Chief Executive Officer

The opportunity

Debriefing is competitive and market intelligence delivered as a recurring
brief. It tracks the companies you care about across pricing, product, hiring, funding, content and
market moves, then opens with what changed and what to do about it. Five minutes to read,
conclusions first.

We are looking for a CEO to own the commercial side and run the go-to-market.

The wedge

This is a displacement play against a specific incumbent.

Meltwater is a media and PR intelligence business with roughly 27,000 customers and about $500M in
revenue, sold entirely through a sales team, PE-owned since 2023. Their smaller customers pay from
around $6,000 a year, with a median closer to $25,000. They absorb 3 to 7 percent annual price
increases and sit inside auto-renewals that require written cancellation 60 days before the term
ends.

Debriefing starts at $149 a month with no contract.

The target is a company of 20 to 249 people that demonstrably uses Meltwater today, evidenced by a
review, a job posting or a case study. Any industry qualifies: PR agencies, nonprofits, consumer
brands, B2B companies. The wedge is the contract rather than the vertical.

The buyer is whoever signed that contract and feels the invoice. At a smaller company that is the
founder, CEO or managing director. At 50 to 249 people it is the Head of Communications, PR or
Marketing.

Why this works

We are disrupting a $2.6B to $3.2B market held almost entirely by sales-led incumbents at
enterprise prices. They charge enterprise ACVs, $15K to $50K+ a year, with Meltwater's mid-market
contracts sitting around $25K. Debriefing is AI-native, product-led and transparently priced at $2K
to $4K.

Close to a 10x price disruption, and it is structural rather than a discount. The product is built
so the analysis does not need a human analyst behind it, which is why the price can hold.

The buying population is also unusually findable. There is a confirmed, unhappy, currently-paying
group whose one and two-star reviews name their company and their complaint, and whose job postings
name the tool. We know who they are, what they dislike, and what they pay.

The team

Jose Armando Castillo Quiala built Debriefing. He works across full-stack development, AI agents,
web crawling and data infrastructure, and the competitive-signal pipeline behind the product is
his. He stays on as technical founder.

Brian Flynn co-founded Founder Ventures and works closely with this company. He has built 26
companies and taken 10 through to exit, including Macromedia to Adobe, and has run more than 70 M&A
deals. The displacement strategy is his.

What you will own

• Revenue. First customers, first repeatable channel, first real pricing. This is the whole job

for the first six months and it should be.

• The displacement motion. Turning a population of unhappy Meltwater customers into a

repeatable acquisition play. The sourcing logic exists. Converting it is yours.

• Sales. Early on, personally. Demos, calls, follow-up, close. Later, the system that does it

without you.

• ICP discipline. The target is deliberately narrow and holding that line matters more than

chasing adjacent deals.

• The roadmap, jointly with Jose. You bring what customers are telling you, he builds it.

Who you are

• You have carried a revenue number at a B2B software company and hit it. Ideally more than once.
• You can sell personally. For the first months you are the sales team.
• You have worked at early stage. Nothing here is a machine you tune; it is a machine you build.
• You know product-led growth. The whole disruption depends on self-serve working where the

incumbent needs a sales team, so PLG is the strategy rather than a channel.

• You have an engineering or mathematical background, or you think like someone who does. The

product is a data pipeline and the pricing argument is quantitative.

• You have run a displacement or competitive-takeout motion, or you can show us you understand how

one works. Selling against an entrenched incumbent with a renewal date is a specific skill.

• You are comfortable selling to communications, PR and marketing leaders, and to owner-operators

who sign their own contracts.

• You have opinions about pricing and can defend them.
• You work well with a technical co-founder. You respect what he built and you do not need to own

the code to feel like an owner.

What you get

• Equity as a co-founder and CEO. Ground floor.
• A working product with a real data advantage. Every brief appends structured data to a

longitudinal database, so the intelligence compounds and switching away gets harder every cycle.

• A named target market with confirmed pain and a known price to beat.
• Rome Rogers, who built the studio from an idea in February 2026 to 13 founders across 7 companies

in five months, with no recruiters and no job posts, and runs the shared growth and outbound infrastructure you would use.

• Brian Flynn in the room. 26 companies, ten exits including Macromedia to Adobe, more than 70 M&A

deals, and a network most early-stage companies never get near.

• Founder Ventures behind you: shared infrastructure, other founders' channels, and a weekly

cadence with people solving the same problems.

Compensation: an equity-led package. We say that up front because it is the first thing worth
knowing. This is a founder seat and it is priced like one.

About Founder Ventures

Founder Ventures is a venture studio building bootstrapped B2B SaaS companies. We validate demand
before anyone writes code, pair founders who complement each other, and share infrastructure across
the portfolio so each company moves faster than it could alone. It was founded by Rome Rogers and
Brian Flynn.