Ascendvent builds software for coaches and tutors, and brings senior product perspective to teams building the wrong thing. Different work. Same belief: the people doing the guiding deserve better infrastructure.
Know where every client is before you walk in. One-on-one coaching deserves better than session notes and gut feel.
Try Check InEvery problem is different. We start by understanding yours — not by applying a framework you've already tried.
Start a ConversationAI handles the operational layer. The guide stays focused on the relationship. Your clients never interact with the AI directly.
Learn more →Know where every client is before you walk in.
Check In gives you a complete picture of every client before the 1:1 begins. What they committed to. Whether they followed through. What patterns are emerging across your practice.
Ryan K. McDonald has led product at ESPN, Yahoo, Splunk, Abbott, and Bank of America across media, enterprise software, healthcare, and financial services.
The patterns that cause teams to build the wrong thing are consistent across industries. The fix isn't a framework — it's an honest look at what you're building and why. Every engagement starts there.
Start a ConversationPut the machine where the machine belongs. Leave everything that requires judgment, relationship, and trust entirely to the guide.
Capture client activity and commitments between sessions — automatically.
AI surfaces patterns and priorities in a brief before every session.
Guide acts with precision and context — not guesswork.
The system learns. Outcomes compound. The guide gets better over time.
The guide is the product. The software is infrastructure.
No — it's built for coaches doing 1:1 sessions. The whole design is around the single-client relationship: one coach, one client, one brief before you walk in. Group programs and cohorts are a different product problem; we're not trying to solve it here.
Three steps: add a client with their goals and action items (takes about two minutes). Check In drafts a personalized check-in in your voice — you review and approve before it sends. Then a pre-session brief lands in your inbox showing where each item landed: done, in progress, stuck, or skipped.
Free for up to 3 clients — no credit card required. Pro is $40/month for unlimited clients, which is less than one coaching hour. The free tier is a real working product, not a demo.
No. AOSI runs behind the scenes. AI drafts the check-in in your voice (you approve before it goes out) and surfaces patterns in your pre-session brief. Your clients interact with you. The AI never touches the relationship.
It depends on the problem. Every engagement starts with understanding what you're building, where it's breaking, and whether an outside perspective actually helps. No retainers, no packaged offerings — we figure out the right shape together.
Early access to Check In. Advisory inquiry. Just a question. The email gets to Ryan directly.
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