Entreprise Account Executive

Outsiders Fund; San Francisco (CA); On-site; USD 150,000 - 180,000; Full time

Benefits offered by this job

Equity

Base salary

Commission

OTE

Healthcare

One Medical membership

Commuter benefits

401(k)

Learning budget

Unlimited AI usages

Visa sponsorship

On-site culture

Snacks & events

Job summary

DualEntry in San Francisco is seeking an experienced enterprise sales leader to own the full cycle from prospecting to close on complex deals with multiple buyers. You will apply MEDDPICC, coordinate across finance, IT, security and executives, and partner with BDRs to build strong pipelines while influencing GTM strategy.

We expect 7+ years in sales with track records in enterprise cycles, a startup mindset, and a willingness to take radical ownership over deals and processes.

Qualifications

• 7+ years in sales with 5+ years closing enterprise deals.
• Fluency with MEDDPICC or similar frameworks.
• Experience selling to finance, accounting, or ERP buyers.
• Startup experience with process-building mindset.
• Entrepreneurial ownership over deals and processes.

Responsibilities

• Own the full enterprise sales cycle from prospecting through close.
• Build multi-thread relationships across finance, IT, security, and executives.
• Run deals using MEDDPICC or equivalent framework.
• Navigate procurement, security reviews, and legal negotiations.
• Forecast and manage pipeline for your book of business.

Skills

MEDDPICC

Enterprise sales

Multi-stakeholder deals

Finance/ERP sales

Startup experience

Ownership mindset

Job description

About DualEntry

DualEntry is building the OS for finance.

Every business needs a financial system of record, yet the world's largest fintech market ($220B+) still runs on software from the 1990s. DualEntry's AI-native ERP automates accounting from data entry to close, so finance teams move faster, spend less and incur less risk.

In just 2 years we've raised $100M+ from Lightspeed, Khosla Ventures, Contrary and Google Ventures and earned the trust of customers from $5M ARR to publicly traded companies.

We hire outliers - people who have achieved difficult things, in their careers or beyond. You'll find leaders, colleagues who've competed at the highest levels of sport, performed on Broadway, trained with UFC champions and founded the country’s largest Python community.

Why This Role Matters Now

Where You'll Create Impact

• Own the full enterprise sales cycle: prospecting through close, on complex deals multiple economic buyers

• Multi-thread every opportunity: build relationships across finance, IT, security, and executive sponsors

• Run deals with MEDDPICC or an equivalent framework

• Manage internal teams through complex, multi-stakeholder sales processes

• Navigate procurement, security reviews, and legal negotiations to close

• Partner with BDRs to develop and prioritize enterprise pipeline

• Identify target personas within top accounts and customize outreach to build pipeline

• Build the playbook: talk tracks, battlecards, and the deal patterns others on the team will run

• Own forecasting and pipeline accuracy for your book of business

• Have real influence on GTM strategy and the product roadmap, working directly with founders

What sets you up for success

• 7+ years in sales, with 5+ years as an individual contributor closing enterprise deals ($100K+ ACV, multi-stakeholder, 6+ month cycles)

• Fluency in a formal sales methodology (MEDDPICC, MEDDIC, Command of the Message, or similar) and a track record of applying it to win complex deals

• Experience selling into finance, accounting, or ERP buyers a plus

• You have sold at early-stage startups, building process rather than inheriting it

• Open to non-traditional backgrounds with finance or accounting experience

• An entrepreneurial mindset and willingness to take radical ownership over deals and process

Why You’ll Thrive Here

• Significant equity ownership in one of the top AI companies in the world

• You’re joining early and will grow with DualEntry

• Your feedback shapes the product directly

• High-speed, high-trust environment with high expectations

Meet the team

• Sam Bush closed his first deal 28 days after his start date

• Andy Woods, Head of Product: under his leadership the team shipped 29 projects and 325+ features in a single cycle, rebuilt bank connections and reporting infrastructure, and launched an AI accounting copilot. Kicked off DualEntry's Ctrl+AI series, walking the company through how we think about building AI-native workflows.

• David Ryan closed 160% of his quota in his first quarter and was promoted to Sales Manager

Compensation & Benefits

• Equity: $40,000 - $55,000

• Base Salary: $150,000 - $180,000

• Commission: $150,000 - $180,000 (uncapped)

• OTE: $300,000 - $360,000

• Full medical, dental & vision insurance coverage

• One Medical annual membership

• Commuter benefits

• 401(k) benefits

• Learning & development budget for courses, certifications, and language learning

• Unlimited AI token usage

• AI skills development and enablement

• Visa and permanent residence sponsorship

• On-site team culture - high collaboration, no bureaucracy

• In-office perks: snacks, drinks, team events and more

David Ryan, Sales Manager at DualEntry