The Life-First Solopreneur

Ever feel like traditional productivity advice just…doesn’t work for your brain?

In this episode of The Aspiring Solopreneur, Carly Ries and Joe Rando sit down with ADHD coach and former academic Skye Waterson for a refreshing, practical conversation about overwhelm, focus, and building a business that actually works with your brain, not against it.

Skye shares her wild origin story (including being recruited by the New Zealand government to train their intelligence services), why so many entrepreneurs experience ADHD traits, and how solopreneurs can prioritize, delegate, systematize, and scale without burning out. You’ll learn a simple prioritization filter that instantly reduces overwhelm, how to build a “map of your business,” smarter ways to delegate using AI, and one surprisingly powerful mindset shift that can help you start tasks more consistently.

If you’ve ever struggled with focus, felt scattered, resisted rigid systems, or wondered why your motivation seems inconsistent, this episode will feel like someone finally put words (and tools) to your experience.

EPISODE FAQs

How can solopreneurs with ADHD stay focused and reduce overwhelm?
Solopreneurs with ADHD (or ADHD-like traits) benefit from externalizing their thoughts instead of trying to hold everything mentally. In this episode, Skye Waterson teaches a prioritization method that starts by writing down every task (work and personal), then filtering for true urgency and importance. This approach reduces cognitive overload, supports executive functioning, and helps overwhelmed solopreneurs focus on what actually matters instead of reacting to everything.

What productivity systems work best for solopreneurs who hate rigid structure?
Instead of complex planners or overly strict systems, Skye recommends starting with a “map of your business," a simple visual of how clients find you, how you sell, how you deliver, and how you retain or grow relationships. This gives solopreneurs clarity and control without requiring perfection. The goal isn’t rigid structure; it’s building flexible systems that support your energy, creativity, and attention.

How can solopreneurs use AI to delegate and scale without hiring a team?
Skye explains that many tasks can now be delegated to AI instead of people, such as turning a voice explanation into an SOP, organizing processes, drafting documentation, or clarifying workflows. For solopreneurs who feel overwhelmed by delegation or who aren’t ready to hire, using AI as a “thinking partner” can dramatically reduce workload, improve consistency, and support sustainable growth.

🌟 Featured Resource: LifeStarr Intro for Solopreneurs

Are you building a business on your own and feeling like you’re going it alone? That stops today. LifeStarr Intro is a free, forever membership built especially for solopreneurs who want real support, real resources, and real community.

When you join LifeStarr Intro, you unlock:

• A vibrant community of like-minded solopreneurs for feedback, encouragement, and connection
• The LifeStarr productivity app (coming soon), built to support your workflow using GTD principles (that’s Tasks, Projects, Inbox that works)
• Live problem-solving meetups, expert sessions and strategies...and you don’t pay a thing

Total value: $65/month. Your cost? Zero.

👉 Ready to stop struggling solo and build a business that works for you?

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If you’re a solopreneur wondering “Am I charging enough?” or feeling awkward about raising your prices, this episode is for you.

In this episode, Carly Ries and Joe Rando tackle one of the most common questions solopreneurs ask: How should I price my services or products? They unpack why pricing isn’t about greed, it’s about fairness, value, and respecting the years of expertise you bring to the table.

You’ll hear why charging based only on time keeps you stuck, how underpricing attracts the wrong clients and leads to burnout, and why shifting toward value-based pricing can protect your energy while increasing your income. They also explore how niching down makes your work more valuable, why higher prices often signal greater credibility, and how your pricing can evolve as your business grows.

If you struggle with imposter syndrome around pricing, worry you’re “too expensive,” or feel unsure how to confidently quote your work, this episode will help you rethink pricing with clarity and confidence.

Episode FAQs

How should a solopreneur price their services?

Solopreneurs should price based on value delivered, not just time spent. Your pricing should reflect the problem you solve, the outcomes you create, and the years of expertise behind your work, not simply an hourly rate. Value-based pricing attracts better clients and supports sustainable income.

Why do solopreneurs struggle with charging higher prices?

Many solopreneurs undercharge because of imposter syndrome, fear of seeming greedy, or wanting to be “nice.” But underpricing often leads to burnout, difficult clients, and income ceilings. Confident pricing helps attract clients who respect your work and your time.

Is niching down really necessary to raise your prices?

Yes. Niching down makes your expertise clearer and more valuable. When you specialize in a specific audience or problem, clients perceive you as the go-to expert, which makes it much easier to justify higher pricing and attract better-fit opportunities.

🌟 Featured Resource: LifeStarr Intro for Solopreneurs

Are you building a business on your own and feeling like you’re going it alone? That stops today. LifeStarr Intro is a free, forever membership built especially for solopreneurs who want real support, real resources, and real community.

When you join LifeStarr Intro, you unlock:

• A vibrant community of like-minded solopreneurs for feedback, encouragement, and connection
• The LifeStarr productivity app (coming soon), built to support your workflow using GTD principles (that’s Tasks, Projects, Inbox that works)
• Live problem-solving meetups, expert sessions and strategies...and you don’t pay a thing

Total value: $65/month. Your cost? Zero.

👉 Ready to stop struggling solo and build a business that works for you?

Join LifeStarr Intro for Free

If you’re a solopreneur struggling with burnout, undercharging, or wondering how to build real income without sacrificing your energy, this episode is for you.

Carly Ries and Joe Rando sit down with seven-figure solopreneur and writer Amy Suto to talk about what actually drives sustainable success as a one-person business owner. Amy shares why energy management matters more than time management, how she transitioned from Hollywood screenwriting to building multiple income streams, and what finally allowed her to charge premium rates with confidence.

You’ll learn how to validate a side hustle before quitting your job, how positioning and portfolio matter more than credentials, why Substack is emerging as a powerful revenue stream for creators, and how to structure your content so clients can find you through Google and AI tools like ChatGPT. This conversation is packed with practical insights on pricing, identity shifts, inbound marketing, SEO, audience-building, and long-term business thinking for solopreneurs who want income and autonomy.

Episode FAQs

How can solopreneurs avoid burnout when they’re responsible for everything?

Burnout often comes from mismanaging energy, not just time. Amy recommends doing regular energy audits to identify which clients, projects, and tasks energize you versus drain you. Solopreneurs who build their workload around high-energy activities tend to stay consistent longer, make better decisions, and grow more sustainably.

How can a solopreneur use Substack to build both community and income?

Substack is a platform for free and paid newsletters that allows solopreneurs to grow an audience and monetize their ideas without upfront costs. Amy shared that Substack works well because:

• You can start for free and only pay a percentage once you earn
• It supports organic discovery through Substack Notes
• It allows creators to test ideas, build trust, and validate what people will pay for
• It can become a long-term asset, not just another content channel

Her key advice: be clear on who you serve, what pain point you solve, and what content belongs free versus behind the paywall.

Why do so many solopreneurs undercharge, and how can they fix it?

Amy emphasized that undercharging usually stems from an identity issue, not a strategy issue. Solopreneurs often struggle to see their work as valuable because they’ve been conditioned to believe legitimacy only comes from corporations or credentials. Her advice:

• Adopt the identity of a professional before you “feel ready”
• Price for the value you deliver, not just time spent
• Increase rates gradually as experience grows
• Recognize that your energy, expertise, and problem-solving are premium assets

🌟 Featured Resource: LifeStarr Intro for Solopreneurs

Are you building a business on your own and feeling like you’re going it alone? That stops today. LifeStarr Intro is a free, forever membership built especially for solopreneurs who want real support, real resources, and real community.

When you join LifeStarr Intro, you unlock:

• A vibrant community of like-minded solopreneurs for feedback, encouragement, and connection
• The LifeStarr productivity app (coming soon), built to support your workflow using GTD principles (that’s Tasks, Projects, Inbox that works)
• Live problem-solving meetups, expert sessions and strategies...and you don’t pay a thing

Total value: $65/month. Your cost? Zero.

👉 Ready to stop struggling solo and build a business that works for you?

Join LifeStarr Intro for Free

Most solopreneurs make the mistake of trying to serve everyone and end up standing out to no one. In this short and punchy episode of The Aspiring Solopreneur, Carly and Joe dive into one of the most overlooked steps in building a successful solo business: positioning. They break down why niching down isn’t limiting, but rather the key to charging more, marketing smarter, and actually getting noticed. If you’ve ever said, “My product is for anybody,” this episode will make you rethink everything.

What if building a business that supports your life actually isn’t about hustle…but about resilience, systems, and intention?

In this episode of The Aspiring Solopreneur, Carly and Joe sit down with Mike Lynch, creator, RV-lifer, automation strategist, and founder of Flywheel Factory, for a refreshingly honest conversation about what solopreneurship really looks like behind the scenes.

Mike shares the truth most people won’t say out loud: it’s harder than you think, it takes longer than you expect, and the path rarely looks the way you planned. But it’s also where creativity, freedom, and momentum can finally meet.

You’ll hear how Mike and his family design RV travel around work (not the other way around), how he uses AI and automation to protect his creative energy instead of replacing it, and why building a “flywheel mindset” matters more than just staying busy.

This is a grounded, practical, and motivating episode for solopreneurs who want to build smarter systems, reclaim their time, and design a business that truly supports their life.

Episode FAQs

How can solopreneurs use AI and automation without losing their personal voice?

Solopreneurs can use tools like Custom GPTs, content workflows, and automation platforms (like Make or Zapier) to streamline their work while still sounding like themselves. The key is starting with your own ideas and experiences first, then using AI to refine, organize, and scale your content, not replace your thinking. 

What’s the best way for overwhelmed solopreneurs to get started with automation?

The best place to start is identifying one repetitive, frustrating task in your business and breaking it into smaller steps. From there, tools like Custom GPTs or simple automations can help eliminate bottlenecks. 

How can solopreneurs design a business that supports their lifestyle instead of causing burnout?

It starts with defining non-negotiables (family time, flexibility, travel, health) and then building systems around those priorities. 

🌟 Featured Resource: LifeStarr Intro for Solopreneurs

Are you building a business on your own and feeling like you’re going it alone? That stops today. LifeStarr Intro is a free, forever membership built especially for solopreneurs who want real support, real resources, and real community.

When you join LifeStarr Intro, you unlock:

• A vibrant community of like-minded solopreneurs for feedback, encouragement, and connection
• The LifeStarr productivity app (coming soon), built to support your workflow using GTD principles (that’s Tasks, Projects, Inbox that works)
• Live problem-solving meetups, expert sessions and strategies...and you don’t pay a thing

Total value: $65/month. Your cost? Zero.

👉 Ready to stop struggling solo and build a business that works for you?

Join LifeStarr Intro for Free

Before you dive headfirst into your solopreneur journey, there are two things you absolutely need to nail down: your competition and your customers.

In this episode of The Aspiring Solopreneur, Joe and Carly continue the series on the Solopreneur Success Cycle and break down why “everyone” is not your audience, how to spot opportunities your competitors are overlooking, and why creating personas (yes, even giving them names and backstories) can completely change how you connect with your market. 

Whether you’re refining your niche or just starting to sketch out your customer base, this episode will give you practical insights to avoid spinning your wheels and start building a business that truly resonates.

🌟 Featured Resource: LifeStarr Intro for Solopreneurs

Are you building a business on your own and feeling like you’re going it alone? That stops today. LifeStarr Intro is a free, forever membership built especially for solopreneurs who want real support, real resources, and real community.

When you join LifeStarr Intro, you unlock:

• A vibrant community of like-minded solopreneurs for feedback, encouragement, and connection
• The LifeStarr productivity app (coming soon), built to support your workflow using GTD principles (that’s Tasks, Projects, Inbox that works)
• Live problem-solving meetups, expert sessions and strategies...and you don’t pay a thing

Total value: $65/month. Your cost? Zero.

👉 Ready to stop struggling solo and build a business that works for you?

Join LifeStarr Intro for Free

PR isn’t just for big brands with big budgets, and this episode proves it. In this conversation, PR experts Lydia Bagarozza & Bridget Sicsko,
of Visibility on Purpose, break down exactly how solopreneurs can get featured in podcasts, publications, and major media without paying thousands or hiring an agency. 

They walk through a simple, repeatable PR framework that focuses on positioning, pitching, and consistency, plus why most solopreneurs are closer to press than they think.

You’ll also hear why authenticity beats polish, how PR compounds over time (even when social media doesn’t), and how earned media helps you show up in Google results, AI search tools, and real buying decisions. If you’ve ever thought “PR isn’t for me,” this episode will change your mind.

EPISODE FAQs

Is PR actually worth it for solopreneurs without big budgets?

Yes. PR is one of the most cost-effective long-term strategies for solopreneurs because it relies on earned media, not paid ads. You don’t need a publicist or a massive following, just clear positioning, a strong pitch, and consistent outreach. One good feature can keep working for your business for years. 

What do solopreneurs need before pitching themselves to media or podcasts?

Before pitching, solopreneurs should have their digital foundations in place: a professional website, clear messaging, up-to-date social profiles, and strong positioning that explains what makes them different. Media isn’t looking for perfection. They’re looking for clarity and relevance. 

Does PR help with SEO, AI search, or discoverability?

Yes. Earned media creates high-quality backlinks, credibility signals, and keyword relevance that help your business show up in Google and AI tools like ChatGPT. PR tells search engines (and AI) that you’re a trusted source, not just another website publishing content. 

🌟 Featured Resource: LifeStarr Intro for Solopreneurs

Are you building a business on your own and feeling like you’re going it alone? That stops today. LifeStarr Intro is a free, forever membership built especially for solopreneurs who want real support, real resources, and real community.

When you join LifeStarr Intro, you unlock:

• A vibrant community of like-minded solopreneurs for feedback, encouragement, and connection
• The LifeStarr productivity app (coming soon), built to support your workflow using GTD principles (that’s Tasks, Projects, Inbox that works)
• Live problem-solving meetups, expert sessions and strategies...and you don’t pay a thing

Total value: $65/month. Your cost? Zero.

👉 Ready to stop struggling solo and build a business that works for you?

Join LifeStarr Intro for Free

Everyone is busy planning what they’re bringing into 2026. New goals. New strategies. New habits.

But what if the real progress comes from deciding what doesn’t make the cut?

In this episode, we flip the usual New Year conversation on its head and talk about the things solopreneurs should seriously consider leaving behind. From creating content just because it’s “trending,” to chasing passive income fairy tales, to saying yes to clients and projects that quietly drain your energy, we break down what’s no longer serving your business (or your life).

This is a practical, honest conversation about focusing on what actually works for your audience, your strengths, and your version of success. If you want to head into 2026 with more clarity, less noise, and a business that feels sustainable instead of exhausting, this episode is your permission slip to let some things go.

Episode FAQs

What should solopreneurs stop doing in 2026 to grow faster and feel less overwhelmed?

Solopreneurs should stop doing activities that don’t directly support their audience, revenue, or energy. This includes creating content without a clear strategy, chasing “passive income” shortcuts, comparing their progress to others, managing every task themselves, and saying yes to clients or projects that don’t align with their core business. Letting go of these habits creates space for focus, clarity, and sustainable growth.

Is passive income actually realistic for solopreneurs, or is it mostly hype?

Passive income is possible for solopreneurs, but it is rarely instant or effortless. Sustainable passive income usually comes from productizing services, creating courses, books, or digital products after significant upfront work. Solopreneurs should avoid “get rich quick” promises and instead focus on building offers that reduce one-on-one time while still delivering real value and support to customers.

How do solopreneurs know what to say no to without hurting their income?

Solopreneurs should say no to projects that fall outside their core expertise, disrupt their workflow, or pull them away from their ideal clients even if the opportunity seems appealing in the moment. Long-term income stability comes from focus, consistency, and repeatable offers, not from taking on one-off or misaligned work that creates stress and inefficiency.

🌟 Featured Resource: LifeStarr Intro for Solopreneurs

Are you building a business on your own and feeling like you’re going it alone? That stops today. LifeStarr Intro is a free, forever membership built especially for solopreneurs who want real support, real resources, and real community.

When you join LifeStarr Intro, you unlock:

• A vibrant community of like-minded solopreneurs for feedback, encouragement, and connection
• The LifeStarr productivity app (coming soon), built to support your workflow using GTD principles (that’s Tasks, Projects, Inbox that works)
• Live problem-solving meetups, expert sessions and strategies...and you don’t pay a thing

Total value: $65/month. Your cost? Zero.

👉 Ready to stop struggling solo and build a business that works for you?

Join LifeStarr Intro for Free

If the word sales makes you tense up, this episode is about to change everything.

In this conversation, sales expert Adam Cerra breaks down why most solopreneurs struggle with selling, and it’s not because they’re bad at it. It’s because they’ve been taught the wrong mindset. Instead of “closing,” Adam introduces inverse closing, a way to turn sales calls into guided conversations where prospects sell themselves without pressure, manipulation, or feeling salesy.

You’ll learn how to stop pricing your time and start pricing your wisdom, how to run discovery calls that feel collaborative (not awkward), and how to follow up without chasing or feeling desperate. Whether you’re booking your first calls or already selling high-ticket services, this episode gives you practical, confidence-boosting shifts you can apply immediately.

Episode FAQs

What is inverse closing, and why does it work for solopreneurs?

Inverse closing is a sales approach where the solopreneur acts as an assessor rather than a closer. Instead of pitching, you guide the prospect to articulate their own needs and reasons for buying. This works especially well for solopreneurs because it removes pressure, builds trust, and aligns sales with service, making conversations feel natural and collaborative.

How can solopreneurs stop feeling “salesy” on discovery calls?

Solopreneurs stop sounding salesy when they shift from trying to convince someone to helping them self-evaluate. By asking thoughtful, emotionally driven questions and listening deeply, the call becomes a guided conversation instead of a pitch. This approach positions the solopreneur as a trusted authority, not a persuader.

What’s the best follow-up strategy if a prospect doesn’t buy on the first call?

Most prospects don’t buy on the first call, and that’s normal. A strong follow-up strategy treats the second call as a continuation—not a chase. By maintaining leadership, referencing prior conversations, and removing urgency pressure, solopreneurs can increase conversions without sounding needy or desperate.

🌟 Featured Resource: LifeStarr Intro for Solopreneurs

Are you building a business on your own and feeling like you’re going it alone? That stops today. LifeStarr Intro is a free, forever membership built especially for solopreneurs who want real support, real resources, and real community.

When you join LifeStarr Intro, you unlock:

• A vibrant community of like-minded solopreneurs for feedback, encouragement, and connection
• The LifeStarr productivity app (coming soon), built to support your workflow using GTD principles (that’s Tasks, Projects, Inbox that works)
• Live problem-solving meetups, expert sessions and strategies...and you don’t pay a thing

Total value: $65/month. Your cost? Zero.

👉 Ready to stop struggling solo and build a business that works for you?

Join LifeStarr Intro for Free

Ever wonder which tools and services you actually need as a solopreneur, and which ones are just shiny distractions?

In this episode of The Aspiring Solopreneur, Carly and Joe revisit one of the most debated sections of their book, Solopreneur Business For Dummies: setting up your company’s tools and services.

From creating rock-solid SOPs to knowing when to outsource, to avoiding the dreaded “tool overload,” they break down how to make smarter choices that actually save you time. Plus, they share how AI can help today (and where it still falls short). If you’ve ever felt stuck between doing it all yourself, hiring help, or buying yet another app, you won’t want to miss this conversation.

Episode FAQs

Should I outsource tasks as a solopreneur or keep doing everything myself?
You don’t need employees to be a solopreneur, but you also don’t have to do everything alone. Outsourcing to contractors or companies for specific tasks can save time and prevent burnout. The key is to outsource before you’re desperate. This way, you have time to properly train someone and set up processes that work.

How do I know which tools are worth paying for?
Start by identifying the specific problem you want to solve, then choose tools that are simple, affordable, and easy to integrate with your current setup. Avoid chasing “shiny objects” that solve problems you don’t even have yet. Use free trials strategically and actually test them on a real task during the trial period, and start with monthly payments until you’re confident it’s a good fit.

What should come first: documenting processes or finding tools and services?
Always start with documenting your processes in the form of standard operating procedures (SOPs). If you try to outsource or automate a broken process, you’ll only make the problems bigger. SOPs give you a clear, repeatable checklist that works whether you do it yourself, hand it off to someone else, or use a tool to automate it.

🌟 Featured Resource: LifeStarr Intro for Solopreneurs

Are you building a business on your own and feeling like you’re going it alone? That stops today. LifeStarr Intro is a free, forever membership built especially for solopreneurs who want real support, real resources, and real community.

When you join LifeStarr Intro, you unlock:

• A vibrant community of like-minded solopreneurs for feedback, encouragement, and connection
• The LifeStarr productivity app (coming soon), built to support your workflow using GTD principles (that’s Tasks, Projects, Inbox that works)
• Live problem-solving meetups, expert sessions and strategies...and you don’t pay a thing

Total value: $65/month. Your cost? Zero.

👉 Ready to stop struggling solo and build a business that works for you?

Join LifeStarr Intro for Free