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Good people doing good work supporting good people.

We’re a small team of real people (and one very good dog) who take the admin off your plate, so you have the capacity to rest, refocus, and do the work that matters to you.

Book a free discovery call
Apply to work together

1 week

from hello to assistant mode

48 hrs

every task acknowledged

5 + 1

humans and one very good dog

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“The Marie Kondo of the digital world.”
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Lee Anne Davis, Promoventures

Trusted by organizations and individuals who love us

Where does it hurt?

Tell us what’s piling up. We’ll take it from there.

Inbox

“847 unread and counting.”

Inbox Zero and organized folders. Email triage. Executive correspondence.

Calendar

“Double-booked. Again.”

Scheduling tools and time blocking. Meeting prep and follow-ups. Travel.

Files & photos

“Where is that file?”

Cloud storage and file organization. Duplicates removed. Albums created.

Clients & sales

“The follow-up I forgot.”

CRM setup and cleanup. Follow-up cadences. Proposals and pitch decks.

Content & marketing

“The newsletter I keep meaning to send.”

Newsletters, social calendars, website copy and updates.

Events & courses

“The webinar is tomorrow.”

Webinar setup and tech support. Registration and reminders. Course platforms.

Not sure where to start? A real person will talk it through with you on a free 30-minute call.

See everything we do

How it works

Real people, a clear plan, and support from day one.

1 week

from first call to assistant mode

1
Tell us where it hurts

Apply to work together or get in touch using our contact form.

2
Get aligned

A free 30-minute call to gather details and offer our initial triage and recommendations.

3
Project launch

A kick-off call to align on expectations and build our plan of action.

4
Stay connected

Weekly or biweekly Zoom check-ins and a dedicated Slack channel. Ask questions anytime.

Apply to work together

The delightfully human support you’ve been looking for.

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Alexander

Founder & CEO

Likes volleyball, Nintendo and Cecil.

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Alicia

Support lead & copywriter

Likes family, sourdough and sticky notes.

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Kaitlin

Admin support specialist

Likes the gym, family, friends and movies.

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Sam

Video & content specialist

Likes comedy, movies and restaurants.

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Terri

Admin support specialist

Likes family, dogs and Elvis.

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Cecil

Emotional support mascot

Likes sunny spots and two breakfasts.

Meet the team

A real peach to work with.

“

The Marie Kondo of the digital world.

I see every important email first, and I actually find joy in checking my emails now!!

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Lee Anne Davis

Promoventures

“

You leveled up both my processes and my mindset around business.

How you organized my Google Drive helped me level up my mindset around my whole business.

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Tara Robertson

Tara Robertson Consulting

“

Language and solutions that are custom-fit.

Alexander basically solved 95% of the tech issues I’ve been having for six years. In one session!

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Jeff Jacobson

The Kind Point

Read more stories
Tara Robertson, DEI Strategy Consultant

“You leveled up both my processes and my mindset around business.”

Pain in the Assistant set up scalable workflows for my coaching business and much more! I didn’t anticipate that how you organized my Google Drive cloud storage would help me level up my mindset around my whole business.

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The design work you did on my key business documents leveled up how my services are perceived. One potential client said “ooooh, pretty!” and then enrolled for a six-month engagement.

Tara Robertson, DEI Strategy Consultant, Tara Robertson Consulting

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Tiffany Slater, CEO and Senior HR Consultant

“I finally have more time and freedom to better support my customers.”

I was feeling overwhelmed, uneasy, and behind. I needed someone who could help me get organized and Pain in the Assistant overdelivered. They helped organize my operations, manage my calendar, schedule my meetings… if you need competence, organization, and professionalism, stop your search! I can offer no higher recommendation than Alexander.

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Alexander always has had my best interest at heart. I trust him emphatically with my business and with ME! His energy is electrifying, Alexander is so much fun and is the epitome of joy and excellence.

Tiffany Slater, CEO and Senior HR Consultant, HR TailorMade

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Jeff Jacobson, Leadership Facilitator and Author, The Kind Point

“Language and solutions that are custom-fit for their blessed recipient.”

Before working with Pain in the Assistant, anything and everything tech-related was a slow, crucial car accident that happened every day without end. Alexander basically solved 95% of the tech issues I’ve been having for at least the past six years. In one session! He’s smart, affable, and efficient.

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Pain in the Assistant has REBUILT MY WORLD, and now does ALL THE TECH THINGS for my business with a wizardry I am FINALLY starting to understand.

Jeff Jacobson, Leadership Facilitator and Author, The Kind Point

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Lee Anne Davis, CEO and Brand Concierge, Promoventures

“The Marie Kondo of the digital world.”

Before choosing Pain in the Assistant, I was feeling anxious, being bombarded by a lot of junk emails. Now, my email box is much more manageable. I see every important email first, I am able to get through ALL my emails in a short period of time, and I actually find joy in checking my emails now!!

Alexander is friendly, masterful, and efficient in saving me time and eliminating the nasty spam mail that clogs up my inbox. Pain in the Assistant works digital magic!!

Lee Anne Davis, CEO and Brand Concierge, Promoventures

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“I finally have more time and freedom to better support my customers.”

I was feeling overwhelmed, uneasy, and behind. I needed someone who could help me get organized and Pain in the Assistant overdelivered.

Tiffany Slater, CEO and Senior HR Consultant, HR TailorMade

Let’s get started.

Apply to work together or say hi. A real person will be in touch within two business days.

Apply to work together
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