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Product News · October 9, 2026 · 9 min read

A day in the life with Fieldy Sidekick

What does an AI assistant with your real-world context actually do all day? Here's a normal Tuesday with Fieldy Sidekick, hour by hour.

By Arran Blackwell-Kenny

Fieldy Sidekick, AI that finally gets you: 06:45 morning brief, 08:30 task triage, 11:00 meeting brief

Most people think an AI assistant is something you open when you have a question. They’re doing it wrong.

With the technology that exists today, an AI assistant should be doing the work for you. That’s what we made possible with Sidekick.

What is Fieldy Sidekick?

Sidekick is your AI assistant, but with all the context of your real-world conversations, captured by Fieldy, so it knows what needs doing and when. Sidekick is available to speak to both in the Fieldy app, or in your messaging app (iMessage and Google Messages are supported). This means it’s available wherever feels most convenient for you: on your computer, on your smartwatch, even in the car (pro tip: Sidekick can respond to voice notes sent via iMessage in CarPlay).

Tell Sidekick what you want, and it will get it done. It books the meetings, writes the follow-ups, manages the projects, and runs the routines you ask it for. You can give it as much freedom as you want - there’s a setting to toggle whether Sidekick needs your approval before anything goes out.

The easiest way to show what Sidekick can do is to simply walk you through a normal day, so here’s mine…

06:45 - The morning brief

Before my bread has popped out of the toaster, Sidekick has sent me a brief for the day: what’s on my schedule, what the weather’s doing, and any emails that came in overnight that are urgent. Sidekick pulls in data from all of my different calendars across multiple Google Calendar accounts.

Set it up: “Every morning at 6:45 am, check all my connected and shared calendars to compile today’s events into a single flowing paragraph. Then add a two-sentence weather check for the day for [town]. Finish by scanning my emails for anything that came in since 8pm the night before, and tell me if there’s anything urgent or from real people.”

08:30 - Task triage

Next comes the to-do list, but with a twist: Sidekick not only tells me what’s due today, but it also highlights what it can do for me. I give it the green light on the things I want it to take care of, and then, while I’m dropping off my son at school, Sidekick gets to work.

Set it up: “Every weekday at 8:30, fetch my tasks from [your task app] that are due today, evaluate which tasks Sidekick can help with or handle vs manual tasks, then send a concise morning triage text with: what is due today, highlight any items Sidekick could handle or research, explaining briefly what can be done, then ask if I want Sidekick to take care of any of those”.

08:45 - Email follow-up check

Sidekick scans my emails and lets me know what I need to chase, and then goes the extra step by drafting them for me. You can toggle in the settings to let Sidekick send without needing your approval. By the time I get to my desk, Sidekick has taken care of the majority of the day’s admin tasks.

Set it up: “Every morning at 8:45 AM, scan my received and sent emails from the last 48 hours and text me any important messages waiting on a reply or anyone I should follow up with.”

09:00 - “What’s your goal for the workday?”

At nine, Sidekick asks what I want to get done today. I reply, and it remembers for later, so it can act as my accountability partner.

It sounds small, but saying it out loud (well, typing it) is most of the battle.

11:00 - The accountability check-in

Two hours later it comes back to check if I’m on track with the thing I said I’d do. This can sometimes be a nice nudge to get back to it if I’ve got distracted or if I’ve been waylaid by other tasks.

Set it up: “At 9AM every day, ask me what my work goal is for the day and then at 11 AM every day ask me if I’m still on track with that goal based on the response that I gave.”

All day - Email alerts that guard the inbox

I don’t usually open my inbox during the working day anymore. I might check it once in the morning and again in the evening, but otherwise I rely on Sidekick to let me know if anything urgent comes in. The best bit is that I can just quickly fire off a rough response to Sidekick and trust it to go and respond with a decent email.

Set it up: “Keep an eye on my inbox and only message me if an email is urgent or it’s from a real person waiting on a reply. Ignore newsletters, receipts and notifications.”

Before a meeting - The meeting brief

Sidekick recognises whenever I have a meeting in my calendar. Thirty minutes before, it goes through my emails to find any info it can about the meeting and the person/people I’m speaking to, and it hands me everything I need to know going in.

I used to do this myself by scrolling back through email threads five minutes before the call. Now I walk in knowing it.

Set it up: “Thirty minutes before any meeting in my calendar with someone outside my company, send me a brief from every email we’ve exchanged: who they are, what they want, and anything still unresolved.”

After the meeting - The tailored follow-up

Once a meeting is finished, Fieldy has the conversation transcript, so Sidekick can write the follow-up from what was actually said. For a discovery call that means a proposal or quote built around the things the client told me mattered to them. It drafts it, I read it, and nothing is sent until I approve it. Sidekick can even pull from a folder of template quotes or template emails I have saved in a Google Drive folder.

That pairing (brief before, follow-up after) is where the context from your real conversations earns its keep. No other assistant I’ve used knows what was said in the room - that’s what makes Sidekick such an incredible experience.

Set it up: “Whenever I have a client meeting, 5 minutes after, draft a follow-up email based on what we discussed, including a quote if we talked about one. Send it to me for approval first.”

14:00 - The self-analysis

Once a week, I ask Sidekick to review the past week of my emails and its own conversations with me, and suggest new things it could be doing. It’s a slightly strange thing to ask an assistant to write its own job description, but it’s how half of the routines on this list started.

Set it up: “Every Friday at 14:00, review my past week across calendars, emails, and chats with you and then propose one new automation with a brief rationale and setup details. Basically you’re suggesting something else that you can help me with by setting up an automation.”

16:00 - What’s for dinner?

Every week, I tell Sidekick what our meal plan for the week’s dinners will be, as well as the use-by dates of the important items. Every afternoon, Sidekick suggests what I should cook for dinner, based on whatever’s closest to its use-by date. It can also access a folder full of recipes in my Google Drive, so it can also help me with the cooking itself!

Set it up: “At 4:00 p.m. every day, can you suggest what I should cook for dinner based on the week’s menu, which I will give you, along with use-by dates?“

21:00 - The wind-down

Finally, Sidekick reaches out in the evening to prompt me to start winding down. It makes the case for putting the screens away now rather than later, and adds a random fact about what a good night’s sleep does for you (or what a bad one costs you). It needs no health integration at all, so it works for anyone.

(Confession: I don’t always listen, but nine times out of ten the sleep fact is enough to remind me of my priorities).

Set it up: “Every night at 9pm, remind me to start winding down for bed, and include one interesting fact about sleep.”

Any time - Just ask it

Sidekick is incredibly powerful as a proactive assistant, but not everything needs to be a routine. Sidekick is also just there for you when you need it.

For example, last weekend we ate somewhere and had a dish I wanted to recreate at home, so I asked Sidekick what was in it. It came back with the ingredients, and told me one of them would be something my usual supermarket is unlikely to carry.

Then it did the bit I didn’t ask for. It knows where I live, it knew I was at the gym that afternoon and picking my son up from school afterwards, so it found a shop that stocked the ingredient on the route between the two.

That’s the difference between an assistant that answers questions and one that knows your day.

What can Sidekick connect to?

Sidekick connects to your other apps through Fieldy’s ever-expanding list of built-in integrations:

  • Productivity and notes: Notion, Google Docs, Google Sheets, Google Drive, Dropbox, OneDrive, Confluence
  • Tasks and project management: Todoist, Apple Reminders, Google Tasks, Asana, Jira, Linear, Monday.com, Trello
  • Communication and meetings: Gmail, Outlook Calendar, Google Calendar, Slack, Microsoft Teams, Google Meet
  • Business and analytics: HubSpot, Salesforce, Stripe, Zendesk, Zoho, Mailchimp, PostHog, Mixpanel, Google Ads, Google Analytics, Google Maps

You can ask Sidekick for the current list at any time: just message it “can you list all of the pre-built integrations for me?”

What does Sidekick cost?

Sidekick comes in three tiers depending on how much you use it: Tier I at $50/mo, Tier II at $100/mo (nearly 3x the usage allowance), and Tier III at $200/mo (6x the usage allowance). Prices are discounted when paid annually.

Sidekick is available to Fieldy users globally now.

If you try any of these, let me know how you get on in our WhatsApp community; and if you come up with a routine I haven’t thought of, I’d love to steal it!