Senior Advisor, Mid-Market & Enterprise Sales

About Vouch:

Insurance... sounds slow, old-fashioned, and unexciting. Exactly. Insurance is broken, and it's failing fast-moving, innovative startups.

Vouch is a new, technology-first insurance company backed with $185M in funding from world-class investors. Like Stripe for payments or Brex for credit cards, Vouch is creating the go-to business insurance for high-growth companies.

We're doing this by making insurance fast, responsive, and focused on our high-growth and innovative customers. Instead of printed PDF applications and week-long waits, Vouch is building new technology to solve real problems, writing policies that actually cover relevant startup scenarios, and designing simple experiences in an otherwise frustrating industry.

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 book of business, 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.” Our executive team, including CEO Sam Hodges, who previously led a successful exit at his former company, brings proven leadership and deep industry experience to help drive our innovation and growth.

What does a work environment look like at Vouch?

This role is based in our San Francisco or New York office. We require the team members to be in the office at least two days per week (Monday and Thursday) to foster close collaboration and team building.

Role Responsibilities: 

Do you want an opportunity to accelerate your career and build your brand in the innovation ecosystem? 

Joining Vouch's Horizon team offers you the chance to collaborate with some of the most exciting innovators in the startup ecosystem. 

In this role, you will:

• Unlock Unlimited Earning Potential: Close high-value deals, turn leads into long-term clients, and capitalize on uncapped commission accelerators that reward your success.

• Grow Your Presence In the Startup Ecosystem: Host and attend startup events (golf, exclusive dinners, and more), engage with law firms and other influential partners in the startup ecosystem, and become a meaningful reason why startups work with Vouch to get insured. All with dedicated support from our partnerships and field marketing teams.

• Fast-Track Your Career: Join a winning team that’s rapidly growing, where your success will be celebrated, and where you have the opportunity to rapidly expand your role upmarket into larger and more complex clients. 

• Leverage and Grow Your Network: Use your connections to drive deals and build your personal brand, positioning yourself as a key figure in the dynamic startup ecosystem.

Job Duties: 

• Sales Cycle Management: Manage and accelerate deal cycles, typically 6-12 weeks for Series A startups and 1-2 quarters for Series B+. 

  • Generate and manage a multi-quarter pipeline with prospects in varying stages of the buying cycle.

  • You’ll be responsible for guiding prospects from initial discovery to close, navigating complex decision-making processes with multiple stakeholders, and ensuring a smooth, efficient path to closing deals. 

  • Collaborate closely with our client success team of experienced brokers, leveraging their insurance expertise to drive the deal forward and craft tailored solutions that meet client needs. 

  • Your ability to manage timelines, address objections, and tailor solutions to client needs will be key in driving premium growth.

• Ecosystem Engagement: Attend and/or host 3-4 industry events per month to become a known and trusted figure among founders, investors, and senior executives in the startup space.

  • Partner with your Field Marketing Representative for event planning and execution as you work to build momentum in the community

  • Develop your own brand and network in the ecosystem in partnership with our Marketing team through the combination of online and offline thought leadership most suited to your strengths

• Business Development: Leverage your network and cultivate key relationships with top founders, investors, and partners to prospect and close new business, utilizing your expertise to drive strategic upselling and cross-selling.

  • Partner with your Business Development Representative to build target account lists, strategize on events and conference attendance, and collaborate on outbound game plans. Your success goes hand-in-hand with theirs. 

• Client Excellence: Manage high-value client relationships, both virtually and in-person, delivering timely, proactive service, and crafting tailored insurance solutions for each client’s unique risks.

About You:

• Proven Sales Experience: You bring 2+ years of successful quota-carrying experience in insurance, fintech, software sales, or similar roles. You’ve closed deals with key decision-makers—CEOs, CFOs, and GCs—especially within the startup ecosystem, and thrive in client-facing, relationship-driven environments.

• Passionate About Startups: You have a genuine passion for the startup space and a deep understanding of its unique challenges. You stay informed on industry trends, the main players, and pain points, and you’re always eager to learn more through resources like blogs, newsletters, and podcasts. You’re interested in building deep expertise and relationships in specific technology domains, such as Fintech and AI.

• Consultative Sales Approach: You excel in consultative selling, leveraging strong communication and organizational skills to understand client needs and craft tailored solutions. You know how to build trust, collaborate effectively, and deliver value throughout the sales cycle.

• Driven & Coachable: You’re highly driven, with a proactive, positive attitude and a dedication to growth. You’re coachable, dependable, and thrive in a fast-paced environment where follow-through, attention to detail, and adaptability are key to success.

• Comfortable with Complexity: You’re able to maintain composure and clarity in ambiguous, complex situations, thinking on your feet and adjusting strategies as needed to close deals and drive results.

Nice To Have:

• Exposure to Series A+ startups

• Prior experience as a BDR, SDR, or equivalent role

• A background in insurance or other regulated categories

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 (Unlimited PTO)

• 🎨 🧠 Wellness allowance ($80/month)

• 📲 🛜 Technology allowance ($100/month)

• 📚 Professional Development ($500/Yr)

• 💻 🎧 Home office setup (One-time $500)

• 🏫 📈 L&D: Partnerships with Ethena, Hone, 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 Calm, Peloton, Headspace, Fetch, OneMedical, SoFi, etc.

• 📊 Annual performance reviews with quarterly check-ins: Vouch conducts quarterly review discussions with all team members, offering goal setting and check-ins, development discussions, and promotion opportunities.

What to expect in the interview process:

• 30-minute phone call with our recruiting team

• 30-45 minute Zoom interview with the hiring manager

• Meet the team! 30-45 min 1:1 Zoom meetings with 3-4 team members you’d work closely with in the role

• Final Executive Chat

• Reference Check

Salary Range:

The pay range for this role is: $120,000 to $170,000 per year, including on target variable pay. These bands are inclusive of multiple levels and are based on relevant experience.

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 base 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 [email protected].