Account Executive

Crossing Hurdles

📍San Francisco, CA
💰 $125,000 - $150,000
Posted May 20, 2026
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Job Overview

Position

Account Executive

Company

Crossing Hurdles

Location

San Francisco, CA

Work Type

On-site

Salary Range

$125,000 - $150,000

Job ID

li-4372064978

Job Description

Crossing Hurdles
is partnering with a venture-backed fintech company building the next generation of business financial services and software. The company is creating a full-stack financial platform, starting with a modern banking and spend product designed for growing businesses. With $15M+ in funding, strong product-market fit, and hundreds of active customers, this is an opportunity to join early and help scale a category-defining fintech.

Role
: Founding Account Executive

Role Type:
Full-Time

Location:
San Francisco, CA (On-site)

Compensation:
$125K–$150K Base | $250K–$300K+ OTE (Uncapped) + Equity

Role Overview

As a
Founding Account Executive
, you will be a key contributor in building the company’s sales engine from the ground up. You’ll own the sales process end-to-end while working closely with leadership, product, and growth teams to shape go-to-market strategy and drive revenue.

This is a hands-on, high-impact role for a seller who thrives in fast-paced, early-stage environments.

Key Responsibilities

  • Own the full sales cycle from first touch through close

  • Sell consultatively to founders, operators, and finance leaders

  • Run discovery, demos, and negotiations with senior stakeholders

  • Develop deep expertise in the product and customer use cases

  • Partner closely with product and growth teams to refine messaging

  • Drive expansion through referrals and customer-led growth

Why Consider This Role

  • Uncapped upside: $250K–$300K+ OTE, with top performers exceeding $400K

  • Early ownership: Founding-team equity at a company with real traction

  • Strong momentum: Rapid growth, strong investors, and proven demand

  • In-person culture: SF-based team with high execution standards
✦

Interview Prep

AI-powered insights to help you prepare

Key Skills

Required:
Preferred:

Practice Questions

💡Technical Questions (3)
  • 1.How would you approach running a discovery call with a CFO who is hesitant to switch their company's banking and spend management platform?
  • 2.Walk me through how you would structure a product demo for a growing business that currently uses a legacy bank and separate expense management software.
  • 3.Our platform is a full-stack financial solution, but prospects might just want a basic checking account. How do you expand the scope of the deal to showcase the broader software value?
🎯Behavioral Questions (3)
  • 1.Tell me about a time you had to build a sales process from scratch in an early-stage or ambiguous environment.
  • 2.Describe a situation where you had to sell consultatively to a founder or C-level executive. How did you establish credibility and close the deal?
  • 3.Give me an example of how you partnered with a product or growth team to refine messaging or improve a product based on customer feedback.
🧩Situational Questions (2)
  • 1.You are prospecting into a fast-growing startup that just raised a Series B. The CEO is bullish on their current legacy bank because they have a personal relationship with the banker. How do you get your foot in the door and eventually displace the incumbent?
  • 2.You are the founding AE and the current inbound pipeline is not enough to hit your quarterly target. What is your strategy for generating more opportunities and driving expansion through referrals?

Resume Keywords

Make sure these keywords appear on your resume

Full sales cycleFintechFounding Account ExecutiveConsultative sellingGo-to-marketSpend managementC-level negotiationSeries A/BCross-functional collaborationOutbound prospectingSaaS

Interested in this position? Apply directly on LinkedIn.

Apply on LinkedIn →