Mid-Market Account Executive
Adapt API · Insurance
On-site in San Francisco
AE$200k–$240k OTEStartup
Still open · posted 2 months ago
← All jobs
View the original posting ↗ 
Account Executive
Opens the job on Cara's own careers site. Some companies ask you to create an account or click through another page first.
At a glance
What you'd actually do: Prospect and run full-cycle sales of an AI automation platform to insurance agencies, brokerages and MGAs, from discovery and demos through close.
Pay
Not listed
No pay listed
Where you work
On-site in New York City
Selling to
insurance agencies and brokerages
How you'd sell
Inbound + outbound
Experience asked
2+ years
Your game plan for this job
0 of 5 doneMost people just hit Apply. Do these first and you show up with someone on the inside.
- 1Pick 2–3 people at CaraWe found 2 current reps: 2 AEs. SDRs reply the most; they were in your shoes recently. See them ↓
- 2Send a short, curious noteAsk about their experience, not for a referral. We write it for you, with the role and what Cara sells.
- 3Have a 15-minute chatGood questions for this role:
- What was your path from SDR to where you are now?
- How did you land the job? What stood out in your interviews?
- How is the team doing on quota? What separates the people who hit it?
- How long do SDRs usually stay before moving up to AE?
- 4Apply, ideally with a referralIf the chat went well, ask if they'd refer you or point you to the hiring manager. Then apply and let them know so they can flag it.
- 5Prep for the role playSDR interviews almost always end in a mock cold call. Practice with the Cara cheat sheet and the role-play guide.
Talk to someone at Cara before you apply
A friendly message to a current rep is the best way to stand out. Ask about their experience, not for a referral.
Full job description
About Cara
Cara is a domain-specific AI platform purpose-built for insurance—a modular system that enables agencies, brokerages, and wholesalers to automate servicing, accelerate sales, and scale operations with a 24/7 digital workforce.
We’re one of the fastest-growing AI companies in the insurance industry, attracting agencies and brokerages of all sizes with an expanding customer base. We’re a team of experts in engineering and insurance from Stripe, Blend, Strategy&, and Travelers, backed by top-tier VCs, and are scaling our product and team quickly to meet market demand.
About the Role
As an Account Executive at Cara, you’ll be responsible for driving new business and expanding relationships with insurance agencies, brokerages, and MGAs. You’ll manage the full sales cycle—from prospecting and discovery through demo, close, and check-ins—while working closely with our product team to ensure prospects become long-term partners.
This is a high-impact role where you’ll be on the front lines helping agencies and brokerages adopt domain-specific AI to transform how they operate. You’ll collaborate directly with the founders, shape the go-to-market motion, and play a critical role in Cara’s growth story.
What You’ll Do
New Business Development
: Build and manage a strong pipeline of agency and brokerage prospects through outbound outreach, inbound leads, referrals, and industry events.
Full-Cycle Sales
: Own the sales process end-to-end—prospecting, qualification, discovery, product demos, negotiation, closing, retention, and expansion.
Customer Engagement
: Work closely with prospects to understand their workflows and demonstrate Cara’s value; work with the product team to present tailored solutions that fit their needs.
Market Expansion
: Represent Cara at conferences and networking events, positioning the company as the leading AI partner for insurance.
What You Have
2+ years of closing experience in B2B SaaS sales, ideally with exposure to insurance, fintech, or AI/automation markets.
Proven track record of meeting or exceeding quota in a high-growth environment.
Strong discovery, demo, and closing skills, with the ability to simplify complex technology into clear business value.
Excellent communication and relationship-building abilities with both executive decision-makers and frontline staff.
Highly motivated, entrepreneurial mindset—thrives in a fast-paced, ambiguous environment with significant ownership.
Bonus: Experience selling to insurance agencies, brokerages, or financial services organizations.
Similar jobs