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Solopreneur 101

Free weekly tips, tricks, templates & tools to grow your solo business. From a longtime Fortune 500 consultant. No paywalls here 💛

Newsletter · By Ashley Dennison · Official site

Indexed issues, last 90 days
10
Latest publication
Sep 30, 2026
Audience
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Earliest in this view
Jul 13, 2026

Latest issues

  1. Issue · Sep 30, 2026

    Today’s Money Move (opens the original)

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    I’m a visual person and I love a Post-it note. I have a few of them hanging around my desk and office to remind me about the things I want to keep top of mind. One note has a place of honor, literally stuck to my laptop: <img alt="" class="sizing-normal" heigh

  2. Issue · Sep 23, 2026

    The Squeaky Wheel (opens the original)

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    I’ve been thinking a lot about the squeaky wheel. You know who I mean - that person you went to school with who always had her hand up. She was usually seated in the front row. The first to answer the teacher’s question. The first to ask a question of her own. The first to share an idea. Unafraid to present in front of the class. Often the natural leader in group projects. As she entered the business world, she brought her enthusiasm and initiative into team meetings. She always seemed to be the

  3. Issue · Sep 18, 2026

    100+ Resources For You (opens the original)

    Excerpt · Positive tone

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    I’ve added a number of new subscribers recently (thank you!) so this week I’m sharing a full archive of everything I’ve already produced at Solopreneur 101 over the last year and a half. I’ve got it organized by category so you can quickly jump to what’s most impactful for YOUR business in this moment. You’ll find actionable ideas for prospecting, closing sales, business administration, marketing, solo well-being, and more. I’ll periodically share updated versions of this archive as we forge ahe

  4. Issue · Sep 2, 2026

    How I Won All My Clients (opens the original)

    Excerpt · Positive tone

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    I’ve been a free agent since late 2015 and over the years I’ve found clients and projects in a LOT of different ways. Here are the ones I remember: 🧠 Turned my last full-time employer into my first freelance client before I quit (prepared a proposal for them to make my case).🙏 Reached out to previous bosses and peers at past workplaces and a couple gave me projects.👋 Went on an introduction tour in my city asking everyone I could find in comms/PR to get together (in person) for a quick meet and

  5. Issue · Aug 26, 2026

    How to Win Over The C-Suite (opens the original)

    Excerpt · Neutral tone

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    Today I joined three other business owners on a panel called “From Consultant to Confidant: Winning The C-Suite’s Trust.” Given the number of you who are interested in securing CEO / C-level clients, I thought it would be worthwhile to post the panel replay here and recap a few of the key takeaways. When you upgrade to paid support, it shows me that you value what I share ♥<form class

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