#AskAnyways Quest - Gamify Business

You know that email you've been drafting and deleting for three weeks? The pitch you rehearsed in the shower but never sent? The opportunity you talked yourself out of before you even tried?

Send it. Submit it. Say it out loud. Then come back here and show us the receipt.

The #AskAnyways Quest is a 100-day community challenge for anyone who's ever let fear of rejection keep them from asking for what they want. Every ask you make — every pitch, application, cold email, bold request — earns you loot. Real, physical, handmade loot from the workshop of a guy who's spent 20 years building things for people who dream big.

This isn't about getting a "yes." It's about proving that "no" won't kill you.

How It Works

Make the Ask

Apply for the thing. Pitch the idea. Send the message. It has to be personalized and specific — no mass blasts, no automated applications. It has to take guts.

Show the Receipt

Come back here and submit your proof. A screenshot, a confirmation email, a photo — anything that shows you actually did it. Redact whatever you need to.

III

Collect Your Loot

Your submissions are tracked automatically. Hit a milestone, earn a reward. No random drawings, no algorithms. You earn it, you get it.

The Loot Table

Common

1 Ask

Your First Step

A digital #AskAnyways badge and a printable Quest Log to track your journey. Everyone starts somewhere.

Uncommon

5 Asks

Building Momentum

An #AskAnyways sticker pack shows up in your mailbox. Put it on your laptop, your water bottle, your bathroom mirror — wherever you need the reminder.

Rare

15 Asks

Now You're Dangerous

A custom iron-on transfer — put it on anything — plus a handmade item from the Barkeep's workshop. Twenty years of building one-of-a-kind things, and now one of them has your name on it.

Epic

30 Asks

The Mystery Drop

A blind box from the workshop. You won't know what's inside until you open it. Every box is different. What you get is between you and the Barkeep.

Legendary

50 Asks

Made for You

A custom piece from the Barkeep's workshop, personalized and one-of-a-kind. Fifty asks earned you something nobody else will ever have.

Mythic

100 Asks

The Summit

A significant handmade prize, plus a one-hour video call with the Barkeep himself — a private bar chat to talk about your journey, your business, your creative work, whatever you need. Everyone who reaches Mythic gets the call. No exceptions.

Every tier is earned. Not drawn. Not random. Yours. Loot is cumulative — if you reach Mythic, you've earned everything from Common through Mythic.

About the Barkeep

I'm Paul Pape, and I'm doing this alongside you.

For 20 years, I built one-of-a-kind collectibles and props out of my workshop in Omaha — pieces that shipped to collectors and companies worldwide, earning me the nickname "Santa for Nerds." Then I started Gamify Business, where I help creatives decode confusing business practices by translating them into gaming language and storytelling.

Right now, I'm running my own version of this quest: 1,000 asks in 100 days across my businesses. Speaking gigs, book pitches, collaborations, partnerships — if it scares me, I'm sending it. I'll be sharing my own rejections, wins, and lessons in the weekly campfire emails.

I'm not asking you to do anything I'm not already doing. The only difference is I'm doing it at 10x volume.

Afraid you aren't quite right for that promotion? #AskAnyways.

Think that person is out of your league? #AskAnyways.

Want that TEDx talk but just know they won't pick you? #AskAnyways.

Submit Your Ask

One ask, one submission. Show us the receipt and earn your loot.

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Ask Logged!

Your submission has been recorded. You're one step closer to your next loot drop. Check your email for confirmation.

Submit Another Ask

The #AskAnyways Quest