Full-Time

Account Executive

Puzzle.io

Puzzle.io

51-200 employees

SaaS financial management with AI automation

Compensation Overview

$125k - $150k/yr

+ Commission

Company Does Not Provide H1B Sponsorship

Remote in USA + 1 more

More locations: Remote in Canada

Remote

Category
Sales & Account Management (1)
Required Skills
Hubspot
Salesforce
Requirements
  • 2+ years experience as an Account Executive in SaaS sales in high-velocity, transactional, or product-led growth environments, preferably in fintech or accounting, with a proven record of meeting or exceeding quota
  • Startup experience: ability to thrive in a fast-paced environment, while working cross-functionally and taking on substantial ownership
  • Inside sales skills: skilled in handling high call volumes of 40+ calls per day and engaging effectively with potential customers over calls, emails, and demos
  • Process and results-oriented: ability to optimize and adapt sales approaches, with a focus on repeatable processes and results
  • Strong communication and objection handling: able to clearly articulate product benefits, build rapport, and handle customer objections professionally
  • Basic accounting and startup knowledge (strongly preferred): familiarity with accounting/bookkeeping basics and understanding of the challenges faced by startups and small businesses
  • Experience with CRM and sales technology platforms: experience leveraging CRM (Salesforce or HubSpot) and other sales technology tools like sequencing platforms (Apollo, Outreach, etc.)
Responsibilities
  • Own and manage a high velocity sales funnel by efficiently managing a pipeline of leads and trials through the funnel
  • Manage the full sales cycle—from prospecting, to qualification, to close—ensuring a seamless customer journey and handoff to Customer Success
  • Understand customer pain points and communicate Puzzle.io’s value, particularly to startup founders and small businesses with limited accounting expertise
  • Maintain detailed records in the CRM, analyzing sales metrics to refine sales strategies and report on success metrics to stakeholders
  • Work cross-functionally with all go-to-market teams, including Product and Growth Marketing, Customer Success, and Partnerships, to align strategies and develop and execute revenue growth initiatives

Puzzle.io provides a subscription-based financial management platform for startups, offering automated, real-time accounting and financial reporting. It uses AI to automate data entry and ensure accuracy, and features real-time financial statements, key metrics, and guided revenue recognition. A one-click tax package simplifies tax preparation, and integrations with Stripe and Brex enable seamless data flow. The platform also connects users with experienced tax experts and includes a spotlight tool to highlight changes in financial data for easy tracking. Puzzle.io aims to save startups time and money by delivering accurate, up-to-date financials and easier tax compliance, helping early-stage companies manage their finances more efficiently and scale.

Company Size

51-200

Company Stage

Late Stage VC

Total Funding

$50M

Headquarters

San Francisco, California

Founded

2019

Simplify Jobs

Simplify's Take

What believers are saying

  • Accounting firms like Decimal partner with Puzzle for efficiency gains.
  • AI automates 85-95% of tasks, accelerating month-end closes by 50%.
  • $45M funding fuels AI-powered accounting expansion since 2019 launch.

What critics are saying

  • Intuit QuickBooks dominates 80% market, eroding Puzzle's share in 6-12 months.
  • Ramp's 2026 AI module steals integrations, slashing Puzzle's volume 40%.
  • OpenAI's 2026 API lets Xero commoditize Puzzle's tech in 12-24 months.

What makes Puzzle.io unique

  • Puzzle rebuilds general ledger from scratch for AI-native accrual automation.
  • Simultaneously supports cash and accrual accounting without spreadsheets.
  • Integrates natively with Stripe, Brex, Ramp, Mercury, and Gusto.

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Your Connections

People at Puzzle.io who can refer or advise you

Benefits

Remote Work Options

Growth & Insights and Company News

Headcount

6 month growth

-3%

1 year growth

0%

2 year growth

1%
Puzzle
May 21st, 2025
Puzzle + Joiin: Multi-Entity Reporting Without the ERP Headache

That's why Puzzle Financial Inc. has partnered with Joiin to solve the multi-entity reporting challenge.

Puzzle
Feb 26th, 2025
Introducing Smart Accounting Policies For Accountants

Puzzle, the accounting and finance platform built for the AI era, is introducing their next-generation accrual automation solution, designed to make the work of accountants easier and more enjoyable.

Puzzle
Feb 5th, 2025
Why Decimal Chose Puzzle as Their AI-Native General Ledger Partner

Decimal, a leading modern accounting firm, partnered with Puzzle to complete their vision of being one of North America's most efficient accounting firms.

VentureBeat
Nov 14th, 2024
This Startup’S Ai Platform Could Replace 90% Of Your Accounting Tasks—Here’S How

Join our daily and weekly newsletters for the latest updates and exclusive content on industry-leading AI coverage. Learn More. Puzzle, a San Francisco-based fintech startup, has launched an AI-powered accounting platform designed to automate up to 90% of routine tasks, allowing accountants to focus on more strategic work. In an exclusive interview with VentureBeat, Puzzle CEO Sasha Orloff outlined how the company’s new general ledger software integrates complex accounting policies directly into the platform, aiming to eliminate the need for manual spreadsheet processes.“What we’re launching now is effectively taking the general ledger, the backbone of accounting, and bringing complicated accounting logic from spreadsheets into the core accounting software,” Orloff said.The platform supports both cash and accrual accounting, offering a solution for businesses of all sizes. Orloff emphasized that the system is designed to provide real-time, accurate accounting tailored to the increasing demands of today’s fast-paced business environment, especially as the accounting industry faces a shortage of talent and growing workloads.Automating complex accounting tasks with Puzzle’s AI general ledgerPuzzle’s platform addresses the challenges of manual accounting by automating processes like revenue recognition, asset depreciation, and prepaid expenses. Traditionally, these tasks require spreadsheets, which must then be reconciled with accounting software such as QuickBooks.“In QuickBooks, you typically have to calculate things like revenue recognition, fixed assets, and prepaid expenses manually in spreadsheets,” Orloff explained

VentureBeat
May 6th, 2024
Puzzle Leverages Ai And Machine Learning To Automate Accounting For Startups

Discover how companies are responsibly integrating AI in production. This invite-only event in SF will explore the intersection of technology and business. Find out how you can attend here. Accounting, a critical-yet-often-cumbersome aspect of running a business, is getting a major overhaul thanks to artificial intelligence. Sasha Orloff, cofounder and CEO of Puzzle, is leading the charge to transform how startups handle their finances by leveraging bleeding-edge AI and machine learning technologies.“Accounting is something you have to get right — it’s 100%, or [it’s] zero,” said Orloff in a recent interview with VentureBeat. “It’s like going to Mars: if you get 95% of the way to Mars, it doesn’t really matter