DualEntry — VP of Sales

DualEntry — VP of Sales

Type: Full-time | On-site | New York City, NY (7 World Trade Center, 5 days/week) Compensation: $250,000–$350,000 base ($400,000–$500,000 OTE, 50/50 split) + $85,000–$115,000 equity Hiring count: 1 Visa sponsorship: None available Reports to: Founders

About DualEntry

Founded in 2024, DualEntry builds an AI-native ERP that lets accounting teams automate away manual data-entry work. It targets one of the largest fintech markets in the world — ERP, $220B+ annually — which has seen no meaningful new entrants in 30+ years while tens of thousands of companies still run 1990s on-premise systems. Customers today range from $5M-ARR businesses to NYSE-listed companies.

Founded: 2024 | Team size: 51–200 (Series A) | Total funding: $100M+ (raised in ~18 months since launch) Backers: Lightspeed Venture Partners, Khosla Ventures, Contrary Ventures, Google Ventures, plus 20+ angels Team pedigree: Ramp, Meta, Microsoft, Lyft, PwC, Deloitte, JP Morgan, Bloomberg, Sage, Xero, Intuit Industry: FinTech / AI-native ERP Website: dualentry.com Office: New York City — 7 World Trade Center

Why Candidates Should Join

• Category timing: A $220B+ market with no serious new entrant in 30+ years, incumbents stuck on 1990s tech, and an AI-native product already trusted by companies from $5M ARR up to NYSE-listed.
• Traction + backing: $100M+ raised in ~18 months from Lightspeed, Khosla, Contrary, and Google Ventures; team drawn from Ramp, Meta, Microsoft, PwC, Deloitte, JP Morgan, and the accounting-software incumbents.
• Founder-facing ownership: Build the revenue engine from the ground up — own the full motion, report directly to the founders, and scale the team (roughly 5 AEs today to 15+ over the coming year).
• Comp + upside: $400K–$500K OTE (50/50), $85K–$115K equity, full benefits, and relocation support.

Intake Call Summary

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The Role

Build and lead DualEntry's revenue engine: a hands-on, strategic player-coach seat that closes high-value deals while hiring, coaching, and scaling the sales team as the company expands into multiple markets. Intense, full-ownership role — the expectation is to raise the bar, not maintain an existing function.

What You'll Be Doing

• Own the full sales motion from early discovery to signed contract
• Lead complex, multi-stakeholder sales cycles with CFOs and finance leaders
• Hire, coach, and manage the sales team; build a culture of high standards, accountability, and continuous improvement
• Work with founders, marketing, and product to refine messaging and shape how DualEntry sells
• Design the sales playbook and processes that support scalable growth
• Build the outbound motion alongside the existing inbound-dominant pipeline

Requirements

• 8+ years B2B SaaS sales, prior team leadership
• Prior 0-to-1 startup experience required
• ERP, accounting, or financial systems product experience
• Mid-market focus, not enterprise-only
• Hands-on player-coach
• NYC 5 days in office, 7 World Trade Center

Green Flags

• Prior VP of Sales or Director of Sales at a high-growth fintech, ERP, or accounting-adjacent startup where they grew the team and revenue from single digits to $15M-$25M+ ARR. Direct match for DualEntry's seat shape.
• CPA, Big 4 audit, or accounting undergraduate background that pivoted into B2B SaaS sales.
• Built a sales team and motion from 0-to-1 at a Series A or B startup. Has hired the first 10+ AEs, designed comp plans, written playbooks, and built forecasting.
• Has sold complex fintech or accounting products to CFOs and finance leaders. Comfortable with multi-stakeholder sales cycles involving finance, IT, and operations.
• Has built outbound motion on top of an inbound-dominant base. Understands the transition DualEntry is making.

Red Flags

• Legacy ERP executive (Oracle, NetSuite, SAP, Sage, Workday) without startup adaptation.
• Enterprise-only sales background.
• Career manager without hands-on selling. The seat is player-coach, not pure leadership.
• Pure horizontal SaaS background without finance, accounting, or fintech adjacency.
• Cannot or will not work 5 days a week at 7 World Trade Center.

Full Must-Have / Nice-to-Have (role body — supplementary detail)

The three cards above are the canonical scoring criteria. The role body adds this fuller detail for sourcing:

Must-Have

• Hardcore work ethic and high agency
• 8+ years of experience in B2B SaaS sales
• Experience leading and managing high-performing sales teams
• Experience selling ERP, accounting, or financial systems to mid-market or enterprise companies
• Comfortable selling to CFOs and finance leaders and managing multi-stakeholder sales cycles
• Strong operator who can build sales structure, forecasting, and process
• Hands-on player-coach who can both close deals and develop people
• Prior 0-to-1 startup experience — has grown a team and revenue at a startup, not just managed an existing function
• Track record of growing revenue from single digits to $15M–$25M+ ARR
• Mid-market sales focus (not enterprise-only)
• Based in NYC or commutable distance; 5 days/week at 7 World Trade Center

Nice-to-Have

• Strong preference for an accounting or audit background (CPA or Big 4 experience is a major plus per the founder)
• Prior experience at a fintech selling into the office of the CFO
• Prior experience transitioning a sales motion from 100% inbound to outbound + inbound
• Prior experience building solutions, consulting, or BDR functions

Role Details

Salary$250,000–$350,000 baseOTE$400,000–$500,000 (50/50 split)

Equity$85,000–$115,000

On-site policy On-site, 5 days/week — 7 World Trade Center, NYC

Visa sponsorship None available

Employment type Full-time

Location New York City, NY

Other benefits15 PTO days + 12 public holidays · medical/dental/vision · commuter benefits · 401k · relocation covered

Required Candidate Q&A (Contrario submission form)

These are extra questions on the Contrario submission form beyond the standard Additional Notes field — not on-call screening questions. No separate call-only Screening Questions block was present on the role page.

• Please share your LinkedIn profile
• What is your current location
• This role requires working onsite 5 days a week. Are you comfortable with this requirement?
• We believe it takes great input to build a great product, faster than our competition. Are you willing to work hard and work (most) weekends? We understand this is not for everyone / every stage of career and want to be transparent upfront.

Interview Process

Stage 1 — Pending Approval — Candidates awaiting initial approval. Stage 2 — Val Pre Screen (30 min) Stage 3 — Nikki Pre Screen (30 min) Stage 4 — Woosung Interview (20 min) Stage 5 — Santi Interview (30 min) Stage 6 — Ben Interview (30 min) Stage 7 — Final Panel — Ben & Santi (60 min) Stage 8 — References Stage 9 — Offer Stage 10 — Hired — Candidate accepts and starts.

Ideal Candidate Profiles — DO NOT CONTACT

For reference only — do not source these specific profiles.

• Lukas Effman — LinkedIn URL not captured (page showed only LinkedIn icon buttons, no hrefs)
• David Sukhraj — LinkedIn URL not captured
• Robert Williams — LinkedIn URL not captured

If you want the LinkedIn links, right-click each card's LinkedIn icon Copy link, or re-copy the outerHTML with the links resolved, and I'll add them.

Ideal Companies & Backgrounds

No dedicated "Ideal Companies" card was present on the role page. The named companies above (Ramp, Meta, Microsoft, Lyft, PwC, Deloitte, JP Morgan, Bloomberg, Sage, Xero, Intuit) are the DualEntry team's pedigree, not a sourcing target list — treat accordingly.