📌 Core Information
🔹 Job Title: Enterprise Account Director, Insurance
🔹 Company: InvoiceCloud
🔹 Location: Remote
🔹 Job Type: Full-time
🔹 Category: Sales
🔹 Date Posted: June 30, 2025
🔹 Experience Level: 10+ years
🔹 Remote Status: Yes
🚀 Job Overview
Key aspects of this role include:
- Focusing on new customer acquisition within the Property & Casualty Insurance Carrier market
- Owning and managing a list of strategic accounts
- Driving high-impact field engagements and orchestrating complex sales cycles
- Collaborating with cross-functional teams to execute high-quality demos and tailored proposals
- Forecasting accurately in Salesforce with well-documented next steps and stakeholder maps
- Representing InvoiceCloud at industry conferences and onsite executive briefings
ASSUMPTION: This role requires a hunter mentality with a strong focus on business development, territory planning, and value-based selling. Expect travel for in-person discovery, onsite demos, executive negotiations, and trade events.
📋 Key Responsibilities
✅ Develop and execute a territory business plan that prioritizes whitespace accounts, leverages channel partners, and sets quarterly goals for pipeline creation and bookings.
✅ Prospect relentlessly through partner referrals, outbound campaigns, industry events, and social selling to open C-suite conversations and expand InvoiceCloud’s footprint.
✅ Lead value-centric discovery and qualification to quantify business impact and establish clear success criteria.
✅ Build comprehensive account plans and mutual action plans that align buyer and seller activities with a shared timeline to drive value.
✅ Drive deal teams (Solution Consultants, Alliances, Legal, Implementation) to execute high-quality demos, tailored proposals, and compelling business cases.
✅ Forecast accurately in Salesforce with well-documented next steps, close plans, and stakeholder maps.
✅ Collaborate with Partner Managers to educate, enable, and motivate channel sellers; run joint field calls and marketing programs.
✅ Represent InvoiceCloud at industry conferences and onsite executive briefings, translating market feedback into product and GTM insights.
ASSUMPTION: The role requires strong business acumen, crisp executive communication, and a consultative mindset to navigate and close complex, multi-stakeholder deals.
🎯 Required Qualifications
Education: Bachelor’s degree or equivalent experience
Experience: 7-10+ years of quota-carrying success selling enterprise SaaS or fintech solutions, ideally in payments, billing, or customer engagement platforms
Required Skills:
- Proven domain knowledge in P&C Insurance or Consumer Finance (strongly preferred)
- Proven success navigating and closing seven-figure, multi-stakeholder deals using a structured sales methodology (Value, Challenger)
- Demonstrated ability to work through and with channel/partner ecosystems
- High business acumen, crisp executive communication, and a consultative mindset
- Proficiency with Salesforce, Gong/Chorus, LinkedIn Sales Navigator, and modern sales enablement tools
Preferred Skills:
- Fluency in additional languages (a plus)
ASSUMPTION: Candidates should have a proven track record of driving revenue growth and market share expansion in a competitive landscape.
💰 Compensation & Benefits
Salary Range: $125,000 - $140,000 USD per year
Benefits:
- Health, dental, and vision insurance
- 401(k) with company match
- Generous PTO and flexible work arrangements
- Employee stock purchase plan
- Professional development opportunities
Working Hours: Full-time, typically 40 hours per week, with flexibility for remote work
ASSUMPTION: The salary range provided is an estimate based on industry standards for similar roles, experience levels, and locations. The final offer may vary based on the candidate's qualifications, skills, and other job-related factors.
📌 Applicant Insights
🔍 Company Context
Industry: Financial Services
Company Size: 201-500 employees
Founded: 2009
Company Description:
- InvoiceCloud provides modern digital payment, customer engagement, and outbound disbursement solutions
- Serves over 3,250 customers across the utility, government, and insurance industries
- A leader in the electronic bill presentment and payment (EBPP) space
- Enables continuous enhancements to the customer experience, resulting in higher digital payment, autopay, and paperless adoption rates
Company Specialties:
- Digital payment solutions
- Customer engagement platforms
- Outbound disbursement services
Company Website: www.InvoiceCloud.net
ASSUMPTION: InvoiceCloud is a leading provider of digital billing and payment solutions, focused on improving customer experience and driving operational efficiency for its clients.
📊 Role Analysis
Career Level: Mid-career to senior-level sales role
Reporting Structure: Reports directly to the AVP of Financial Services Sales
Work Arrangement: Remote, with occasional travel for in-person meetings and events
Growth Opportunities:
- Potential career advancement within the sales organization or into management
- Opportunities to work on strategic projects and influence product development
- Potential to grow with the company as it expands its customer base and enters new markets
ASSUMPTION: This role offers a unique opportunity to work in a dynamic, growing industry and contribute to the company's continued success.
🌍 Location & Work Environment
Office Type: Remote-first, with physical offices in Braintree, MA; Brownsville, TX; and Marlborough, MA
Office Location(s): 30 Braintree Hill Office Park Suite 303, Braintree, MA 02184, US; 1655 Ruben M Torres Blvd, Suite 101, Brownsville, Texas 78521, US; 293 Boston Post Rd W, Suite 320, Marlborough, Massachusetts 01752, US
Geographic Context:
- Braintree, MA: A suburb of Boston, offering a mix of urban and suburban living with easy access to the city
- Brownsville, TX: A city in southern Texas, known for its warm climate and cultural diversity
- Marlborough, MA: A town west of Boston, offering a quieter, suburban lifestyle with easy access to outdoor recreation
Work Schedule: Flexible, with core hours between 9:00 AM and 5:00 PM EST, and the ability to work remotely
ASSUMPTION: The remote-first work environment offers flexibility and work-life balance, with opportunities to collaborate with team members in person when needed.
💼 Interview & Application Insights
Typical Process:
- Online application submission
- Phone or video screening
- In-depth behavioral and situational interviews
- Final round with key stakeholders
Key Assessment Areas:
- Sales skills and experience
- Industry knowledge and understanding of P&C Insurance
- Problem-solving and consultative skills
- Adaptability and cultural fit
Application Tips:
- Tailor your resume and cover letter to highlight relevant skills and experiences for this role
- Prepare for behavioral interview questions focusing on your sales process, negotiation skills, and ability to navigate complex deals
- Research InvoiceCloud and the P&C Insurance industry to demonstrate your understanding and enthusiasm for the role
ATS Keywords: Enterprise Account Director, Insurance, Sales, Business Development, Territory Planning, Value-Based Selling, Channel Partnerships, Multi-Stakeholder Deals, Salesforce, Gong/Chorus, LinkedIn Sales Navigator, Fintech Solutions, P&C Insurance
ASSUMPTION: The interview process will focus on assessing your sales skills, industry knowledge, and cultural fit for the role and company.
🛠️ Tools & Technologies
- Salesforce
- Gong/Chorus
- LinkedIn Sales Navigator
- Modern sales enablement tools (e.g., video conferencing, CRM, email automation)
ASSUMPTION: Proficiency with these tools is required to succeed in this role and drive sales productivity.
👔 Cultural Fit Considerations
Company Values:
- Customer-centric
- Innovative
- Collaborative
- Adaptable
- Results-driven
Work Style:
- Dynamic and fast-paced
- Collaborative and team-oriented
- Results-driven and goal-oriented
- Adaptable and open to change
Self-Assessment Questions:
- How do you align with InvoiceCloud's customer-centric approach and values?
- Describe a time when you had to adapt to a significant change in your sales strategy or approach?
- How do you balance working independently and collaboratively in a remote work environment?
ASSUMPTION: InvoiceCloud values candidates who embody their core values and can thrive in their dynamic, collaborative work environment.
⚠️ Potential Challenges
- Managing a large territory and a high volume of accounts
- Navigating complex, multi-stakeholder deals in a competitive market
- Balancing remote work and in-person client interactions
- Keeping up with industry trends and product updates in a fast-paced environment
ASSUMPTION: These challenges require strong time management, prioritization, and adaptability skills to succeed in the role.
📈 Similar Roles Comparison
- Unlike other sales roles, this position focuses on enterprise-level accounts and requires a deep understanding of the P&C Insurance industry
- Compared to other enterprise sales roles, this position offers a unique opportunity to work in the growing fintech space and drive digital transformation in the insurance industry
- Career path comparison: This role can serve as a stepping stone to senior sales leadership or management positions within the company or the industry
ASSUMPTION: This role offers a unique blend of industry-specific context, enterprise-level sales experience, and the opportunity to work in a growing, innovative fintech company.
📝 Sample Projects
- Developing a strategic account plan for a major P&C Insurance carrier, including market analysis, competitive landscape, and tailored value proposition
- Leading a cross-functional team to execute a complex sales cycle, resulting in a seven-figure deal and significant market share expansion
- Spearheading a product launch event at an industry conference, driving brand awareness and generating new pipeline opportunities
ASSUMPTION: These sample projects demonstrate the real-world application of skills and experiences required for success in this role.
❓ Key Questions to Ask During Interview
- What are the key priorities for this role in the first 30-60-90 days?
- How does InvoiceCloud support the growth and development of its sales team members?
- What is the company's approach to working with channel partners, and how can I contribute to that strategy?
- How does InvoiceCloud measure and reward sales performance?
- What are the biggest challenges facing the P&C Insurance industry, and how is InvoiceCloud positioned to address them?
ASSUMPTION: These questions will help you better understand the role, the company culture, and the industry landscape.
📌 Next Steps for Applicants
To apply for this position:
- Submit your application through the provided link
- Tailor your resume and cover letter to highlight relevant skills and experiences for this role
- Prepare for behavioral interview questions focusing on your sales process, negotiation skills, and ability to navigate complex deals
- Research InvoiceCloud and the P&C Insurance industry to demonstrate your understanding and enthusiasm for the role
- Follow up with the hiring manager one week after submitting your application to confirm receipt and express your continued interest in the position
⚠️ This job description contains AI-assisted information. Details should be verified directly with the employer before making decisions.
