Sales Director

Majesco; Northern (KY); Hybrid; USD 125,000 - 160,000; Full time

Benefits offered by this job

Medical, dental, and vision insurance

Employer-funded HSA and FSA

Disability insurance (short/long-term)

Life/AD&D insurance

401(k)

Flexible time off

Paid sick days and 11 paid holidays

Paid parental/bonding leave

Career anniversary leave

Job summary

Majesco is seeking an accomplished enterprise Sales Director to win and grow strategic relationships across the Life, Annuities & Health insurance market. This remote US role requires leading sophisticated software sales from first executive conversations through close, pursuing new logos and expanding relationships.

You will own the full enterprise sales cycle, engage senior stakeholders, and drive modernization initiatives, customer value, and measurable business outcomes for life, annuities,

Qualifications

• 6+ years in enterprise SaaS or insurance software sales.
• Direct sales experience in Life, Annuities & Health insurance markets.
• Ability to hunt for new business and open enterprise accounts.
• Experience navigating lengthy enterprise buying cycles with multiple stakeholders.
• Strong consultative and value-based selling skills.
• Experience with MEDDPICC or Gap Selling.

Responsibilities

• Create pipeline, win strategic business, and grow Majesco’s presence across the L&A market.
• Build and execute a territory strategy to create new-logo opportunities and expand strategic accounts.
• Own complex enterprise sales from prospecting to close.
• Develop senior relationships across business, technology, operations, and executive leadership.
• Lead consultative conversations connecting priorities to measurable value.
• Orchestrate internal experts to differentiate Majesco and accelerate decisions.
• Maintain rigorous qualification, account planning, forecasting, and close discipline.

Skills

Enterprise SaaS sales

Insurance industry knowledge

Executive relationship building

Consultative selling

MEDDPICC / Gap Selling

Tools

MEDDPICC

Job description

Majesco isn’t just riding the AI wave – we’re leading it for the P&C, L&AH, and Pension & Retirement markets. Born in the cloud and built with an AI-native vision, we’ve reimagined the insurance and pension core as an intelligent platform that enables insurers and pension & retirement providers to move faster, see farther and operate smarter. As leaders in intelligent SaaS solutions, we’ve embedded AI and Agentic AI throughout our robust product portfolio of core, underwriting, loss control, distribution, digital solutions, and pension & retirement administration so our customer can reimagine their business with real-time business insights, optimized operations, and enhanced business outcomes. Everything we build is designed to strip away complexity and let our clients focus on what matters: delivering exceptional products, experiences, and long-term financial security for policyholders and plan participants.

In a world where change is constant, our native-cloud SaaS platform empowers insurers, MGAs, and pension & retirement providers with the agility to adapt to evolving risk, regulation, and market expectations, modernize operating models, and accelerate innovation at scale. With 1400 plus implementations and more than 375 customers worldwide, Majesco is the AI-native solution trusted to power the future of insurance and pension & retirement. Break free from the past and build the future of insurance

At Majesco, this means joining a team leading the insurance and retirement industry through the AI revolution. You’ll collaborate with experienced leaders and global teams building and scaling AI-native solutions that solve complex, real-world challenges - where innovation moves from concept to production, decisions carry real weight, and execution matters. If you’re looking for a place where your expertise is trusted, your judgment is valued, and your work helps define what’s next for intelligent insurance and retirement technology, Majesco is where that work happens.

Sales Director – Life, Annuities & Health | Enterprise Software Sales

Remote: United States

Turn Industry Transformation into Enterprise Growth

Majesco is looking for an accomplished enterprise Sales Director to win and grow strategic relationships across the Life, Annuities & Health (L&AH) insurance market.

This is a high-impact opportunity for a proven enterprise seller who knows the insurance industry, creates opportunities rather than waits for them, and can lead sophisticated software sales from the first executive conversation through close. You will pursue new logos, expand strategic customer relationships, and help insurance organizations modernize how they operate, compete, and serve their customers.

Direct experience selling into the Life, Annuities & Health insurance market is required.

The Opportunity

You will own a strategic territory and the full enterprise sales cycle—from identifying whitespace and creating pipeline to building executive alignment, shaping the business case, navigating complex buying processes, and closing significant opportunities.

Your market will include life and annuity insurers, health and benefits organizations, TPAs, and other businesses across the insurance ecosystem. Employer-sponsored benefits represents an important growth opportunity as organizations modernize claims, disability and leave, voluntary and supplemental benefits, enrollment, and member experiences.

Success requires more than software sales experience. You need to understand how L&AH organizations operate, what drives their investment decisions, and how to connect modernization priorities to measurable business outcomes.

What You’ll Do

Your mandate is straightforward: create pipeline, win strategic business, and grow Majesco’s presence across the L&AH market.

• Build and execute a territory strategy that creates new-logo opportunities, displaces competitors, and expands strategic accounts.
• Own complex enterprise sales from prospecting and discovery through executive alignment, business case development, negotiation, and close.
• Develop senior relationships across business, technology, operations, and executive leadership and build consensus across complex buying groups.
• Lead consultative conversations that connect customer priorities, including growth, modernization, operating efficiency, customer experience, and technology transformation—to measurable value.
• Orchestrate internal experts and executive sponsors to differentiate Majesco, navigate competitive pursuits, and accelerate decisions.
• Maintain rigorous opportunity qualification, account planning, forecasting, competitive strategy, and close discipline.

What You Bring

The strongest candidates combine enterprise sales performance with genuine L&AH industry credibility. You know the market, understand complex insurance buying environments, and have the commercial instincts to turn customer challenges into strategic opportunities.

• 6 plus years of success in enterprise SaaS, insurance technology, or complex software sales, with a record of winning large, multi-stakeholder opportunities and achieving or exceeding quota.
• Direct sales experience within the Life, Annuities & Health insurance market, including life insurance, annuities, group or voluntary benefits, disability, supplemental health, or related markets is preferred.
• A demonstrated ability to hunt for new business, open enterprise accounts, expand existing relationships, and compete against established incumbents.
• Experience navigating lengthy enterprise buying cycles involving executives, business leaders, technology stakeholders, procurement, legal, security, and other decision-makers.
• Strong consultative and value-based selling skills, executive presence, commercial judgment, and the ability to translate complex business challenges into compelling investment cases.
• Experience with disciplined enterprise sales methodologies such as MEDDPICC, Gap Selling, or comparable approaches.

Experience That Can Set You Apart

Experience selling enterprise insurance platforms, core modernization, claims or benefits technology, digital transformation, data and analytics, cloud solutions, or other mission-critical technology can accelerate your impact.

Relationships across carriers, TPAs, benefits organizations, brokers, reinsurers, or other participants in the L&AH ecosystem are also valuable, particularly if you have successfully led competitive takeouts, legacy modernization programs, or multi-year transformation opportunities.

What Success Looks Like

You will know you are succeeding when you create opportunities that did not previously exist and turn them into strategic, durable customer relationships.

You will build a healthy enterprise pipeline, establish credibility with senior insurance leaders, win new customers, expand Majesco’s footprint within strategic accounts, and maintain command of complex pursuits from qualification through close. Just as importantly, you will bring market intelligence back into Majesco that strengthens how we compete and where we invest.

Why Majesco

Majesco gives experienced enterprise sellers the opportunity to compete at the intersection of insurance, cloud technology, data, AI, and industry transformation.

You will engage insurance leaders working through consequential modernization decisions, partner with experienced industry and technology experts, and have the opportunity to directly influence new-logo growth and strategic customer expansion.

If you are an enterprise seller who knows the Life, Annuities & Health insurance market, thrives on creating opportunities, and wants to help shape the next generation of insurance technology, we want to hear from you.

As a member of a rapidly growing and dynamic organization, the successful candidate must be flexible and willing to take on new tasks and responsibilities as business needs evolve. The company reserves the right to vary, change, or update job duties and responsibilities based on business requirements. This role may require shifting priorities, learning new technologies, and contributing to projects outside of the initial scope.

What Majesco Offers

Majesco is committed to equal pay and transparency. The annual base salary range for this position is $125,000 to $160,000. Please note that the salary range information provided is a general guideline and combines all of the distinct labor markets within the US. It is uncommon for an individual to be hired at or near the top of the range for their role and compensation decisions are dependent on a variety of factors. Majesco considers factors such as, but not limited to, scope and responsibilities of the position, candidate’s work experience, candidate’s work location, education/training, key skills, internal peer equity, external market data, as well as market and business considerations when making compensation decisions.

At Majesco, we offer a comprehensive employee benefits package with most coverage starting Day One. Our benefits package includes, but is not limited to: medical, dental and vision insurance; employer-funded HSA coordinating with a high-deductible health plan; FSA, short-term/long-term disability; life/AD&D insurance; 401(k), flexible time off, paid sick days and 11 paid holidays; paid parental/bonding leave; career anniversary leave and other voluntary benefits.