Enterprise Account Executive
Quick facts
- Pay
- $125K–$170K base | $230K–$340K OTE + equity
- Type
- Full-time
- Location
- San Francisco, New York, or Chicago, California, New York, or Illinois
- Industry
- Information Technology — 671 open jobs
- Visa in listing
- H-1B, OPT
- Apply
- Free to apply — never pay anyone for a job offer or visa sponsorship
Job description
Enterprise Account Executive | AI Startup
San Francisco preferred | New York | Chicago
$125K–$170K base | $230K–$340K OTE + equity
SF/NYC hybrid 2–3 days/week | Chicago remote
Early-stage, venture-backed AI startup
A fast-growing AI startup is hiring two Enterprise Account Executives to help build its enterprise sales motion from the ground up.
The company is building an AI Analyst for Insurance P&L Teams, helping insurance and actuarial teams automate data-heavy compliance, pricing, regulatory, and analytical work.
Founded in 2025, the startup has raised $10M from leading venture capital firms and is already seeing strong traction:
- 80% of POCs convert to paying customers
- 100% win rate against legacy competitors in head-to-head deals
- Enterprise deals exceeding $200K
- Customers expanding to 400+ users within months
- 17-person team
- $6T+ insurance market
This is a true founding sales role. You’ll help build the playbook, create pipeline, and shape the enterprise sales motion future AEs will follow.
What you’ll do
- Build outbound pipeline from scratch
- Prospect into large enterprise accounts
- Run discovery, demos, and technical sales conversations
- Manage complex, multi-stakeholder sales cycles
- Close enterprise deals of $200K+ ACV
- Own opportunities from first conversation through signature
- Partner directly with the CEO
- Help develop sales messaging, processes, and GTM strategy
- Drive expansion within existing customers
Approximately 85% of pipeline generation is outbound, and typical sales cycles are 30–60 days.
What we’re looking for
- 3–8 years of B2B SaaS closing experience, ideally at startups
- At least 1 year closing $200K+ ACV enterprise deals
- Experience at a high-growth startup, ideally Series C or earlier
- Proven ability to build outbound pipeline independently
- Strong track record of quota attainment
- Experience owning net-new business from prospecting through close
- Comfort operating without an established sales playbook
- Bachelor’s degree or equivalent experience
- Genuine enthusiasm for startups and building from scratch
Experience selling AI, data, developer tools, infrastructure, or technical SaaS is especially valuable. Insurance experience is not required.
What success looks like
We value measurable performance, including:
- Largest deals closed and ACV
- Quota and attainment
- Self-generated pipeline
- Outbound opportunities created
- Promotions or top-performer recognition
Strong results matter more than recognizable logos on a résumé.
This role is ideal for someone who enjoys ambiguity, moves quickly, asks thoughtful questions, and wants to build rather than inherit.
Compensation and location
Base salary: $125K–$170K
OTE: $230K–$340K
Structure: Approximately 50/50
Equity: Competitive
San Francisco: Preferred, hybrid 2–3 days/week
New York: Hybrid 2–3 days/week
Chicago: Remote available
Visa transfers may be considered, including OPT and H-1B transfers.
If you’ve closed complex enterprise technology deals, know how to build your own pipeline, and want to help create an enterprise sales organization from the ground up, we’d love to hear from you.
Visa sponsorship record
No public sponsorship records foundWe didn't find H-1B, H-1B1, E-3 or green card (PERM) filings under the name Jack in the Department of Labor and USCIS data. That doesn't mean the job can't be sponsored — the company may file under a different legal name, be new to sponsorship, or sponsor a visa that isn't in these datasets (for example H-2B or J-1).
Tip: ask the recruiter early, in writing, which visa they sponsor and whether they cover the legal and filing fees.
Which visas can work for this job
Occupation: Computer Systems Analysts (SOC 15-1211) — estimated from the job title.
- Mentioned in the listing
H-1B, OPT
- H-1B cap-exempt employer
Regular cap-subject employer — a new H-1B needs to win the lottery in March (unless you already hold cap-counted H-1B status).
- TN (citizens of Canada and Mexico)
This kind of role may fit the USMCA profession “Computer Systems Analyst (or Engineer, for engineering-degree holders)” — it depends on the actual duties. No lottery, no cap; you need the matching degree or license.
- E-3 (Australia) and H-1B1 (Chile, Singapore)
Same degree requirement as H-1B, but no lottery and a separate quota that is rarely filled.
- O-1 (extraordinary ability)
For candidates with awards, publications, press, a high salary or critical roles at distinguished organizations. No cap, no lottery; the employer files a petition.
- STEM OPT extension (F-1 students)
Requires an E-Verify employer. We didn't find this company in the E-Verify list — ask HR.
Salary vs prevailing wage
Level II (qualified)Computer Systems Analysts · New York-Newark-Jersey City, NY-NJ. Annual prevailing wages set by the Department of Labor (OFLC).
| Level | Prevailing wage | H-1B lottery odds* |
|---|---|---|
| Level I | $83,616 | ~15% |
| Level II | $106,267 | ~31% |
| Level III | $128,939 | ~46% |
| Level IV | $151,590 | ~61% |
This job pays $125,000–$170,000 a year — that's Level II (qualified). In the wage-weighted H-1B lottery a Level II registration gets 2 entries; estimated selection chance about 31%.
* Odds are DHS projections for the FY2027 wage-weighted lottery (actual results vary by year and employer). Since the FY2027 cap season the H-1B lottery is weighted by wage level: Level I = 1 entry, II = 2, III = 3, IV = 4. The level is set by the offered wage against the prevailing wage for the occupation and worksite. Separately, a $100,000 fee for new H-1B petitions for workers outside the US was announced in 2025; as of September 2026 a federal court ruling keeps it unenforceable while appeals continue — check the current status.
Sources: U.S. Department of Labor OFLC disclosure data (H-1B/H-1B1/E-3 LCA, PERM), OFLC prevailing wage data, USCIS H-1B Employer Data Hub, E-Verify participating employers. Data loaded: LCA FY2024–FY2026, PERM, USCIS Data Hub, OFLC wages; updated 2026-10-03. Employers are matched by name, so records of companies with similar names can occasionally be mixed up. This is general information, not legal advice — talk to an immigration attorney about your case.