Hybrid
Remote
SaaS
himalayas
About this role
About Bennie: Bennie () is an employee
benefits services and technology firm that helps companies create a healthier workplace. Bennie provides services and technology that are beyond what growing companies typically receive, yet exactly what they need. Bennie has built the ultimate
benefits platform that connects disparate systems across the
benefits supply chain to deliver a complete experience for employees, employers, and partners. Bennie’s technology, benefit plans, and service model are designed to enable employers and their employees to experience best-in-class outcomes that reduce overall health plan costs.
Bennie’s team members use the platform and its data to supplement their market knowledge and bring innovative solutions to Bennie’s customers. Bennie is headquartered in Stamford, CT, and is a remote-first company with employees across the U.S.Core Values at Bennie As an organization, we value our team members who are Optimistic, Accountable, Thoughtful, and Healthy.
We believe these values, known as our O.A.T.H., are essential for our collective success. The ideal candidate for this role will embody these values by: Maintaining a positive attitude throughout our journey of building our company. Being responsible for the quality of their work and for meeting their goals.
Respecting our differences and looking out for one another. Believing in livingcomplete lives that balance our work and personal time.
About the Role:The Account Executive role will focus on finding and selling net new clients to our brokerage book of business in the West Coast region. You’ll manage the entire sales cycle, from prospecting to closing, leveraging the Bennie lead generation team, our business development partners, and internal and inbound prospects.
You will be responsible for building and fostering relationships with prospects, with our internal consulting team, and a variety of external partners that we work closely with.
Responsibilities include:You will: Outbound pr
Commission Structure
Base Salary
Not disclosed — ask in interview
Commission
Structure not specified
OTE
$90k (range: $75k–$90k)
Ramp Period
Not mentioned — clarify timeline
Selling Motion
Prospecting
Hybrid
Mix of inbound leads and outbound prospecting
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Greenfield
Build territory from scratch — net-new logos
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
Location flexibility
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionAccount Executives are the revenue engine of any sales organization — this role will require strong pipeline management and closing skills.
Top SaaS reps often earn significant upside through accelerators once quota is exceeded.
This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.
The compensation range of $75k–$90k OTE suggests a standard package for this market segment.
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