A small selection of recent engagements, with metrics. Names of companies are anonymized below the Series-A line; the founders themselves are happy to be referenced over an intro email after our first conversation.
A six-week sprint with the CEO of a Series A fintech that had outgrown its early-stage flat-rate offering. The founder had three pricing memos from three advisors and a board memo deadline in eight weeks. We spent the first two weeks talking to fifteen of their largest customers, the next two re-segmenting their book by usage, and the last two designing the new pricing structure and the migration plan.
Restructured pricing from a flat $799/month into a three-tier model with a usage-based ceiling. Designed a six-week migration window for existing customers with a price-lock for legacy plans. Built the spreadsheet model the board wanted, the customer-letter the head of CS needed, and the sales playbook for the new motion.
ARPU lifted 38% in Q2 post-launch. Customer churn in the transition period was 3%, well below the 7% the board had modelled. The Series B closed at $31M nine weeks after the final memo, at a multiple the company couldn't have justified on the previous pricing.
A fractional engagement with a digital-health founder who was running a hard-to-defend two-market product — selling both into self-insured employers and into specialty clinics. Both motions were under-resourced, neither was scaling, and the founder was preparing for a Series A on a confused story.
Spent the first month interviewing twenty-two stakeholders across both markets, then collapsed the strategy to a single ICP — specialty clinics — over the second month. Rebuilt the GTM motion from inbound-only to a paired inbound-and-outbound model, shipped new positioning across the website and sales deck, and ran the Series A pitch process from month four through month seven.
Pipeline tripled in two quarters. SQL-to-close rate doubled. The company closed a $14M Series A in month seven, and we wound down the fractional engagement at month nine after the company hired a head of strategy in-house.
A sprint engagement with a Series B founder after an unplanned VP-of-Engineering departure. The team was sixty-three engineers across four product areas, the road-map for the half was committed to the board, and the founder had three weeks before he had to surface a plan.
Designed a 90-day interim plan in the first two weeks — three lieutenants splitting the function, a clear escalation path to the founder, and a written communication plan for the team. Ran a search for the permanent replacement in parallel, with sourced candidates from week three. Made the hire at week eight, two weeks after the formal sprint ended.
The VP role refilled in 61 days, end-to-end. Zero engineering attrition during the transition period. Q3 plan attainment came in at 122% of plan, the highest the company had hit since Series A.
A single 90-minute strategy session for a seed-stage founder weighing whether to part ways with her co-founder. She'd been wrestling with the question for four months. We worked through the actual decision in real time on the call — not the emotional layer, the strategic and structural layer underneath it.
Mapped the operating reality of the partnership against the operating reality she needed for the next eighteen months. Walked through three concrete restructuring options — full exit, role redefinition, deferred-decision split — and modelled the cap-table and equity implications of each. The written one-pager went out 36 hours after the call.
The founder made the decision within a week. The co-founder departed cleanly with a renegotiated equity package. The company rebooted, raised an $8M Series A fourteen months later on a single-founder cap table, and the relationship between the two of them is — by both their accounts — better than it was as co-founders.
The memo arrived on a Wednesday. By Friday I'd shown it to my board. By Monday we'd reorganized around it. Best $18,000 I've spent on the company.
I'd worked with two big-name advisors before Alex. He's the first one who actually read what I sent him before the call. The depth of the work was the differentiator.
He's fast, he's honest, and he's the one person I've worked with who reliably tells me when I'm being a fool. Worth it for that alone.
The strategy session was supposed to be one ninety-minute call. Two years later he's still the first person I call before any board meeting. Worth ten of him.
Most advisors give you more answers. Alex gives you fewer questions. I'm shocked at how much that turned out to be the difference.
We'd been agonizing about the pricing question for nine months before Alex. The sprint resolved it in six weeks. Closed a Series B on the new structure.
The fastest way to figure out whether one of the three formats is a fit is to send me a short brief — two paragraphs, maybe three. I'll write back within 48 hours with a recommendation, and we'll get on a thirty-minute call from there.
I read every inquiry myself. I respond from a real email, never a CRM. The form on the right writes to my inbox.
— Or skip the brief and book a call directly →