Paylo.one · Pilot

Know what matters. Lose the noise.

Pilot brings your briefings, actions, decisions, people, and connected sources into one calm place, so you can lead with context instead of chasing scattered updates. It is your personal command layer for staying ahead of what matters.

  • 01Brings briefings, actions, decisions, people, and sources into one calm place
  • 02Starts each day with a clear, source-backed briefing
  • 03Links every signal to the people behind your decisions and risks
  • 04Keeps commitments and follow-ups with their context, not in another task list
  • 05Keeps you in control of every action it suggests
  • 06Gets sharper as you correct, link, and refine it
Fragmented channelsOne calm place
GMAILEXCHANGETEAMSCALENDARWHATSAPPGITHUBNOTIONOBSIDIANDaily briefing

Many inputs, one calm surface. Every line resolves to a single, source-referenced briefing.

Built for

Pilot is built first for CTOs, founders, and senior operators who carry consequential decisions and cannot afford to lose context across fragmented channels.

  • CTOs
  • Founders
  • Senior operators
  • C-suite executives
  • COOs
  • Fractional executives
  • Managers
Product

Four surfaces. One calm place.

Pilot is organised around how leaders actually work: what to know, who is involved, what to do, and what to remember. The surfaces are Briefing, Actions, Diary, and People.

01

Briefing

Your daily briefing brings together the signals, people, decisions, and actions that need your attention, assembled each morning from your own connected sources.

Why it matters

It answers what matters today, what changed, what needs a decision, and what cannot slip, before the day starts pulling at you.

What it handles

Email, calendar, code, documents, and messages, ranked by consequence rather than chronology and linked to the people they involve.

How you operate better

You open one place instead of ten, and you read it in two minutes with every point traceable to its source.

02

Actions

Keep track of the commitments, follow-ups, and decisions that should not disappear into the noise. The private-beta foundation begins with source-backed action suggestions.

Why it matters

A commitment is more than a line of text. The person, topic, deadline, conversation, and reason all determine what should happen next.

What it handles

What you owe, what others owe you, delegated work, waiting items, recurring follow-ups, and the context behind each one.

How you operate better

Today you review, approve, defer, or dismiss source-backed suggestions. The planned experience adds manual capture, lifecycle views, reminders, and people-aware follow-up.

03

Diary

Capture the context behind your day, so important thinking is not lost. A private space for reflections, decisions, and rationale, in text or voice.

Why it matters

The reasoning behind a decision usually evaporates. The Diary keeps it next to the context that prompted it.

What it handles

Private notes and voice memos, transcribed, and linked by deliberate choice to briefings, actions, and items.

How you operate better

Private by default. Nothing is used to shape your briefings or suggestions unless you explicitly opt in.

04

People

Understand the people connected to your work, the topics they touch, and the commitments linked to them, with every email, message, and pull request tied to the right person across channels.

Why it matters

Information is fragmented, but the people are constant. Knowing who is connected to which decisions, risks, and follow-ups is what makes a briefing relationship-aware instead of a flat summary.

What it handles

Cross-source identities (email, WhatsApp, Teams, GitHub, Notion), correlated signals, and the actions and projects each person touches.

How you operate better

You confirm or correct who is who. Pilot proposes links with a confidence score and never merges people on its own.

Actions

Commitments with context, not another task list.

Actions is designed to become your execution memory: one place to capture what needs to happen, remember why it matters, see who owes the next move, and bring the right commitment back at the right time.

Remember the commitment

Keep the outcome, person, topic, deadline, decision, and source together, so an action still makes sense weeks later.

See both directions

Track what you owe others, what others owe you, what you delegated, and what is waiting for a reply.

Follow up at the right time

Separate deadlines from follow-up dates and reminders, then surface what needs attention today without filling the screen with noise.

Turn signals into execution

Bring candidate actions out of meetings, email, messages, diary entries, documents, and decisions, with the source kept attached.

One connected context

Briefing finds what matters. Actions carries it through. People shows the commitments around each relationship. Diary preserves the private reasoning. Sources keep every suggestion traceable. Decisions connect the choice to the work that follows.

Available in private beta
  • Source-backed action suggestions with rationale and confidence
  • Approve, defer, and dismiss controls
  • Person links, correction controls, and source references
  • An audit record of every suggestion decision
Planned Actions experience
  • Fast manual capture and clear action states
  • Today, Follow-ups, Waiting On, By Person, By Topic, and Deadlines
  • Personal, delegated, waiting, and recurring commitments
  • Due dates, follow-up dates, reminders, history, and suggested next steps
The daily briefing

Every morning, know what matters, what changed, and what needs approval.

The daily briefing is the wedge. It is assembled on schedule and on demand from your connected sources, ranked by consequence, and written to be read in two minutes. It opens with the people behind today's activity, correlated across your channels and ranked by the importance you set, so the briefing is relationship-aware, not a flat summary. It is the first thing you read and the reason you return.

The trust contract

Every insight carries a source reference: the system it came from, the specific item, a timestamp, a confidence value, and an excerpt or deep link. If an insight cannot be attributed, it is not shown. Low-confidence insights are labelled, never dressed up as fact.

Connected sources

Connect the tools where work already happens.

Your context is scattered across email, calendars, code, chat, documents, and the web. Pilot connects to the tools you already run on, watches the flow, and brings back the context that matters. These are the places Pilot can listen to, organise, and turn into a clear, source-backed picture of your day.

Available now
  • GmailThe threads that need a reply, the decisions being asked of you, and the promises you have made.
  • Google CalendarToday's meetings in focus, with the prep and context each one needs.
  • GitHubBlockers, review requests, and the changes that matter from the repositories you choose.
  • NotionThe recently changed pages and decisions your briefing can point back to.
  • News and external signalsThe few outside signals that clear your relevance bar, never a generic feed.
  • Documents and filesDrop in a Markdown note, a PDF, or pasted text, and Pilot reads it into your context.
Coming soon
  • Microsoft OutlookMail and calendar from Microsoft 365, scoped to the folders and calendars you choose.
  • Microsoft TeamsEscalations, decisions, and mentions from the channels that matter.
  • SlackDecisions, blockers, and commitments from the channels you select.
  • DiscordTeam and community signals from the Discord channels you choose.
Planned
  • WhatsAppSignals from the people and chats you approve, never your whole account.
  • ObsidianYour local-first notes, kept private and ready for the briefing to cite.
  • Web pages and URLsPoint Pilot at a page worth following and keep its context close.
Custom sources

Run on something that isn't here?

Pilot can connect to internal systems and tools beyond this list. Tell us what runs your world, and we will look at bringing it in.

You decide what each source can see, and you approve every connection. Nothing is shared across workspaces, and every point in your briefing stays traceable to where it came from.

Pricing

Priced for individuals, set up for operators.

Access is invite-only at every tier. Pricing is indicative while the product is in private beta and is shown as a starting point, not a final rate card.

Invite-onlyPaid onboardingMonthly subscriptionUsage-based AI allowanceCustom enterprise pricing
INVITE-ONLY

Private Operator

For individual leaders.

From $49
per month, billed monthly. Invite-only.

A single-user workspace with your daily briefing at its core.

  • Single-user workspace
  • Personal subdomain
  • Daily briefing
  • Actions
  • Diary
  • Core integrations
  • Source references on every insight
  • Basic retention controls
Request access
CUSTOM PRICING

Enterprise / Private Deployment

For organisations needing stronger controls.

Custom
annual agreement. Security review included.

Private AI processing and custom controls for regulated and security-led organisations.

  • Custom workspace controls
  • Advanced audit
  • Private AI processing options
  • Advanced controls for connected services
  • Extended access records
  • Single sign-on (planned)
  • Custom domains (planned)
  • Custom retention policies
  • Dedicated support
  • Security review
Talk to us
What is included at each tier
CapabilityPrivate OperatorExecutiveEnterprise / Private Deployment
Daily briefingPriorityPriority
Actions
Diary
IntegrationsCoreAdvancedAdvanced
Personal subdomainCustom (later)
Source references
Data retention controlsBasicExtendedCustom
AI usage allowanceStandardHigherCustom
Private AI processing
Audit trailStandardStandardAdvanced
Connected service controlsAssisted setupAdvanced
Connected service access recordsStandardExtended
Onboarding supportSelf-servePaid onboardingDedicated
Support levelStandardPriorityDedicated
How it works

How Pilot works.

Context flows in from the sources you approve, is linked to the people it involves, resolves into a briefing and suggested actions, and grows sharper as you correct it. Three rules never bend.

01

Connect sources

Authorise the channels you run on, choose what each one monitors, and set a storage policy for each.

02

Bring context together

Items from approved sources are prepared consistently and kept private to your workspace.

03

Connect context to people

Each item is linked to the person it involves, using accounts you have confirmed. Uncertain matches wait for your review.

04

Generate the briefing

A source-referenced, relationship-aware briefing is assembled on your schedule and on demand.

05

Suggest actions

Candidate actions are extracted with rationale and held for your approval.

06

Capture diary memory

Reflections and decisions are recorded privately and linked by choice.

07

Refine as you correct

Your corrections, links, dismissals, and confirmations become explicit rules, so Pilot grows sharper without hidden learning.

Approval-gated

Actions require your approval

Pilot never sends, posts, comments, merges, or schedules on your behalf. It prepares the work; you execute it.

Source-referenced

Every insight cites its source

Insights are grounded in your own items. If a claim cannot be attributed to a source, it is withheld rather than shown.

Explicit

It learns from your corrections, not in the dark

Pilot improves through explicit, inspectable rules you can see and change. There is no hidden personalisation and no silent learning.

Trust and security

Built for the discretion the role demands.

Pilot holds an operator's most sensitive context. Trust is treated as a feature, not a footnote. Every pillar below is explained for the person relying on it, not only the people building it.

A private workspace

Your workspace is separated from every other customer. Context is never shared or searched across workspaces.

Your own workspace address

Each operator works from a dedicated Paylo.one address, such as bernard.paylo.one.

Secure sign-in

Sign-in is designed around passkeys, reducing reliance on reusable passwords and keeping access tied to the right workspace.

Source references for every insight

Insights are traceable to the exact item, system, timestamp, and confidence behind them. Unattributable claims are withheld.

You control storage

Set a storage policy per source: keep raw and summaries, summaries only, or no raw retention at all. Summaries are kept; raw is held only for a bounded audit window and then purged. Your data, your terms.

Relationship context stays yours

People, their linked accounts, and private notes stay inside your workspace. Pilot proposes matches and you confirm them; it never merges people on its own.

WhatsApp by approved people only

WhatsApp is designed to monitor only the people or chats you approve, never your whole account. It is enabled only after the privacy and platform approach is confirmed.

Explicit refinement, not hidden learning

Pilot grows more useful as you correct, link, and refine it, through inspectable rules you control. There is no hidden fine-tuning and no silent personalisation.

Human approval before action

No action is created or sent until you confirm it. There are no autonomous external actions in the product.

Controlled processing

Every request follows one controlled path. Access, data handling, and usage are checked and recorded.

Controlled tool access

When Pilot reaches an external service, access is limited, recorded, and held for approval before anything consequential happens.

Private processing, planned

Private processing options are planned for regulated organisations that cannot use shared infrastructure.

Audit and source traceability

A durable audit trail records actions, decisions, and access, with evidence for export and deletion requests.

Access

Pilot is currently invite-only.

Access is granted by invitation, with paid onboarding for serious operators. If your context has outgrown notes and dashboards, request an invitation and we will be in touch.

Optional, but it helps us understand the fit.
Or email us

Private beta. No public waitlist. Onboarding is deliberate and hands-on.