A few years ago, I was running a coaching business on the side while working full-time as a support engineering manager.

I loved the coaching. The rest? Not so much.

After each session, I’d spend 2+ hours on work nobody paid me for. Writing session notes. Sending follow-up emails. Tracking payments. Updating spreadsheets. Manually scheduling the next call.

I was using Calendly for bookinh, Stripe & Paystack for payments, and 5 other tools that don’t talk to each other.

One night, I finished a session at 8 pm. It was a great conversation, with a real breakthrough moment.

Then I looked at my to-do list. Notes. Follow-up email. Payment tracking. Calendar update. I didn't finish until 10:30pm.

I remember sitting there thinking, “I just spent more time on admin than I did coaching. This is not sustainable”.

I was spending more time managing chaos than actually coaching. The frustration was constant.

And I kept thinking:, "Why doesn't a tool exist that just handles all of this?"

So I built it.

Pineway isn’t another scheduling tool. It’s not another CRM.

It’s the operating system coaches actually need: booking, payments, client context, delivery, and follow-up all connected in one place.

I built it because I needed it. Now I’m sharing it with coaches like you who are tired of patching things together.

Why Pineway matters now?

If you're a coach, you know this pattern.

You're good at what you do. Your clients get results. You have demand.

But right now, you’re probably using six or seven different tools just to run your business. And after every single session, you're spending 45 to 60 minutes copying data between platforms.

Writing notes in Notion. Drafting follow-up emails. Updating your payment tracker. Scheduling the next session in Calendly. Sending resources via email or Dropbox.

At 5 clients, this is manageable. At 10 clients, it's overwhelming. At 15 clients, something breaks.

Follow-ups slip. Payments get missed. You forget what you discussed with someone three weeks ago. You start looking unprofessional even though you're incredible at your actual work.

Manual systems don’t scale. And right now, most coaches are running their business on manual systems.

That’s what Pineway solves.

Most platforms are built for selling courses. Pineway is built for coaching.

For the work that happens after someone books. The session notes. The follow-up emails. The payment tracking. The next session scheduling.

The stuff that takes you two hours but doesn't earn you a dollar.

We didn't build another scheduler. We’re building the infrastructure that handles everything from booking to follow-up so you can actually finish when the session ends.

Everything your coaching business needs, in one place

Pineway is the all-in-one platform for coaches.

Not another booking tool. Not another CRM. But the complete infrastructure you need to run your coaching business without the chaos.

No more jumping between Calendly, Stripe, Zoom, Notion, and five other tools that don't talk to each other. No more spending two hours after every session copying data manually.

• Package your expertise into offers people can actually buy Turn your sessions, packages, and digital resources into clear offer pages, so clients instantly understand what you do, what they get, and how to get started.
• Let clients book and pay in one step They choose a session, pay through Stripe, and confirm instantly. No back-and-forth emails. No separate payment links.
• Manage everything in one place Every client's sessions, payments, notes, and client history stay organized in one dashboard. No digging through spreadsheets or remembering what you discussed three weeks ago.
• Handle post-call work in minutes, not hours After session, review notes, maybe make an edit, and hit send. The rest, from payment confirmation to client record updates, to next session offers happens automatically,

Book sessions. Collect payments. Manage clients. Automate follow-ups. One platform. Clearer for your clients. Lighter for you.

Why now?

Most coaches hit a wall around 10 to 15 clients.

Not because they're not good at what they do. But because their infrastructure can't handle the growth.

The manual systems that worked for 5 people completely break at 15.

Pineway is built for coaches who are ready to scale without breaking.

We're starting with Sessions: the feature that handles everything from booking to post-call automation.

More is coming. But Sessions launches March 30.

You're not failing because you're not working hard enough. You're capped because your infrastructure can't support growth.

Pineway fixes that.

See you on March 30.

—Debbie

CEO & Co-founder, Pineway