Opportunities Within Our Portfolio

At MassMutual Ventures, we are fortunate to have been early and long-term partners to our portfolio of category-defining businesses that are located across the globe. Learn more about their available opportunities below.

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Sales Development Representative / Junior Account Executive @ mission-driven startup (remote)

Gain Life

Sales & Business Development

United States · Canada · Mexico · Remote

Posted on Oct 10, 2025

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Role
Sales Development Representative (SDR) / Junior Account Executive (AE)

About the Company
Gain Life is where efficiency meets simplicity in insurance. We streamline complex claims workflows into faster, clearer experiences for customers while freeing insurance professionals from repetitive tasks to deliver exceptional outcomes. We do this with the industry's most configurable and comprehensive platform for automating insurance workflows. We're a mission-driven, remote-first company, born out of Harvard University’s Innovation Lab, and are backed by world class investors in MassMutual, General Catalyst, and Unusual Ventures. Learn more at www.gainlife.com.

About This Role
We're looking for individuals who are driven, affable, coachable, goal-oriented, and motivated to exceed expectations and advance their career in B2B software sales. As a Sales Development Representative (SDR) or Junior Account Executive (AE), you will be responsible for discovering, developing, and delivering qualified prospects to the sales team to build our pipeline and contribute to revenue growth. This is an opportunity to make an immediate impact and be rewarded accordingly (i.e., base salary + bonus + equity).

Responsibilities

Become an expert in Gain Life's platform and be able to articulate our value proposition
Produce creative strategies for educating and engaging decision-makers at target accounts
Generate new business opportunities by finding and qualifying leads through research, email, cold phone calls, re-engaging existing contacts, and inbound leads
Manage all sales activities, opportunities, and account information in our CRM tools
Partner with the sales team to analyze performance and optimize your outreach efforts
Utilize lead generation tools such as LinkedIn Sales Navigator, Apollo, etc.
Exceed monthly and quarterly KPIs and pipeline metrics to achieve sales goals
Build sales pipeline reports
Take initiative to drive process improvements as part of a nimble team
Learn about and contribute in other ways to our fast-growing business

Qualifications

Desire to work hard, exceed expectations, and outperform your quotas
Passion to learn and grow in a startup environment
Proven track record of success based on self-motivation and exceptional drive
Strong relationship building skills (aka: you're a good person who cares about others)
Self-starter, not afraid to ask for help
Coachable
Exceptional written and verbal communication skills
Ability to multitask, organize, and prioritize work
Bachelor's degree; or 1-2 years experience as a SDR, strategic sales associate, or similar role
Bonus points for: experience working in SaaS, having an entrepreneurial bent, CRM or sales execution tool familiarity (e.g., Apollo), and passion for helping others

To Apply
Please email info at gainlife dot com, letting us know why you believe you'd be a great fit for this opportunity.

Thanks,

Sean (Co-founder / CEO)

Apply now

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