Ben Sheppard
Inside StartupsReal-world lessons on startup strategy, enterprise deals, negotiation, and founder coaching — from someone who’s lived it.
| Platform |  | Pricing | Only free issues | Publishes | Weekly |
|---|---|---|---|---|---|
| Issues | 31 | Founded | a year ago | Last Issue | 14 days ago |
| Active | |||||
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sheppardb.substack.comLatest Issues
Designing for the Demand You Can Already See
A few months ago I launched another company. It’s called Inside Startups, and it’s a coaching and fractional leadership practice built with a small group of operators I’ve known and trusted for years.
I didn’t need to do this. That’s worth...
Do you want to eat early or late?
Do you want to eat early or late? On the surface, it is a straightforward question. In reality, it rarely is. In business, very little sits neatly under one lamp with all the light shining clearly in one place. Nothing is ever entirely blac...
Sustainable Growth Starts With You
What’s Inside
This month explores the unsexy side of building. Three pieces on capital, oceans, and burnout might not sound like natural companions, but they share something important: they’re all about the decisions that don’t feel urg...
Building Smarter Startups
This month’s newsletter brings together a mix of ideas, practical learning, and a couple of projects worth paying attention to.
First, there are two short educational pieces that explore how founders and operators can think more clearly ab...
Zoom Out: We’ve Seen This Before
If you spend enough time watching technology cycles, you start to recognize the rhythm. A new capability emerges, it accelerates at breakneck speed, and it captures the collective imagination. Then, almost immediately, come the confident, a...
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| Subscribers | Engagement | 66 | Monthly Web Visits | ||
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Authors
The writers behind this newsletter.
Ben Sheppard is a Startup coach. 4x founder, 1 exit. Co-founder at Silta Finance. I help founders scale with clarity—closing enterprise deals, raising capital, and navigating the messy middle with focus, precision, and real-world experience.
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