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Tidewell booking roadmap: Q4 2026–Q1 2027

For Dana Okafor, CPO; both squad leads; Sales and Design

Strategy and trade-offs

Prioritise fewer missed appointments and better multi-site retention, not a broader feature set.

• No-shows average 11%. Clinics sending their own reminders average 6%—a promising signal, not proof that reminders alone cause the difference.
• Multi-site clinics represent 38% of ARR and churn at 2.9% monthly, versus 1.3% for single-site clinics. Of 31 multi-site departures, 23 cited the lack of a consolidated view.
• Fix calendar sync early: it causes 38% of support tickets, undermines booking reliability, and could release capacity for subsequent work.

Q4 2026: retain multi-site clinics and establish the reminder foundation

Sequencing: Squad B tackles calendar sync first, then messaging. Messaging remains unfinished at quarter-end; we are not promising patient-facing SMS in Q4.

Dashboard rollout: Validate workflows with multi-site operators, including FitPhysio, before broad release. Track activation, repeated cross-location use and whether operators can answer their core bookings/utilisation questions without separate location views.

Calendar acceptance: Confirm failures and related tickets decline. Engineering’s expected three squad-weeks of quarterly savings are a forecast, not guaranteed capacity.

Q1 2027: launch reminders and validate outcomes

Squad A’s allocation is a budget ceiling, not ten weeks of pre-approved features. Dana and the leads will approve specific improvements from dashboard usage and customer evidence; unused capacity stays uncommitted rather than funding lower-priority scope.

The calendar fix could increase Q1 capacity to 23 squad-weeks across both squads. Confirm actual support savings before allocating the extra three weeks; use them first for rollout risks and demonstrated retention blockers.

Reminder sequencing: Finish messaging before reminder implementation. With nine squad-weeks on this dependency chain, plan for a late-Q1 rollout, not a January launch.

Measurement: - Pilot reminders with a comparison group where practical. Measure no-shows, advance cancellations, delivery failures and opt-outs; do not promise the observational 6% result. - Track multi-site dashboard adoption and monthly churn against the 2.9% baseline. Review churn reasons and rolling trends; the small population makes short-term attribution uncertain. - Establish baselines and experiment design before rollout. Expect fuller reminder-impact evidence in Q2.

Not doing in these two quarters

• Physitrack integration: Not committed. FitPhysio calls it nice to have; the dashboard is its must-have. Dana and Jordan should immediately correct the Christmas promise with FitPhysio, confirm whether its buying criteria have changed, and offer the dashboard delivery plan. An integration commitment requires an explicit roadmap trade-off—not hidden extra work.
• Waitlist auto-fill: Defer until reminders demonstrably create cancellations with enough notice to refill. Today, its prerequisite behaviour is rare.
• Deposits: No Q1 delivery promise. The contract cannot be signed before mid-February, and the 14-week build is a substantial commitment before testing the simpler reminder intervention.
• Booking page redesign: Defer. The 64% conversion rate alone does not establish a problem, and none of 18 interviews raised it. Design should support dashboard and reminder usability first.

What comes after

Q2 2027 onward: Scale effective reminders and address remaining multi-site retention gaps. Prioritise waitlist auto-fill if advance cancellations create sufficient refill opportunities. Reassess deposits if no-shows remain high and the partner contract is ready. Revisit Physitrack and booking redesign only with stronger customer or commercial evidence.

Tidewell Booking Roadmap: Q4 2026, Q1 2027 and beyond

For: Dana Okafor, squad leads. Shared with Sales and Design.

Goals and what the data says

1. Cut no-shows. The average is 11%. The 40 clinics that text their own patients a reminder average 6%. That group is small and self-selected, so this suggests reminders help but doesn't prove it. We'll measure with a holdout group.
2. Cut multi-site churn. Multi-site clinics are 16% of clinics but 38% of ARR (about $1.5M). Their monthly churn is 2.9%, against 1.3% for single-site. Of the 31 that left last year, 23 cited "can't see all our locations in one place."

Capacity

There are 10 squad-weeks per squad per quarter, so 20 a quarter. Calendar sync ships in Q1, so its freed support time (about 3 squad-weeks) only adds capacity from Q2, bringing Q2 to about 23.

The plan

Q4: build both foundations. - Multi-site dashboard (10). This directly targets the top churn reason, and it is FitPhysio's stated must-have. Target: live mid-December. It fills Squad B's quarter with no buffer, so if it slips, we roll out to FitPhysio's sites in phases rather than wait. - Messaging service (8). SMS provider, consent records and templates. Nothing patient-facing ships from it alone, but every no-show feature depends on it.

Q1: ship reminders and pay down support load. - SMS reminders with confirm or cancel (6). This is our main no-show feature. It should ship in January. Success is measured against a holdout group, with the target being movement toward the 6% the self-reminding clinics achieve. - Calendar sync fix (5). Sync failures cause 38% of support tickets. The fix pays for itself in under two quarters. It goes after reminders because reminders serve the CEO's goals directly. - Physitrack integration (8). See the FitPhysio section below.

Q2 and after. - Deposits (14). Deposits should cut no-shows, but Legal can't sign the payments partner contract before mid-February, and 14 weeks of work doesn't fit in what remains of Q1. Action: start the contract process now so the build begins the day it's signed. - Waitlist auto-fill (7). Only build it if reminders prove the case. It fills slots cancelled with notice, and today patients mostly just don't show up. Confirm or cancel reminders should turn some no-shows into early cancellations. Trigger: the share of appointments cancelled with notice rises meaningfully in the first 6–8 weeks after reminders launch.

FitPhysio and Physitrack

FitPhysio (30 sites, $64,800 ARR) is our biggest deal this year. Sales promised Physitrack by Christmas. FitPhysio's own evaluation notes say the dashboard is a must-have and Physitrack is nice-to-have.

• The dashboard is on track for Christmas, and it is the thing that closes the deal.
• Physitrack by Christmas would cost us. Squad B is full with the dashboard, so the 8 weeks would have to come from messaging. That delays reminders, our main no-show feature, by a full quarter, for a nice-to-have for one account.
• Recommendation: Jordan goes back to FitPhysio now. The message is that the dashboard, their must-have, is live before Christmas, and Physitrack follows in Q1. I'd like Jordan and me to have that conversation this week, before the expectation hardens.
• Physitrack is conditional. We build it in Q1 if FitPhysio signs, or if a second account asks for it. Otherwise that capacity goes to the dashboard follow-up and to buffer.

What we're not doing, and why

• Booking page redesign (9 weeks, not scheduled). 64% of booking page visits already end in a booking, and none of our 18 customer interviews mentioned the page. It serves neither goal. I'd revisit it if we see evidence of drop-off or patient complaints. Design isn't sidelined, though: the dashboard and the reminder and confirm flows need heavy design input in Q4 and Q1, and I'd like Design embedded with both squads.
• Waitlist auto-fill now. It would fill few slots today (see the trigger above).
• Deposits before Q2. Blocked by the contract and too large to fit anyway.
• Physitrack before Christmas. It would push back our main no-show feature for a nice-to-have.

Risks

• Dashboard timing. Squad B has no slack in Q4. The mitigation is a phased FitPhysio rollout.
• Reminder effect. The 11% vs 6% gap may partly reflect which clinics choose to send reminders. The holdout group will give us the real number.
• Support load. Support and bugs are planned at 25% of time. If they run higher, Q1 calendar sync and Physitrack slip first, before reminders.
• Legal. If the payments contract slips past mid-February, deposits slip with it one-for-one.

Decisions needed

1. Dana: approve the Q4 plan and the no-go on the booking page redesign.
2. Jordan: take the revised Physitrack timing to FitPhysio.
3. Legal: start the payments partner contract now.

Tidewell booking roadmap: Q4 2026–Q1 2027

For Dana Okafor, CPO; squad leads; Sales and Design

Direction

Prioritise fewer no-shows and lower multi-site churn, not a broader feature catalogue.

• No-shows average 11%. The 40 clinics sending their own reminders average 6%: promising evidence for reminders, but not proof of causation.
• Multi-site clinics represent 38% of ARR. Their monthly logo churn is 2.9%, versus 1.3% for single-site clinics. Of 31 multi-site exits, 23 cited the lack of an all-location view.

These findings support two primary investments: multi-site visibility and SMS reminders. Fixing calendar sync makes both more sustainable by reducing support demand.

Q4 2026: retain multi-site clinics and build the reminder foundation

Total: 20 squad-weeks, matching available roadmap capacity. Messaging carries three weeks into Q1.

Pilot the dashboard with multi-site operators, including FitPhysio if they agree, before broad release. Design should prioritise cross-location workflows and dashboard usability rather than a booking-page refresh.

Calendar sync is a capacity investment as well as a reliability fix. Engineering forecasts three additional squad-weeks per quarter from Q1; we will verify that reduction rather than spend it in advance.

Q1 2027: launch reminders and prove outcomes

Committed feature build: nine squad-weeks; baseline capacity: 20. The remaining capacity is an explicit investment envelope, not an estimate for unspecified features. Squad leads will size follow-up work after dashboard feedback and reminder pilot results. Any recovered support capacity is additional headroom.

Do not fill this envelope with lower-priority commitments merely to reach full utilisation.

Success measures

• Reminders: compare no-show rates for pilot clinics with their baseline and a comparable holdout where practical. Track delivery, confirmations, cancellations and cancellation notice. Set rollout thresholds before launch; do not promise the observed 6% rate.
• Dashboard: track active multi-site usage, ability to complete cross-location tasks, and location-visibility complaints.
• Retention: monitor multi-site monthly logo churn against the 2.9% baseline. Expect adoption signals before a reliable churn verdict.
• Calendar sync: track sync-related tickets and actual support time recovered.

Not committed—and why

• Physitrack integration (8 weeks): not on the Christmas roadmap. FitPhysio’s documented must-have is the dashboard; Physitrack is a nice-to-have. Jordan and Product must promptly correct the promise, confirm the buying criteria with FitPhysio, and offer a dashboard-led evaluation. Do not replace an unsupported date with another.
• Booking page redesign (9 weeks): 64% conversion alone does not establish a problem, and none of 18 interviews raised it. Revisit with funnel evidence or usability findings.
• Deposits (14 weeks): the partner contract cannot be signed before mid-February 2027. Too large and dependency-constrained for a credible Q1 commitment.
• Waitlist auto-fill (7 weeks): today, cancellations with notice are rare. First establish whether reminders create enough recoverable slots. Consider Q1 only if evidence and remaining delivery time support it.

After Q1

Prioritise waitlist auto-fill if timely cancellations increase; otherwise improve reminder effectiveness and dashboard adoption. Reassess deposits after the contract and an operational/business case are ready. Reconsider Physitrack against verified demand and opportunity cost. No dates beyond Q1 until outcome evidence and estimates justify them.