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Associate Director, Placements

Vouch Insurance

Vouch Insurance

Chicago, IL, USA
Posted on Sep 27, 2025

About Vouch:

Vouch is the insurance broker that powers ambition.


We’re a tech-enabled insurance advisory and brokerage purpose-built for growing companies in technology, life sciences, and professional services. Our clients are ambitious leaders building complex businesses, and we help them manage risk with tailored advice, smart coverage, and responsive service.

Backed by over $225M from world-class investors, Vouch combines deep industry expertise with AI-powered tools to deliver a better insurance experience. Our digital workflows reduce friction, speed up decisions, and give our clients the confidence to move faster.

Why should you join our team and Vouch?

Not only is this an exciting and growing team where you can drive a real impact on our operational scalability, but Vouch is also the preferred insurance provider to customers of Y Combinator, Brex, Carta, and WeWork. We’re a quickly growing startup that believes in transparency and acknowledgment with our team members and cultivating a values-driven company. Our values are “Put People First,” “Listen, Challenge, and Grow,” “Face challenges head-on and win as a team,” and “Serve clients with integrity and excellence.”

What does a work environment look like at Vouch?

Vouch has employees located across the U.S., with offices in San Francisco, Chicago, and New York City. This role can be based anywhere in the U.S. as long as you can work our Vouch core collaboration hours (8:30 am-2:30 pm Pacific Time) when most internal meetings are held.

Why this role matters:

As an Associate Director on our Placements team, you’ll sit at the heart of trust and execution: where clients rely on us to secure the coverage that protects their future, and carriers look to us to bring them the most innovative, high-potential companies in the market.

You will:

  • Own complex placements — structuring and negotiating programs for Vouch’s most high-profile clients.
  • Shape market strategy — building deep carrier relationships and influencing underwriting appetite across critical lines.
  • Elevate our edge — driving adoption of brokerage tech and AI to set a new industry standard for speed and precision.

This is a senior seat with direct impact: you’ll make placements that change client trajectories, scale relationships that expand our market leverage, and mentor teammates as we grow.

What you’ll do:

  • Lead placement strategy for high-value, multi-line accounts (Mgmt Liability, Cyber/Tech E&O, Professional, GL/Umbrella).
  • Negotiate directly with carriers and wholesale partners to unlock optimal coverage, structure, and pricing.
  • Serve as a trusted advisor to client managers and producers, guiding deal structuring and market positioning.
  • Build and expand senior-level carrier partnerships, anticipating appetite shifts and introducing creative solutions.
  • Translate emerging market and competitive trends into actionable strategies.
  • Contribute to process, compliance, and tech innovations that scale our brokerage edge.
  • Mentor and coach colleagues, helping grow the next generation of placement leaders at Vouch.

About you:

  • 8+ years of commercial insurance experience with a track record of placing complex risks independently.
  • Deep expertise in P&C with emphasis on Cyber, Professional, and Management Liability, with proven ability to influence carrier strategy and underwriting appetite.
  • Executive presence and influence with both carrier partners and client stakeholders.
  • Known for delivering high-quality results under pressure and balancing client advocacy with carrier realities.
  • Tech-forward: eager to leverage and scale new tools (including AI) to improve speed, accuracy, and client outcomes.
  • Strategic thinker who identifies new market opportunities and contributes to organizational goals.
  • Actively contributes to team development, whether through mentoring peers, sharing expertise, or supporting recruitment.
  • Licensed in Property & Casualty (P&C).

Nice to have:

  • Cyber/ E&O focus preferred.
  • Fintech, LifeSciences, Crypto, VC, Consumer, Professional Services experience and interest.
  • Experience working in a fast-paced brokerage environment.
  • Exposure to and passion for early-stage startups and/or high-growth environments.

Vouch provides several benefits to help you bring your best self to work:

  • 💰 Competitive compensation and equity packages
  • ⚕️ Health, dental, and vision insurance
  • 👶 Parental leave
  • 🌴 Flexible vacation time
  • 🎨 🧠 Wellness allowance ($80/month)
  • 📲 🛜 Technology allowance ($100/month)
  • 📚 Professional Development ($500/Yr)
  • 💻 🎧 Home office setup (One-time $500)
  • 🏫 📈 L&D: Partnerships with Ethena and monthly Lunch & Learns
  • 🏳️‍🌈 ♀️ 🤝 Employee Groups: Vouch supports various employee groups to foster an inclusive, equitable workplace and create affirming, empowering, employee-centered spaces for conversation, community, and support. These groups include Pride @ Vouch, Women @ Vouch, Black @ Vouch, Virtual Connections, Pop Culture, Pets of Vouch, Skincare, Astrology, Plants, etc.
  • 🧘 💲 Wellbeing: Voucher’s have access to many wellbeing perks, including Peloton, Fetch, OneMedical, SoFi, etc.
  • 📊 Bi-Annual performance reviews with quarterly check-ins: Vouch conducts bi-annual performance discussions with all team members, offering goal setting and check-ins, development discussions, and promotion opportunities.

What to expect in a typical interview process:

(Please note these steps may vary slightly depending on the role)

  • 30-minute phone call with our recruiting team
  • 30-45 minute video interview with the hiring manager
  • Case study/technical screen
  • Meet the team! 30-45 min 1:1 video discussion with 3-4 team members you’d work closely with in the role
  • Executive chat

Compensation philosophy:

Our salary ranges are based on paying competitively for our size and industry and are part of our total compensation package, which also includes benefits and other perks. We also include stock options in all compensation packages and believe all Vouch employees should have the opportunity to become owners in the company. Individual pay decisions are based on a number of factors, including qualifications for the role, experience level, skill set, location, and business need. The pay range provided is subject to change and may be modified in the future.

Vouch believes in putting our people first, and building a diverse team is at the front of everything we do. We welcome people from different backgrounds, experiences, perspectives, and ranges of abilities. We are an equal-opportunity employer and celebrate the diversity of our growing team.

If you require reasonable accommodation to complete this application, interview, complete any pre-employment testing, or otherwise participate in the employee selection process, please direct your inquiries to recruiting@vouch.us.