phones
- Guests complain about the booking experience
- Managers lack visibility into performance
Software is one possible solution. The underlying problem is almost always operational or financial — diagnose the business problem before you prescribe the platform.
| Customer says | They're really saying |
|---|---|
| "We need online booking." | We're losing customers before checkout. |
| "We need reporting." | We don't understand what's happening in the business. |
| "We need digital waivers." | Check-in is slowing operations. |
| "We need integrations." | Our staff wastes time moving information manually. |
| "We need better pricing." | We believe we're leaving revenue on the table. |
| "We need automation." | Payroll is increasing faster than revenue. |
Never stop at the requirement — ask why the requirement exists.
Every sales conversation should ultimately connect to one of four measurable outcomes.
1 · Grow Revenue
How do we sell more experiences? Increase direct bookings? Fill weekday inventory? Increase AOV? — Rarely about software. Always about growth.
2 · Save Time
Why are staff always on the phone? Why does check-in take so long? Time savings create operating leverage — leverage creates profitability.
3 · Better Guest Experiences
Why do guests abandon checkout, leave poor reviews, or arrive confused? Every guest interaction affects lifetime value.
4 · Scale Without Chaos
How do we open another location, manage seasonal growth, forecast demand? Technology should reduce complexity, not add to it.
Stay at the top whenever possible. Executives buy outcomes. Users buy features.
"Digital waivers"
Guests sign before arrival
Less time processing paperwork
Check-in is 5 minutes faster
Serves more guests, same labor
- Is this worth changing for? — If not, the deal stalls.
- Can these people be trusted? — Trust outweighs features.
- Will implementation be painful? — Perceived migration risk kills more deals than product gaps.
- Will the business actually improve? — If it isn't obvious, the incumbent usually wins.
Before discussing any feature, ask: which business outcome does this support? How will the customer measure success? What executive priority does this solve?
Can you explain the business impact without mentioning the product? If not, keep learning about the customer's business before demonstrating Peek Pro.
Understanding the Economic Buyer
A successful sale rarely involves a single decision-maker. While one person signs, several people influence the decision based on their own priorities, risks, and measures of success. The best AEs adjust the conversation to match each stakeholder's perspective — without changing the underlying business case.
| Role | Primary focus | Main question |
|---|---|---|
| Owner | Growth and profitability | "Will this increase the value of my business?" |
| General Manager | Operational performance | "Will this make my team more effective?" |
| Operations Manager | Daily execution | "Will this simplify my day?" |
| Marketing Manager | Customer acquisition | "Will this generate more bookings?" |
| Revenue Manager | Pricing and occupancy | "Will this optimize revenue?" |
| Finance | Cost and ROI | "Will this pay for itself?" |
| IT (Enterprise) | Risk and integrations | "Will this work with our systems?" |
Owner
Cares aboutRevenue growth, profit margins, labor efficiency, business valuation, expansion, competitive differentiation.
WatchesGross revenue, net profit, booking volume, CLV, AOV, labor cost %, EBITDA.
What resonates"How long before we see ROI? How disruptive will implementation be?" — Focus on measurable financial outcomes; avoid interface details.
General Manager
Cares aboutKeeping daily operations running efficiently — guest satisfaction, staffing, scheduling, financial performance.
WatchesGuest satisfaction, staff productivity, on-time departures, booking accuracy, complaints.
What resonatesReduced manual work, operational consistency, faster check-in, better visibility.
Operations Manager
Cares aboutLives inside the daily workflow — experiences every inefficiency personally.
Daily frustrationsConstant phone calls, paper waivers, double bookings, last-minute changes, spreadsheets.
MessagingSpeak in operational terms. Show how Peek Pro removes repetitive work — save strategic language for executives.
Marketing Manager
Cares aboutAttracting and converting guests, reducing OTA dependence, measuring ROI.
WatchesWebsite conversion, direct bookings, CPA, repeat guests, campaign attribution.
MessagingOptimized checkout, gift cards, promotions, memberships, marketplace exposure.
Revenue Manager
Cares aboutMaximizing revenue from finite inventory — occupancy, yield, forecasting.
WatchesOccupancy, yield, dynamic pricing, revenue per available experience, booking windows.
MessagingDynamic pricing, inventory optimization, demand forecasting, analytics.
Finance
Cares aboutRarely falls in love with software — approves investments.
AsksWhat's the ROI? Implementation cost? Payback period? Can labor costs be reduced?
MessagingAlways quantify value whenever possible.
Security, integrations, data protection, APIs, downtime, access management. Never speculate — involve a Sales Engineer. Trust is more valuable than improvisation.
| Stakeholder | Wants | Fears | Your message |
|---|---|---|---|
| Owner | Growth | Poor ROI | Increase revenue and profitability. |
| General Manager | Efficiency | Operational disruption | Simplify daily operations. |
| Operations Manager | Simplicity | More work | Reduce manual effort. |
| Marketing | Conversion | Weak campaign performance | Generate more direct bookings. |
| Revenue Manager | Yield | Empty inventory | Optimize pricing and occupancy. |
| Finance | ROI | Overspending | Faster payback, measurable value. |
| IT | Stability | Integration risk | Secure, scalable, reliable platform. |
Single-threaded opportunities are vulnerable — if your primary contact leaves or loses influence, the deal often disappears with them. Healthy opportunities include conversations with an executive sponsor, an operational champion, a day-to-day administrator, a technical reviewer, and a financial stakeholder.
Before every meeting, identify: who you're speaking with, what outcomes matter most to them, what metrics define success, and what risks concern them. When every stakeholder sees their own priorities reflected in the solution, consensus becomes much easier to build.
The Economics of an Experience Business
An empty kayak at 10am. A vacant seat on a whale-watching tour. An unused museum admission. Once the departure time passes, that inventory can never be sold again — every unsold seat is revenue that cannot be recovered.
Revenue = (Bookings) × (Average Order Value) × (Utilization)
| Variable | How Peek Pro helps |
|---|---|
| Booking Volume | Better checkout, marketplace exposure, marketing integrations |
| Average Order Value | Upsells, bundles, gift cards, memberships |
| Utilization | Dynamic pricing, promotions, inventory optimization |
Never describe a feature without naming which part of the equation it improves.
Most operators don't have one large problem — they have dozens of small leaks that quietly reduce profitability.
Empty weekday departures, abandoned checkout, poor mobile experience
Manual discounting, paper waivers delaying departures, staff tied up on calls
No upsell strategy, forgotten follow-ups, limited repeat business
Slow response to inquiries
Each leak looks small. Together, they represent substantial lost revenue — your job is to find them.
25 calls × 6 minutes = 150 minutes = 2.5 hours / day
Over a year, that's hundreds of hours doing work guests increasingly expect to complete online.
The better question isn't "can software automate this?" It's "what higher-value work could your staff do instead?" Payroll is often the largest controllable expense — adding revenue without adding headcount improves profitability dramatically.
A rafting company runs four weekday departures. Mornings are full. Afternoons average 40% occupancy.
The problem isn't insufficient capacity — it's uneven demand. Pricing, promotions, and reporting tools optimize utilization before the operator needs to invest in more resources.
Healthy business
Strong direct booking mix, high mobile conversion, efficient staffing, consistent occupancy, healthy repeat business, reliable reporting. They still invest — for growth, not survival.
Signals of opportunity
Phone bookings dominate, disconnected systems, frequent overbookings, paper waivers, spreadsheet scheduling, static pricing, heavy OTA dependence, low repeat business.
Before presenting Peek Pro: where is revenue being lost? Which operational bottlenecks reduce profitability? What prevents the business from growing? Which improvements would produce the greatest financial impact?
The Peek Pro Value Architecture
This is the same climb as the Sales Conversation Pyramid in Chapter 1, seen from the feature side. One idea, worth internalizing until it's automatic.
Online Booking Engine
OutcomeHigher direct bookings, higher conversion, reduced phone volume.
DiscoveryWhere do customers abandon checkout? How many bookings still happen by phone?
Reservation Management
OutcomeFewer double bookings, less manual work, better resource allocation.
DiscoveryHow do you manage availability today?
Dynamic Pricing
OutcomeHigher utilization, better yield, increased revenue.
DiscoveryAre weekends priced differently from weekdays?
Mobile POS
OutcomeFaster checkout, more on-site sales, higher AOV.
DiscoveryHow are add-ons sold today?
Digital Waivers
OutcomeFaster check-in, reduced paper handling, better compliance.
DiscoveryWhat happens if a guest forgets theirs?
Automated Guest Messaging
OutcomeFewer support calls, reduced no-shows.
DiscoveryWho sends reminders today?
Gift Cards
OutcomeImmediate cash flow, new acquisition, repeat business.
DiscoveryWhen are gift cards most popular?
Memberships
OutcomePredictable revenue, stronger retention.
DiscoveryIs loyalty rewarded today?
Reporting & Analytics
OutcomeBetter decisions, improved forecasting.
DiscoveryWhich decisions feel like educated guesses?
API Integrations
OutcomeReduced manual entry, better data quality.
DiscoveryWhere is information entered twice?
| Capability | Operational improvement | Business outcome | Executive KPI |
|---|---|---|---|
| Booking Engine | Easier reservations | More direct bookings | Conversion Rate |
| Dynamic Pricing | Better pricing decisions | Higher revenue | Revenue / Departure |
| Mobile POS | Faster transactions | Higher AOV | Revenue / Guest |
| Digital Waivers | Faster check-in | Lower labor cost | Check-in Time |
| Messaging | Better communication | Fewer no-shows | Cancellation Rate |
| Reporting | Better decisions | Better forecasting | Revenue Growth |
| Gift Cards | Future revenue | Higher CLV | Gift Card Revenue |
| Memberships | Repeat business | Higher retention | Renewal Rate |
"Peek Pro offers automated reminders."
Guests receive fewer surprises.
Fewer no-shows.
Inventory is utilized more effectively.
Revenue increases without additional marketing spend.
Never stop after describing the feature — continue until you've reached business value.
- Why? Transactions happen anywhere.
- Why does that matter? Guests don't wait in line.
- Why? Staff process more guests.
- Why? The operation handles higher demand.
- Why? Revenue increases without adding employees — that's the story executives buy.
Every capability should answer three questions: What operational problem does this solve? What business outcome does it improve? Which executive metric gets stronger? The platform is impressive — the business transformation is what customers buy.
Discovery Masterclass
Discovery is not information-gathering. It's diagnosis — the process of helping a customer reach their own realization that the current way of operating is limiting the business.
Discovery Is Diagnosis
The average AE asks questions to prepare a demo. The best AE asks questions to build a business case. Customers rarely buy because the demo was impressive — they buy because, during discovery, they recognized their current way of operating is limiting the business.
"Are you looking for a better booking platform?"
"Tell me about the business you're trying to build over the next two years."
The second question invites a strategic conversation rather than a software evaluation.
Understand the Business
Context, not qualification.
Explore Current Operations
Learn how work actually gets done — people build workarounds that reveal the real opportunity.
Identify Business Challenges
Explore every challenge from three angles: Operational ("What's happening?"), Business ("What impact does it have?"), Personal ("Why does that matter to you?").
Quantify the Impact
Problems become priorities when they can be measured. Numbers create urgency.
Define Success
Success should be defined by the customer, not the software.
Every important challenge deserves at least three follow-up questions.
"We struggle with cancellations."
What causes most cancellations?
What happens operationally when someone cancels?
How does that affect revenue?
- Talking too early. The temptation to demo before understanding the business is strong. Resist it.
- Accepting surface-level answers. "We want better reporting" isn't a stopping point.
- Too many closed questions. "Do you use gift cards?" closes a door "tell me about..." opens it.
- Solving too soon. Pause. Explore. Understand. Then recommend.
Customer speaks 70%. Account Executive speaks 30%. Your value comes from asking thoughtful questions, not delivering long explanations.
Discovery is successful when you can confidently answer: What's the customer's most important objective? What's preventing it? What's the measurable cost? Why act now? How will they define success? A well-run discovery is the foundation for every proposal, demo, and negotiation that follows.
The Art of Asking Great Questions
How many locations? How many guests a year? Establishes context — rarely creates urgency on its own.
"Walk me through a typical booking." Don't interrupt — customers reveal inefficiencies unprompted.
"Which part of that frustrates your team most?" Customers often minimize their own problems.
"What does that cost the business?" Numbers create credibility.
"Why is solving this important to you?" Most AEs never reach this layer — but businesses don't decide, people do.
| Instead of... | Ask... |
|---|---|
| Do you need digital waivers? | What happens when guests arrive without paperwork done? |
| Do you use gift cards? | How do you generate business during the holidays? |
| Do you have reporting? | Which business decisions are hardest to make today? |
| Do you need APIs? | Which systems require manual data entry? |
| Do you use dynamic pricing? | How do you decide when prices should change? |
"Honestly, the phone never stops ringing." Pause. Explore. Don't rush to fill silence after a hard question — the strongest answers often arrive after a few seconds of reflection, and many of the best insights come in what a customer adds after you've said nothing.
"Our team has gotten really good at handling phone calls."
We receive far more calls than we'd like.
"We have a spreadsheet for that."
Our software doesn't support this process.
Curiosity beats expertise. Stories beat checklists. Open questions beat closed ones. Impact beats features. Silence creates insight. Every answer deserves a thoughtful follow-up.
Listening Like a Consultant
"We still take quite a few bookings over the phone."
Phone bookings.
Online booking isn't working well enough.
Labor costs are unnecessarily high; online conversion may be poor.
The opportunity isn't phone bookings — it's operational leverage. Your goal is to reach Level 3.
Empty inventory, discounting, weak upsells
Manual scheduling, paper waivers
Long check-in, poor communication
New location, forecasting, staffing
If a comment doesn't fit a bucket, ask another question. Instead of isolated notes — "paper waivers, slow check-in, spreadsheet scheduling" — recognize the pattern: Manual Operations.
Buying signals
"There has to be a better way." "We've outgrown our current process." "We can't keep doing it this way." — invitations to discuss change.
Risk signals
"Switching sounds painful." "Our staff won't like this." "We've been burned before." Don't argue — explore.
Occasionally repeat the customer's own words back to create space without interrupting flow. Then summarize often — a good summary confirms understanding, corrects misreads, and builds trust. When customers describe symptoms, give them language for the pattern: "It sounds like manual processes are preventing your team from scaling." That language often reappears later in the sales cycle.
Listen for patterns, not isolated facts. Organize into business themes. Summarize often. Use the customer's own language. When customers hear their business described more clearly than they could describe it themselves, you've become a trusted advisor.
The Peek Pro Discovery Canvas
Company Snapshot
- Primary experiences
- Locations & annual guests
- Seasonality pattern
Why Now?
- Growth / expansion
- Platform limitations
- Customer's own words
Business Objectives
- Ranked 1–4 by leadership
Revenue
- Empty inventory, low conversion
- Evidence + est. financial impact
Operations
- Phone bookings, paper waivers
- Evidence + est. operational impact
Guest Experience
- Slow booking, poor comms
- Evidence + guest impact
Growth
- New location, forecasting
- Supporting evidence
Stakeholders
- Name · Role · Success means · Concerns
Current Technology
- Booking · Payments · CRM · Marketing
Current Process
- Booking → Confirmation → Waiver → Check-in → Experience → Follow-up
Reasons to Change
- In the customer's own words
Reasons to Stay
- Migration fear, contract, staff resistance
Business Impact
- Revenue · Labor savings · Time saved
Success Criteria
- "12 months after implementation, success means..."
Executive Summary
- Evaluating Peek Pro because... / Biggest problem is... / Peek Pro helps by...
- Why are they changing? Why now? What happens if they don't?
- Who benefits? Who might resist?
- What metrics define success?
- Which three capabilities and business outcomes matter most?
- How will ROI be measured?
Discovery isn't complete when you've asked enough questions — it's complete when you can tell the customer's story clearly, accurately, and concisely. Complete the canvas well, and every stage that follows becomes dramatically easier.
Business Development
The pipeline engine: qualified prospecting, territory intention, outreach that earns a reply, and knowing which opportunities deserve your time.
The BDR Mindset & Qualified Prospecting
Growth
Opening another location, hiring guides or staff, expanding hours, adding new experiences.
Operational Complexity
Multiple locations, multiple booking channels, large seasonal teams, high booking volume.
Revenue Opportunity
Heavy OTA dependence, empty weekday inventory, poor online experience, weak repeat business.
Technology Trigger
Legacy booking software, spreadsheet workflows, recent funding, website redesign, new leadership.
"I'm reaching out because we work with tour and attraction operators trying to increase direct bookings while reducing the operational work that comes with growth. I was curious how you're handling that today."
"I completely understand. Before I let you go — what's the biggest operational challenge your team faces during your busiest season?" One good answer is often enough to earn another conversation.
Measure more than meetings booked: qualified meetings held, discovery quality, opportunity acceptance rate, pipeline generated, progression to demo/proposal, closed-won revenue sourced. A meeting that never progresses isn't a successful meeting.
Before handing off an opportunity: why are they willing to meet? What business challenge have they acknowledged? Why now? Who will attend? A five-minute handoff summary saves twenty minutes of rediscovery.
Territory Planning & Account Prioritization
Strategic Accounts
Multiple locations, growing rapidly, strong online presence, high volume, existing tech limitations. Regional zipline operators, multi-location escape rooms, boat charter groups. Deep research, fully personalized outreach.
Growth Accounts
Single location, growing demand, operational pain, small management teams — these opportunities often move faster. Semi-personalized outreach.
Future Opportunities
Newly opened, seasonal, very small teams, limited online presence. Not yet ready — stay connected, timing changes.
The strongest opportunities combine three characteristics: Growth, Operational Friction, and Revenue Opportunity. Growth creates complexity; complexity creates demand for better systems.
"Check-in took forever."
Digital waivers, mobile check-in opportunity.
"We're hiring an operations manager."
Operational complexity is increasing.
New ownership or GM, new funding, website redesign, expansion, increased hiring, competitive changes. Reach out while change is already happening.
Prospecting begins long before the first call or email — it begins with understanding the business. Better research → better questions → better discovery.
Writing Cold Outreach That Earns a Conversation
Why this company?
Recent expansion, new experiences, strong online reputation, growth announcements.
Why this person?
Owner → growth. Ops Manager → efficiency. Marketing → bookings.
Why now?
Peak season approaching, new location opening, gift card season.
Why should they care?
Lead with a business challenge, never a feature.
Why continue?
Give a reason to reply — the discussion might solve a meaningful problem.
- Write for someone reading on their phone — short paragraphs, simple language.
- Focus on one idea per message.
- End with a question. Questions invite conversation — statements invite deletion.
Hi Michael,
I came across your zipline park while researching operators in the Pacific Northwest.
Many parks we speak with have strong weekend demand but struggle to fill weekday departures without relying heavily on discounts.
I'm curious: how does your team approach weekday demand today?
If it's helpful, I'd be happy to share a few approaches we've seen other operators use.
Best, Emma — Business Development Representative, Peek Pro
Personalized email
LinkedIn profile visit
Phone call
LinkedIn connection request
Follow-up email with insight
Phone call
Share relevant case study
Break-up email
Each touch should provide a reason to engage — never repeat the same message.
Would this message feel personal if I received it? Does it demonstrate research? Does it start with a business problem, not a feature list? Could the product name be removed and the message still make sense?
Cold Calling That Creates Curiosity
Lower resistance first
No product, no pitch
Listen more than speak
A continuation, not the goal
"Hi Sarah, this is Emma with Peek Pro. I know I wasn't expected today, so I'll be brief. Have I caught you at an impossible time?" Avoid "Do you have a minute?" — most people instinctively say no.
| They say | You do |
|---|---|
| "We're happy with our current system." | Don't challenge it — explore it. "What do you like most about it? If you could improve one thing, what would it be?" |
| "We're too busy." | Acknowledge it, then ask one high-value question before letting them go. |
| "Just send me information." | Ask what prompted their interest first, so what you send is actually useful. |
| "We're not interested." | Stay curious — happy with the current approach, or just not a priority right now? |
Review recorded calls for: Did the rep earn permission? Demonstrate preparation? Ask open-ended questions? Uncover a measurable business problem? Summarize before asking for a meeting? Coach behaviors, not scripts.
Cold calling isn't about overcoming resistance — it's about reducing it. Lead with curiosity, listen with intent. If the customer finishes the call feeling heard instead of pitched, you've created the conditions for a productive sales conversation.
Qualification: Deciding Which Opportunities Deserve Your Time
Business Value
Is there a meaningful problem to solve?
Urgency
Why now, not in six months?
Stakeholders
Who influences the decision?
Capability Fit
Does Peek Pro solve the real challenge?
Commitment
Shown through action, not interest.
Weakness in one area doesn't automatically disqualify a deal — but several weak areas together usually indicate a deal that will stall.
High-quality opportunity
Customer clearly describes the problem, understands the business impact, has executive support, is willing to invest time, has a realistic implementation window, and sees change as necessary.
Weak opportunity
"We're just looking." "We're collecting information." "Maybe next year." "Nothing is really broken." Curiosity is valuable — without a business driver, it rarely becomes a purchase.
"We're opening a second location next spring."
Growth initiative, increasing complexity, clear timeline.
Manual scheduling, phone-heavy bookings, limited reporting — strong Business Value, Urgency, and Capability Fit. The next step is appropriate.
- No meaningful business challenge
- No access to decision makers
- No willingness to continue discovery
- No realistic timeline
- Clear mismatch between customer needs and Peek Pro's strengths
Rather than "What's the probability this deal closes?" ask "What evidence supports that probability?" Evidence is stronger than optimism.
Qualification isn't about deciding whether a prospect is good enough for Peek Pro — it's about determining whether Peek Pro is the right solution for the customer's business, at the right time. The most successful Account Executives don't chase every opportunity. They invest deeply in the opportunities where they can create the greatest value.