Solopreneur AI Coaching for solo founders without a team.
90-minute hands-on sessions with Roving Leads at $300/session where we build AI tools, prompts, and agents together – live, on-screen, building something real every single session. For solo operators in the South Bay who don’t have a team to delegate to.
What is solopreneur AI coaching?
Solopreneur AI coaching is a 90-minute hands-on working session where a solo business owner sits with an AI practitioner and builds something live – a prompt, an agent, a workflow, a system – that goes live in their business the same day. At Roving Leads, sessions are $300/session for 90 minutes, with no contract.
This is not advisory coaching. You don’t leave with a plan and delegate it to a team – because you don’t have a team. Instead, we build it together, on-screen, in real time. By the end of 90 minutes, something new is live in your business that wasn’t there before.
Most Roving Leads solopreneur clients run 4-8 sessions. After that, you have the tools, the muscle memory, and the library to keep going on your own. Some come back quarterly when they need a new build.
Is solopreneur coaching the right fit?
This service is built for solo operators who do everything themselves. If you have a team to delegate to, the 1-on-1 Advisory Coaching page is a better fit.
- You’re a solo founder, freelancer, or independent professional – no employees, no VA, just you.
- You’ve tried ChatGPT or Claude but you’re stuck at “novelty” – it hasn’t changed how your business actually runs.
- You know AI could save you hours per week, but you don’t have time to figure out how.
- You want someone to sit next to you and build the thing – not hand you a PDF of recommendations.
- You learn by doing, not by reading. You want hands on a keyboard, not a slide deck.
- You’re in the South Bay (Redondo Beach, Manhattan Beach, Hermosa Beach, Torrance, El Segundo, Hawthorne, Gardena, Carson) – or willing to work over Zoom.
Solopreneur vs. 1-on-1 coaching.
Same coach, two formats. The honest difference is whether you have a team to delegate to.
Solopreneur Coaching
For solo founders without a team.
- Hands-on – we build prompts and agents together
- You build something real in every session
- 90-minute sessions, weekly
- Most work happens on-screen, in real time
$300per session
1-on-1 Advisory Coaching
For owners and managers with a team.
- Strategic advisory – you bring decisions, I bring playbook
- You or your team execute between sessions
- 60-minute sessions, weekly or biweekly
- Most work happens off-screen, in your business
$150per hour
See 1-on-1 details ->What 90 minutes actually looks like.
This isn’t advisory. It’s build time. Here’s a typical 90-minute solopreneur session in week 3.
A typical solopreneur session, week 3 of an engagement
Did it hold up? What broke? What did you wish it also did? We tweak it live if it’s quick.
What’s the one thing that would save you the most time this week? We scope it, agree on what “done” looks like, and open the tools.
We build it together. I drive the AI tools, you drive the business logic. Prompts, agents, automations, templates – whatever we scoped. You watch, ask questions, and learn the pattern.
We run it on real data from your business. If it works, it’s live. If it doesn’t, we fix it now – not next week.
I write up what we built, how to use it, and where the prompts live. You pick next week’s build target.
After every session you receive a written recap – what we built, where it lives, how to modify it, and what to build next. Your library grows every week.
Things we’ve actually built in sessions.
Every Roving Leads session builds one thing. Here are six real builds from past solopreneur clients – each done live, in 90 minutes or less.
Built a listing-description generator trained on her voice, neighborhood slang, and MLS formatting rules. She’d been spending 45 min per listing; now it’s 5.
Built a proposal-draft agent that takes her discovery call notes and outputs a scoped SOW in her format, with her pricing logic baked in. Cut proposal time from 3 hours to 20 minutes.
Built a client-intake summarizer that reads her questionnaire responses and drafts the “family situation” section of her trust documents. Saved 30 min per new client.
Built an inspiration-to-spec translator: she pastes a Pinterest mood board link and gets back a sourcing list with trade vendors, dimensions, and lead times in her project format.
Built a meeting-prep agent that pulls recent market moves relevant to a specific client’s portfolio and generates talking points in plain English. Used for Monday prep every week since.
Built a session-notes-to-action-items pipeline: she talks into Otter, the transcript gets cleaned, and three commitments get emailed to the client within 10 minutes of hanging up.
Sessions, packs, and what’s included.
Single session
Try one session, build one thing, and decide if you want more. No commitment.
- 90-minute hands-on build session
- One working deliverable
- Written recap + documentation
- Prompt/agent files delivered to you
- Email Q&A between sessions (reasonable use)
4-session pack
The default first-month rhythm. Weekly for 4 weeks – your business runs differently after.
- Four 90-minute build sessions
- Four working deliverables
- Full documentation library
- Direct email/Slack access between sessions
- Priority scheduling
- Fully refundable for unused sessions
Sessions may involve paid tools (ChatGPT, Claude, Make, Zapier, etc.). You pay vendors directly – we never mark up software, never collect referral fees, and you keep your accounts and everything we build even if you stop coaching. No markup. Ever.
South Bay-based. In-person builds hit different.
Roving Leads solopreneur coaching is best in person – screen-sharing is fine over Zoom, but sitting side-by-side and building together in real time is faster and stickier. For South Bay clients, your first session is free in person so you can see the format before committing.
Solopreneur AI Coaching, frequently asked.
How much does solopreneur AI coaching cost?
Solopreneur AI coaching from Roving Leads is $300 per 90-minute session. A 4-session monthly package is $999 (saving $201 vs. paying weekly). No contract, fully refundable for unused sessions.
How is this different from the 1-on-1 advisory coaching?
1-on-1 advisory coaching is strategy: you leave with a plan and your team executes it. Solopreneur coaching is hands-on: you don’t have a team, so we build the thing together in the session. You leave with a working tool, not a recommendation.
What do I actually walk away with after a session?
A working thing: a custom prompt, an automation, an agent, a template – something that’s live in your business and saving you time that same day. Plus written documentation of what we built, where it lives, and how to modify it yourself later.
Do I need to be technical?
No. If you can use Google Docs and email, you’re technical enough. I drive the AI tools. You drive the business logic – what your clients need, what your voice sounds like, what your workflow is. That’s the split.
How many sessions do most people need?
Most solopreneur clients run 4-8 sessions. After that, you have a library of tools and enough pattern recognition to build your own. Some come back quarterly when they need something new built – that’s fine too.
Can we meet in person?
Yes for South Bay clients – we’ll work at your office, my home office in Redondo Beach, or a coffee shop with decent Wi-Fi. Outside the South Bay, we work over Zoom with screen share. Both formats work; in-person is slightly faster for build sessions.
What if I don’t know what to build?
That’s what the free 20-minute intro chat is for. You tell me what eats your time, what annoys you, what you wish you could delegate but can’t. I’ll tell you what’s buildable and we’ll pick the highest-leverage first session together.
Let’s chat
Stop being the bottleneck in your own business.
Tell Roving Leads what’s eating your time. We’ll build the AI tool that takes it off your plate. By next week.