Fun fact: I get more questions on email marketing than anything else. How often should I send emails? What should my “welcome sequence” look like? How often should
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Entrepreneur Struggles from $100k to $3M
Last week, I spoke to three entrepreneurs with different-sized businesses:$250,000$750,000$1500,000After each conversation, I was struck by one thing:I knew exactly what problems they were going to have …
Growth strategy update – Optimising for Intimacy (Vol 2)
Yesterday, I went for a long lunch with my friend, author and top podcaster Rob Dix.We talked content strategy, personal brands, and alignment.Rob and I are going through similar
The Engagement-Based Business Model
From: Olly Richards14th July 2023Hobbitshire: Stranded in a corn field I think the Internet makes people lazy. Doing business is too easy. You can make content for free,
35 Business Lessons From My Mentors
One of the reasons I enjoy flying planes, is that it’s damn humbling to be a beginner again. With flying, there’s a lot of information to learn. And
3 Steps To Making Better Strategic Decisions
Do you know what this blog is? It’s therapy to myself. Much of the time, when I choose to write about a given topic, it’s because it’s been
A Decision Framework For Choosing New Media Properties
From: Olly Richards26th May 2023Hobbitshire: Just discovered a famous founder lives near me!For an online education business, content is the lifeblood.The formula is simple:Teach what you know with
The Smart Way to Scale from 1-to-1 to Group Coaching (Without Imploding)
From: Olly Richards12th May 2023Hobbitshire (Isn’t it supposed to be Spring already?)When you’re scaling a business...The order in which you do things matters.A lot.A few weeks back, I
How to Maximise Your Entrepreneurial Value & Income
Some time in 2020, I felt a shift brewing inside me. Perhaps it was pandemic-induced cabin fever. Maybe it was an early mid-life crisis. There I was, plugging
Building an Audience That Buys: The One Thing You’re Probably Doing Wrong
From: Olly Richards21st April 2023Hobbitshire (feeling the jet lag) Late last year, I was in Marrakesh (Morocco) with a group of entrepreneur friends. The villa was gorgeous… The