Business Auntie's Edge of the Map Expedition · June 16 - 24, 2027
Nine days of adventure in Northern Pakistan,and real work on what's holding your business back.
Save Your SpotThere's a question about your business that you keep coming back to.
It could be which of your ideas deserves your time, how to attract more of the right clients, or how to stop every decision from landing on your desk.
You've been meaning to sort it out. I know, because the work never stops and someone always needs you.
Sitting at the same desk isn't going to fix this. You need mountains that stop you mid-sentence, rivers that look impossible, and people who stay with you all day, not just in sessions, until you actually answer the question.
I'm taking eight of you to the edge of the map.
Registration closes May 5, 2027.
Pakistan
Where we're going
This is where the Himalaya and Karakoram ranges crash into each other. The lakes and rivers are a blue so ridiculous they look like Gatorade poured by aliens, and you'll find centuries-old forts, a cold desert, and more goats ready to stare you down than you knew existed.
You'll meet business owners who solve problems with what's actually available. I've watched a vendor chill drinks in a glacial stream because he didn't need a fridge. You'll come home looking at your own systems and limiting beliefs differently.
Most people will never stand here, and it's not because they can't. They just keep finding reasons not to, and you don't have to be one of them.
Outcomes
What you walk away with
We start with an onboarding call to lock in your one central business question. Then every day in the mountains, you work on it with me, Matt, Muhammad, and seven other people building something of their own: in sessions, over dinner, and in the 4x4.
Can't choose between ideas? We'll pressure-test them until one wins. Need more of the right clients? We'll pin down who they are, where to find them, and what keeps them coming back. Is everything running through you? We'll figure out what to hand off and build the systems to make it stick.
You leave with a 90-day action plan you can start the week you get home. Then we keep going with one group Zoom call a month for three months after the trip, and a 12-month WhatsApp group with all three coaches.
June 16 - 24, 2027
Nine days in the north
Daily coaching runs through all of it, with real downtime at our hotels and resorts.
- June 16
- Islamabad. We'll meet you at the airport or arrange your hotel shuttle. Then it's welcome dinner, introductions, and shopping for your own shalwar kameez, the traditional long tunic and loose trousers worn across Pakistan. It's included.
- June 17
- Skardu. We take one of the most beautiful flights in the world. On a clear day, you can see Nanga Parbat, the ninth-highest mountain on Earth, right from your seat, and it's worth staying awake for. Then we go boating on Lake Kachura and visit Shangri La Resort.
- June 18 - 23
- Skardu. Target shooting, the Manthal Buddha rock carving, and a zipline over the lake.
- Katpana Desert. Horse riding or a camel cart across the cold desert, a bonfire under the stars, and an evening integration session.
- Deosai and Shigar. Deosai National Park and Sheosar Lake, then rafting the Shigar River.
- Shigar and Skardu. Shigar Fort, archery, and the working sessions that turn the week into your 90-day plan.
- Every day. Two to four hours of coaching, reflection exercises, and real downtime at our hotels and resorts.
- June 24
- Closing day. Breakfast, our closing session, your finished 90-day plan, and the flight back to Islamabad.
- After June 24
- Weather buffer. Mountain weather has opinions, and Skardu flights get delayed. Leave up to two extra days before your international flight home. We'll walk you through exactly what to book on your onboarding call.
Coaches
Your coaches
Billie Olds · Your host, strategist, and Business Auntie
I'm your host, your guide, and your Business Auntie for the whole trip. I see opportunities other people miss, and they're usually hiding inside the problem you're most tired of. So I start by asking why it's a problem at all.
I'm good at recognizing patterns, and I build from the ground up, starting with how your business actually runs, not how a template says it should. Whether you're just starting or you're in deeper than you planned, I'll help you find the way forward and start building.
Matt Samp · Marketing and positioning
Matt makes people understand what you sell. He'll help you connect what you're good at with what someone will pay for, figure out who needs it most, and say it in words a real person would use. He's been to Pakistan with me both times, and he's looking forward to returning as much as I am.
Muhammad Umar Draz · Systems, AI, and automation
Muhammad leads our AI and automation team. He'll show you where better systems and the right tools can take repetitive work off your plate, so your business runs from wherever you are. He also lives in Pakistan, so you get a coach who knows the country from the inside.
All three of us run location-independent businesses. We built them so we could go on adventures like this one, and now we're bringing you along.
Fit
This is for you if
- You own a business or you're serious about starting one and ready to do the work.
- You have a real decision or problem you're ready to answer, not just think about.
- You're up for rafting, uneven ground, and short walks at altitude.
- You like the idea of a small group where everyone knows your business by day three.
This is not for you if
- You want to set your own schedule and wander off on your own. You'll have downtime and time to yourself, but we travel as a group.
- You're looking for nightlife, shopping sprees, or a packaged tour.
- Your body can't handle altitude or active days. Check with your doctor before applying.
- You want us to tell you your idea is perfect. We won't, but we'll tell you the truth and help you fix it.
Included
What's included
- Application review, onboarding call, workbook, and help with your visa application
- Two to four hours of coaching and sessions each day depending on travel, plus your 90-day plan
- One group Zoom call a month for three months after the trip, and a 12-month WhatsApp group with all three coaches
- Your first night in Islamabad and all expedition lodging, based on double occupancy, sharing with one other participant of the same gender
- Welcome dinner, all meals on every full day, and breakfast on the last day
- Islamabad airport meet or hotel shuttle, Skardu transfers, and all ground transport in the region
- Every scheduled activity, entrance fees, permits, safety gear, and local guides
- Gratuities during the expedition
- Bottled water during group transport, a group first aid kit, and your shalwar kameez (traditional tunic and trousers)
Pricing
Your investment
$3,997*
per person, based on double occupancy. Or hold your place with a 50% deposit and pay the balance by May 16
Ways to save
- Pay in full at purchase5% off
- Two or more spots reserved at the same time10% off
- Want your own room?+$850
*Paid in full at time of purchase. Open to adults 18 and older.
Registration closes May 5, 2027.
FAQ
Questions people ask
Is it safe?
I've been to Pakistan twice, both times with Matt. The first was two weeks for Muhammad's wedding. The second was nearly a month: we flew from Islamabad to Skardu, drove all over the north up to the Khunjerab Pass on the Chinese border, and then drove all the way back to Islamabad. Muhammad lives in Pakistan, so you'll have a coach who knows the country from the inside.
On this trip, we work with an experienced northern Pakistan travel company and professional local mountain guides. Everywhere we go in the north, you ride in a 4x4 with a driver who knows high-altitude roads, and we travel as a group through every scheduled activity. Check your own government's travel advice too, and if you want a straight answer for your situation, book a call with me.
Do I need to own a business already?
No. You can come with an existing business or a serious intention to start one. We'll set a question that fits where you are.
Do I need to speak Urdu?
No. Everything runs in English.
When does registration close?
May 5, 2027.
How do flights work?
You book all your own flights. We'll tell you exactly which flights to take between Islamabad and Skardu so we travel together. Run your international itinerary by us before you buy, and we'll meet you at the Islamabad airport or arrange your hotel shuttle.
What do I pay for on my own?
All flights, including the flights between Islamabad and Skardu. Visa fees and travel insurance covering Pakistan, which is required. Personal gear, medications, SIM or data, extra snacks and drinks, and shopping. Medical treatment and emergency evacuation. Extra nights or costs from early arrival, late departure, or weather delays.
Can you help with the visa?
Yes. We'll help with the application. We'll need your passport ID page and your digital visa document. Visa fees aren't included.
Where do I stay?
Your first night in Islamabad and every night of the expedition are covered, in hotels and resorts. All rooms are based on double occupancy, so you'll share with one other participant of the same gender, or you can add $850 for your own room. Extra nights for early arrival or the weather buffer aren't included.
Are meals included?
Yes. You get a welcome dinner in Islamabad, breakfast, lunch, and dinner on every full day, and breakfast on the last day. Extra snacks and drinks aren't included.
How does payment work?
Pay in full and save 5%, or hold your place with a 50% deposit. The balance is due May 16, 2027, four weeks before departure.
Can I bring my kids?
No. The trip is intense and built around real business work, so it's limited to adults 18 and older.
What if the weather changes plans?
Activities, lodging, and travel can shift with mountain conditions, so leave up to two extra days after June 24. Extra costs from delays aren't included in the price, and this is exactly what travel insurance is for.
What about my health?
Talk with your doctor before applying, especially about altitude. If you have questions about a specific activity or your mobility, book a call with me first.
Is this tax deductible?
That depends on your business and where you file, so check with your accountant. We don't give tax advice.
What's the cancellation policy?
Payments are non-refundable because we start booking guides, lodging, and activities as soon as you sign up. If you've paid in full and can't make it, half of what you paid becomes a credit toward another BOSS Cooperative trip, event, or residency taking place within 12 months of your purchase date. Deposits aren't credited.
If we cancel for safety, government restrictions, or circumstances beyond our control, you get full credit toward a future BOSS Cooperative trip, event, or residency. If we reschedule, your payment moves to the new dates. Travel insurance covering Pakistan is required.
Join Us in June
See you at the edge of the map.
Your business will still need you when you get home. The difference is you'll know which parts deserve your attention, and you'll have a plan and a crew to keep you on it.
Come stand somewhere most people will never see, and answer the question you've been dodging.
Auntie Billie
June 16 - 24, 2027
Registration closes May 5.
