Thatch

Experience Requirements:

• 7+ years of experience in enterprise sales, business development, or consulting.

• Proven track record of closing multi-stakeholder, high-value deals in healthcare, benefits, or adjacent markets.

• Skilled at engaging and influencing C-suite executives and HR/Finance decision-makers.

• Strong consultative selling skills, including building business cases and structuring ROI-driven pitches.

• Collaborative team player comfortable in fast-paced, dynamic environments, partnering with internal stakeholders and external brokers.

Other Requirements:

• Healthcare, benefits, or insurtech sales experience

• Deep broker/channel relationships across regional and national firms

• Track record of introducing new products or categories to the enterprise market

• Experience working at a high-growth startup or scaling sales team

Responsibilities:

• Build and manage relationships with senior executives at large employers and brokerage firms.

• Lead complex, consultative sales cycles with multiple stakeholders (HR, Finance, Executive leadership).

• Develop compelling business cases and ROI analyses to support client decision-making.

• Partner with Channel Partner Managers (CPMs) and collaborate across Marketing, Product, and Operations to co-sell and ensure client needs are reflected in go-to-market strategy.

• Navigate prospects from initial engagement through contracting and implementation handoff.

Experience Requirements:

• 3–5 years of proven sales experience in group insurance, payroll services, or ICHRA solutions

• Strong communicator who can adjust style based on audience — from HR leaders to CFOs.

• Comfortable operating in ambiguity and navigating compliance-heavy conversations.

Other Requirements:

• Thrives in a startup environment and excited about building process from the ground up.

• Experience with benefits, HR tech, or compliance-related sales is a bonus.

• Combination of payroll and group insurance experience.

Responsibilities:

• Manage a hybrid sales motion, balancing fast-moving transactional deals with larger, compliance-involved opportunities.

• Engage key stakeholders and educate them on Thatch’s healthcare solutions.

• Tailor pitches to a mix of technical and non-technical buyers across various industries.

• Work closely with product, growth, and customer success to iterate and improve the SMB sales playbook.

• Track pipeline metrics rigorously and proactively report on trends and forecasts.

Experience Requirements:

• 1+ years of SDR experience (or equivalent role) in B2B SaaS, fintech, or healthcare industries.

• Strong communication skills: Excellent written and verbal communication, with the ability to craft compelling outreach messages.

• Proven prospecting skills: Experience with email campaigns, LinkedIn Sales Navigator, and cold calling.

• Tech-savvy: Comfortable using CRM platforms (e.g., HubSpot, Salesforce), sales engagement tools (e.g., Outreach, SalesLoft), and LinkedIn.

• Results-driven mindset: Track record of meeting or exceeding KPIs, including outreach volume, response rates, and demo bookings.

Other Requirements:

• Industry knowledge (preferred): Familiarity with brokers, benefits administration, or SaaS solutions for healthcare/fintech is a plus.

• Experience with cold outreach with brokers

• Cold calling experience

Responsibilities:

• Outbound Prospecting: Identify and engage brokers through strategic outreach, leveraging personalized email campaigns, LinkedIn messaging, and cold calls.

• Lead Qualification: Research and qualify leads to ensure alignment with Thatch’s ideal customer profile, focusing on brokers who can benefit from our platform.

• Appointment Setting: Schedule high-quality demos for the sales team by effectively communicating Thatch’s value proposition.

• CRM Management: Maintain accurate records of all activities, interactions, and follow-ups in the CRM to ensure pipeline transparency and data integrity.

• Collaboration: Work closely with the sales and marketing teams to refine messaging, identify new opportunities, and contribute to outbound campaign strategies.