Short answer: Ask Proxy is a personal AI assistant you reach by plain text message, made by Peacock Parent, Inc. and announced on 15 October 2026. It learns your stage of life and priorities, blends curated expert guidance with live web search, and replies with one clear next step. It also texts you first before birthdays, trips and busy seasons. Plans start at USD 29 a month billed annually, and your first 30 texts are free.

By Agent Playbox Editorial · Published · Updated

Ask Proxy AI assistant: help by text that thinks ahead

Key facts

What is Ask Proxy and who is behind it?

Ask Proxy is a personal AI assistant that lives in your text messages. Peacock Parent, Inc. announced it on 15 October 2026 as an assistant built to carry the mental load at home, the constant thinking about what needs doing before it ever reaches a calendar (Ask Proxy announcement). The company describes it as built to “think like a woman”, meaning it tries to anticipate needs before you ask (Ask Proxy).

The founder and CEO is Christine Landis, who also runs Peacock Parent, a service that helps families outsource the planning side of home life (Peacock Parent). In the announcement she sums up the idea in one line: “The doing was handled. But the thinking was still mine” (Ask Proxy announcement). TechCrunch included Ask Proxy in its 24 October 2026 roundup of AI agents you can text (TechCrunch). Funding and user numbers have not been published.

How does Ask Proxy work?

Just text, like you would a friend

There is nothing to install and no prompts to learn. You save the number (820) 732-2625, text START, and answer a few profile questions about your stage of life, location, priorities, how you value your time and how you like to make decisions (Ask Proxy). After that you send a text, a voice memo or a screenshot with whatever is on your mind.

One thoughtful answer instead of ten links

Ask Proxy says each reply takes about a minute because it works through several layers every time: what it knows about you, what you have talked about before, its own private knowledge base on home management, parenting, habits, time and relationships, guidance from a hand-picked list of experts, and a real-time Google search so suggestions are current (Ask Proxy). The result is one actionable next step, with a link when it helps. It remembers your conversations, so you do not have to repeat yourself (Ask Proxy).

What makes it different from other text-based agents?

Most agents that live in your messages, like Kiwi or Poke, are built to do tasks: book, order, reply. Ask Proxy focuses on the thinking that comes first. Its own examples are a gift suggestion with a link one week before a birthday party, a packing list and travel tips two days before a trip, and a shortlist of summer camps three months before summer (Ask Proxy announcement).

That proactive side is the heart of the product. Ask Proxy says it does not wait for you to ask; it reaches out when it notices something you might forget, or finds a restaurant, activity or experience you may enjoy (Ask Proxy). It also sends encouragement and time-saving tips. Users can still ask anything, from dinner decisions to talking through a tricky moment with the kids, and the company says it will even tell you when it is time to stop deliberating and decide. If you like that style, our gift planning skill and family planner template show how to set up similar helpers.

How much does Ask Proxy cost?

Personal plans cost USD 29 a month on the annual plan (USD 348 billed once a year), which Ask Proxy says works out to less than USD 1 a day, or USD 39 a month on a month-to-month plan you can cancel anytime (Ask Proxy pricing). Your first 30 texts are free, so you can try it before paying (Ask Proxy). The 15 October announcement gives the same USD 29 starting price (Ask Proxy announcement).

There is also a work version that companies can offer as an employee benefit. TechCrunch reports pricing from USD 15 per employee per month for large companies and USD 23 for teams under 49 people (TechCrunch), and Ask Proxy has a dedicated business page (Proxy for Business). You can also give Proxy as a gift (Ask Proxy gifting). The service is available in the United States and Canada (Ask Proxy announcement).

What does it mean for families and for businesses?

For families

For busy parents, the pitch is simple: hand over the remembering, not just the doing. Thanksgiving dates, Easter brunch, date-night ideas and advent calendars for the grandkids all appear among its example nudges (Ask Proxy). Pair it with our household manager template or the family calendar skill if you want an agent that also handles the bookings.

For employers

Ask Proxy for Work is aimed at the moment a home worry interrupts the working day. The company says it gives employees a private place to sort out real-life decisions quickly and get back to focus, while keeping personal matters off company systems (Ask Proxy). That makes it a light, easy-to-roll-out benefit rather than another tool to train people on.

How does Ask Proxy compare with Kiwi and O by ohai?

Kiwi is a free proactive assistant on iMessage and WhatsApp that tracks your trips and bills, texts you first and books or orders once you say yes. O by ohai is a text-based household manager for calendars, to-dos, emails and family life. Ask Proxy sits next to both: it works over plain SMS, puts advice and planning ahead of doing, and charges a subscription in exchange for no ads and no data selling (Ask Proxy announcement).

See Ask Proxy vs Kiwi and Ask Proxy vs ohai for side-by-side facts, or browse the best personal AI agents of 2026.

Is Ask Proxy private, and what should you watch next?

Privacy is a big part of the promise. Ask Proxy says your information is never sold or shared, it does not track your location, no outside humans review your messages (Ask Proxy), and conversations are not used to train public AI models. It does not scan your phone, computer or social media (Ask Proxy announcement).

Things to watch next: whether Ask Proxy adds actions such as bookings on top of its advice, whether it expands beyond the US and Canada, and how its work plan is taken up by employers. We will keep the Ask Proxy profile updated. For more recent launches, read about Kiwi and Pebs, or explore the full agent directory.

Timeline: how did we get here?

Agent snapshot: what do we know so far?

Facts below come from the agent profiles in our directory, each linked to its source.

Ask Proxy at a glance

Full Ask Proxy profile

Kiwi at a glance

Full Kiwi profile

O (ohai) at a glance

Full O (ohai) profile

Related comparisons and guides

Agents in this story

Ask Proxy

personal agent

A personal AI assistant you text like a friend: it learns your stage of life, location and priorities, draws on curated expert guidance and live web search, answers with one clear next step and texts you first before birthdays, trips and busy seasons.

Kiwi

personal agent

A proactive AI assistant you text on iMessage or WhatsApp: it keeps track of your trips, plans, bills and the people in them, texts you first when something needs doing, and books, orders or replies on any app or website once you say yes.

O (ohai)

personal agent

Text-based AI 'O' for calendars, to-dos, emails and family life

Frequently asked questions

What is Ask Proxy?

Ask Proxy is a personal AI assistant by text from Peacock Parent, Inc. You text it like a friend and it replies with one clear, personalized next step, and it reaches out first before things you might forget.

How do I start using Ask Proxy?

Save (820) 732-2625 in your phone and text START. There is no app to download, and your first 30 texts are free.

How much does Ask Proxy cost?

USD 29 a month on the annual plan (USD 348 a year) or USD 39 a month month-to-month, with your first 30 texts free. Work plans start at USD 15 to 23 per employee per month.

Does Ask Proxy book things for me?

Its focus is planning and recommendations: one next step, often with a link. Unlike agents such as Kiwi, the company does not describe it as booking or buying on your behalf.

Where is Ask Proxy available?

In the United States and Canada, according to the 15 October 2026 announcement.

Sources

Updated