Head of Sales, Syndicates

We're a small team of ~30 that hires carefully. In this new AI world, one star can outcompete 10 average people. We'd rather stay lean, move fast, and spend our time building — not navigating big-company bureaucracy.

We're tight-knit enough to spend 10 days on a train together without killing each other. Four times over the years, we've all taken the Amtrak coast to coast, stopping in 12 cities. We're a team of doers and thinkers who are insatiably curious — not just about work, but about kickboxing, mountaineering, chess, and everything in between.

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What We're Looking For

• Own the pipeline end-to-end.

Source, qualify, and close syndicate leads — from first outreach to signed deal. No SDR team, no hand-offs. You run the whole show.

• Build the playbook.

We don't have a sales playbook for Syndicates yet. You'll create one. Figure out who our best customers are, what messaging resonates, and how to scale what works.

• Be the voice of the customer.

You'll be talking to angel investors and fund managers every day. Feed what you learn back to product and engineering so we build the right things. Your insights will shape the roadmap.

• Close with conviction.

You genuinely believe in what we're building. You're not reading a script — you understand how syndicates work, why Wefunder is different, and you can articulate that to sophisticated investors on the fly.

• Move fast and iterate.

Try channels, test pitches, kill what doesn't work. We'd rather you run 10 experiments and fail on 7 than spend a month perfecting a deck.

Requirements

• Investor fluency

You understand how venture capital, angel investing, and syndicates actually work. You can speak the language — carry, management fees, SPVs, pro-rata — without faking it.

• Closer, not a talker

You have a track record of actually closing deals, not just filling pipelines. You know how to create urgency without being pushy and how to handle objections from smart, skeptical people.

• Founder energy

You operate like a founder — resourceful, scrappy, and relentless. You don't wait for leads to come to you. You don't need a manager checking in. You just go.

• Relationship builder

The best syndicate leads come from trust, not cold outreach. You naturally build strong relationships in the investor community and people take your calls.

• Comfort with ambiguity

We're building this as we go. The product is evolving, the market is shifting, and regulation is changing. You thrive in that environment — not despite the uncertainty, but because of it.

Benefits

• Competitive base salary plus uncapped carry and equity
• Unlimited vacation days (mandatory 3 weeks off)
• Medical, dental, & vision insurance
• 401K
• Unlimited AI tokens & tool budget — Cursor, Claude, Codex, you name it
• Apple equipment — whatever you want
• Lots of free food and drinks
• Reimbursement for classes and conferences

Brownie Points

• You've run or invested through a syndicate yourself — you've felt the pain points firsthand.
• You have an existing network of angel investors, fund managers, or VC operators.
• You've sold a fintech or marketplace product in a regulated industry.
• You're a former founder or a future one — the problem we're working to solve feels personal to you.

A meeting lands on your calendar

If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.