
Doin' The Thing w/ Dillan Taylor
Doin' The Thing is a show for creators who want to build their content business better and faster. It's hosted by Dillan Taylor—certified life coach, writer, and CEO of Grindstone. He interviews top creators to share their biggest mistakes and lessons and tells stories from Grindstone, a coaching company for video creators.
Doin' The Thing w/ Dillan Taylor
He Made $0 for 16 Months, Then Hit $107k/Month (w/ Jack Bly) | 051
Dillan interviews Jack Bly.
Jack is a former online fitness coach who scaled his coaching business from zero to $100k/month. Now he runs Acquisition Pilot—a program that helps other coaches scale through client acquisition systems, pricing strategies, and no-BS sales tactics.
They discuss: what keeps most coaches broke, how to start making real money online, why lead gen is the most important thing under $50k/month, how to build an offer people actually want, the five steps to landing high-ticket clients, the right way to give your coaching away for free, and much more.
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Jack's links...
Website: https://www.acquisitionpilot.co/opt-in1747914755357
Twitter / X: https://x.com/TheJackBly
YouTube: https://www.youtube.com/@thejackbly
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Follow Dillan on the interwebs...
Twitter / X: https://x.com/dillanroytaylor
Newsletter: https://grindstone.coach/newsletter
Apply for Grindstone Coaching: https://www.grindstone.coach/
Music by myboy.scoochy: https://www.instagram.com/myboy.scoochy/
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0:00 Intro
0:46 Why Jack made $0 for 16 months
5:05 The 2 big shifts that made money
8:11 Jack’s 5-step client acquisition framework
11:22 Cold outreach without being sleazy
18:32 Pricing when you’re just starting out
23:45 Building a high-ticket offer that sells
30:00 How to NEVER get clients
33:40 Finding a niche and a real problem to solve
37:27 Why Jack pivoted to helping coaches
41:09 Content vs. active lead gen
46:01 How to identify your biggest business bottleneck
50:08 How to build a killer course
54:02 The pain of leadership and hiring
59:24 What Jack has sacrificed (and won’t)
1:02:08 Jack's #1 advice
1:04:46 Bye bye bye