Director of AI-Enabled Product Lines

The Opportunity

We're growing the InMotion family of brands from $50M+ to $100M+ over the next five years, with AI central to that plan. We believe AI gives mid-market companies the leverage to compete with much larger competitors. We want to be part of solving for that and we've already built early momentum in this direction. We're looking for someone to own what we've started and scale it further.

Success in this role depends on understanding where customer segments fall on the adoption curve, from early adopters to the early and late majority, and using that insight to time product decisions correctly. Part of the job is judging when a product is ready for a given segment, and when it isn't yet.

Our AI-enabled process moves considerably faster than traditional product development, and this role needs to operate at that pace. At any given time, you'll be managing multiple groups of products moving through the pipeline in parallel: a first group ready for market testing, a second group close behind it in development, and a third group in ideation. As results come in, the expectation is to keep that pipeline moving — strong signals from group one mean advancing it to go-to-market, group two moves into refinement, and a new group three starts ideation to keep the cycle continuous.

You'll be taking over active, in-motion product lines currently run by our CEO. You're joining work that's already underway, with people already engaged in it, and your job is to bring additional judgment, market fluency, and operating discipline to scale it further. Beyond what's already in motion, you'll also be responsible for developing the broader product suite and shaping what comes next, not just carrying forward what already exists. 

This role has direct access to all leaders, including the Board. Your expertise, drive, and successes should raise our collective respect and understanding of how great products are created and kept fresh.

You'll report to the CRO. Onboarding into the product lines will be handled directly by our CEO, who is currently doing this product work.

We use this framing deliberately, drawing on Ben Horowitz's description of what a good product manager is:

• You drive vision and own the outcomes of your product line.
• You know your market, product, and competition front to back, thus you operate from real knowledge rather than guesswork.
• You create and own the release calendar, and bring urgency to the leadership team to help you meet it on time.
• You stay close to the sale, especially in the beginning. You test the pitch yourself, hearing objections firsthand and often closing early customers directly.
• You're accountable for the right product at the right time.
• You anticipate resource constraints before they become blockers, and you're skilled at either securing what you need or reworking your plan so the product still ships without it.

Products are delivered through two brands, each targeted at a different segment. InMotion Hosting serves our core $3M–$10M ARR customer base, with an established track record in web hosting and infrastructure. InMotion Cloud is our newer offering, aimed at larger use cases and companies further up the ARR range, roughly $10M–$20M, providing fixed-cost, flat-fee virtual private cloud infrastructure that lets customers scale resources without unpredictable billing. You'll choose whichever brand fits a given product and customer segment best.

• Own release cadence and go-to-market timing for your product lines, from minor releases through new launches.
• Maintain a current, living product strategy.
• Drive your own market sensing, competitive analysis, and customer research, using AI tools to prototype and validate ideas.
• Stay involved in the decisions that matter: architecture and engineering tradeoffs, customer discovery, and sales.
• Sell the product yourself in the early going. This proves out your own knowledge of the product, drives the initial launch, and surfaces the direct feedback needed to tweak and refine the product to raise conversion rates.
• Track customer adoption and value realization after the sale, not just the sale itself.
• Coordinate with marketing and sales so go-to-market readiness is built into the release timeline.

• An early adopter of AI methods and tools yourself — actively using them in your own research, prototyping, and decision-making, with genuine curiosity about emerging approaches like AI-driven software factories, even though this is new territory for everyone.
• A product leader with a rich professional track record, including clear, demonstrated successes leading up to today.
• Comfortable working in both AI-native and more traditional development environments, with the judgment to know which approach fits a given customer.
• Experienced owning product strategy and go-to-market for a product line at a growth-stage company, ideally with direct sales involvement.
• A track record of shipping on time and owning your outcomes.
• Comfortable with real autonomy and the accountability that comes with it.

• Starting base salary: $180,000-$220,000 based on previous successes
• Performance bonus of up to 40% of base ($72,000-$88,000), tied to corporate revenue results and to successful, timely product launches and their reception in the market as measured by new MRR.