← All live briefs

Headway

Each of these is a real decision Headway is working through, written so you can make the call yourself — incomplete information, someone who pushes back, no answer key.

Headway is a technology-enabled marketplace and software platform that connects patients, independent outpatient mental health providers, and health insurers to expand access to insurance-covered therapy and psychiatry care across the United States. It has built the first software-enabled national network of providers accepting insurance. Headway offers a consumer marketplace that helps patients find therapists and an EHR that helps therapists run their day to day practice. All care on Headway is outpatient behavioral health, delivered in person or virtually. Headway operates across all 50 states and 1,000+ payers. Appointments totaled 5.6 million in all of 2023 and 14.5 million in 2025, and now run at more than 1.5 million a month. Its systems accurately estimate and file insurance claims hundreds of thousands of times per month.

Run your first brief, free

Your first one is free. No card.

35 live right now.

Newest at Headway

Show what the fee leaves a clinician per session before first bookings

Clinicians are questioning whether marketplace-sourced sessions still work financially, putting future appointment availability at risk. You have to weigh clear earnings guidance against controlled, reconcilable financial assumptions.

Finance & Operations LeadOct 2026

The rest

Route findings the same way without punishing routine variation

Similar annual review findings are reaching different follow-up paths for patients receiving ongoing care. You have to weigh earlier safety escalation against fair, clinically grounded oversight for providers.

Policy / Risk ManagerOct 2026

Decide whether to suspend a clinician while the records disagree

A patient was hospitalized after an unclear telehealth crisis handoff, while 34 future appointments remain on the clinician’s schedule. You must weigh immediate patient protection against care disruption and a decision that needs to stand up to review.

Policy / Risk ManagerOct 2026

Route supervision gaps before tomorrow’s therapy sessions

Reports suggest some provisionally licensed therapists may still have appointments after a supervisor change. You must weigh rapid patient protection against unnecessary disruption to active care.

Policy / Risk ManagerOct 2026

Settle which commitment moves when Design capacity stays fixed

Two R&D commitments depend on the same Design capacity, yet both carry published-ready dates. You have to weigh planning speed against making the capacity tradeoff visible now.

Chief of Staff / BizOpsOct 2026

Set access priorities while clinician economics change

Clinician participation pressure and patient access needs are landing in separate planning conversations. You have to weigh a lightweight decision mechanism against the risk of carrying conflicting priorities into the quarter.

Chief of Staff / BizOpsOct 2026

Decide where search can stay open before the payer review

Patients in high-demand areas are reaching listed clinicians without finding a timely covered appointment. You must weigh patient acquisition against a payer-facing access claim that the evidence may not yet support.

Chief of Staff / BizOpsOct 2026

Protect telehealth bookings when location checks go dark

Patients can abandon a virtual appointment booking when location verification cannot finish. You have to weigh a fast alternate path against the risk of treating an unverified location as covered.

Security / Reliability EngineerOct 2026

Contain cross-service access without breaking the next booking peak

A deployment path may have allowed appointment requests outside their intended service boundary while booking retries are rising. You must weigh immediate privacy containment against the risk of disrupting patient bookings.

Security / Reliability EngineerOct 2026

Contain Redis spikes before evening bookings stall

Evening booking requests fail when a background task exhausts Redis connections. You must protect patient booking without interrupting the processing that keeps the platform current.

Security / Reliability EngineerOct 2026

Map reachable care while listings stop proving access

Patients are reaching in-network listings that do not reliably become timely appointments. You must weigh fast operational visibility against data that is governed enough to guide network decisions.

Data EngineerOct 2026

Win insurance-curious clinicians before they pick another network

Independent clinicians are comparing network economics before they apply, leaving patient appointment supply harder to grow. You have to weigh a focused, measurable acquisition test against claims that could weaken provider trust.

Growth / Marketing StrategistOct 2026

Secure discharge referrals while clinicians weigh the marketplace fee

Care-management leaders lack a dependable covered outpatient path for patients leaving the hospital. You must weigh referral reliability against terms clinicians will sustain.

Sales / Partnerships LeadOct 2026

Guide sparse searches into care without overstating the match

Patients with only a few search results are leaving before they begin a booking path. You must weigh a clearer next step against the risk of making limited options sound more certain than they are.

Product DesignerOct 2026

Add a cost comparison to search before patients book

Patients are cancelling after booking because a first estimate does not explain recurring cost. You have to weigh useful cost clarity against the limits of payer-specific estimates.

Software EngineerOct 2026

Shape a first cohort of clinicians who stay active after the fee

New clinicians are questioning whether marketplace-sourced patients fit their practice economics after the per-session fee. You must weigh fast, practical guidance against accurate education and a programme that can prove clinicians stay active.

Customer Success / Solutions LeadOct 2026

Guide telehealth searches when patients book from another state

Patients away from home can book telehealth care that is not covered where they are sitting. You must weigh a clearer path to eligible care against overly broad coverage signals.

Product ManagerOct 2026

Separate policy gaps from isolated cases without trusting flags blindly

Repeated documentation gaps are being seen in annual reviews without a trusted way to tell whether they form a real pattern. You must weigh earlier pattern detection against the risk of treating reviewer signals as clinical conclusions.

Policy / Risk ManagerOct 2026

Route spend variances before the forecast review loses its window

Material spend variances are reaching monthly reviews without an agreed explanation. You must weigh faster routing against the evidence and human review needed to trust forecast guidance.

Finance & Operations LeadOct 2026

Route slipped commitments before access work misses another review

Access-related commitments are surfacing after their dates slip, leaving leadership without time to act. You must weigh faster escalation against the review burden created by weak AI signals.

Chief of Staff / BizOpsOct 2026

Route provider briefs to better campaigns while fee questions grow

Campaigns take eight business days to move from brief to reviewed launch, while provider opt-outs are rising after fee-related messages. You must weigh speed against evidence quality and provider trust before any message reaches a clinician.

Growth / Marketing StrategistOct 2026

Cut exposed-storage triage to 15 minutes without letting AI close cases

Exposed-storage findings take a 75-minute median to reach a human decision because engineers rebuild context across several systems. You have to weigh faster routing against evidence a security engineer can actually trust.

Security / Reliability EngineerOct 2026

Route each failure to the right engineer before bad listings persist

Provider-status failures can leave patients booking clinicians whose listing no longer reflects network reality. You must weigh rapid routing against the evidence an engineer needs before trusting the classification.

Data EngineerOct 2026

Turn discovery notes into proposals without unsupported referral claims

Only 35% of pilot opportunities get a usable next step within three business days. You must weigh faster follow-up against the seller’s responsibility for every claim sent to a health-system leader.

Sales / Partnerships LeadOct 2026

Surface ranking failures before another week of patient search drop-off

Ranking reviews take four days to turn conflicting feedback and metrics into a usable brief. You must weigh faster evidence synthesis against the review needed before a PM acts on it.

Product ManagerOct 2026

Trace payment gaps while every ledger call still needs proof

Provider payment investigations take a 90-minute median because engineers reconstruct claim and ledger history repeatedly. You must weigh faster case assembly against the evidence required before anyone acts on a payment discrepancy.

Software EngineerOct 2026

Prepare coding conversations without outsourcing the clinical judgment

Specialists spend up to 18 minutes rebuilding context before answering a provider’s documentation-review question. You have to decide what AI prepares, what specialists verify, and what never leaves their judgment.

Customer Success / Solutions LeadOct 2026

Decide when to turn on live booking in the directory

Renewing this contract puts real-time availability inside the directory of a major insurer, and the setup cannot be undone. You weigh growth in bookings against clinicians facing demand they cannot meet.

Growth / Marketing StrategistAug 2026

Win the preferred placement without overpromising

The payer wants a three-year deal with appointment-access targets and money owed when you miss them, and some capacity forecasts came from a machine. You have to decide which promises you can actually keep.

Sales / Partnerships LeadAug 2026

Fix how appointment changes are announced

An audit confirmed that cancellations and reschedules break down for patients using screen readers or a keyboard. The migration will lock in whatever pattern you choose, so a late change gets expensive.

Product DesignerAug 2026

Rebuild the claims trail for the payer audit

The current event lake allows late edits and cannot show which code version produced a submitted claim. You have to plan an irreversible migration that keeps daily claims work running while the evidence holds up.

Data EngineerAug 2026

Decide when a patient can book before coverage is confirmed

For some plans, patients can book before a required coverage check clears, and those visits can fail. You have to weigh preventable failed appointments against blocking patients whose coverage would have been confirmed.

Product ManagerAug 2026

Move the credentialing files before renewal

The current store cannot enforce the new retention and legal-hold rules, and its contract ends soon. You have to prove every migrated record stays complete, reachable by authorized users, and closed to everyone else.

Software EngineerAug 2026

Move payments onto a new processor

The contract with your processor ends in four months, and its new pricing would cost 22% more a year. You have to fund and control the cutover, knowing that reversing it risks duplicate payments and gaps in service.

Finance & Operations LeadAug 2026

Close the therapy gap after a plan change

Patients who switch health plans mid-course lose their clinician, and gaps longer than 30 days are up 39%. You have to commit provider capacity and patient messaging before open enrollment, when mistakes are hard to undo.

Customer Success / Solutions LeadAug 2026

Do the work Headway is actually doing.

Run your first brief, free