Puzzle · 2 days ago
Senior Product Manager, AI
United States
Full-time
Remote
Senior Level
$167K/yr - $189K/yr
7+ years expPuzzle.io is fundamentally reimagining how modern businesses understand and run their finances through innovative accounting software. They are seeking a senior, AI-focused Product Manager to own and lead the development of AI capabilities that enhance customer experiences and streamline operations.
Financial Services
No H1B
U.S. Citizen Only
Responsibilities
Define Puzzle’s AI product strategy and roadmap- from prompt-based experiences to more agentic, end-to-end workflows
Be a thoughtful voice on where AI adds real value (vs. automation or deterministic systems)
Act as an internal AI champion, helping the company level up how it thinks about and uses AI
Partner with Engineering and Design to ship AI capabilities that meaningfully reduce manual work and unlock new customer value
Go beyond 'time savings' to outcomes that help customers grow revenue and rethink how work gets done
Synthesize input from customers, data, engineering, and leadership to make confident product decisions
Navigate ambiguity as technology and customer needs evolve
Work cross-functionally with GTM teams to position, launch, and iterate on AI features
Lead through strong product thinking, technical fluency, and clear communication
Mentor other PMs and help shape Puzzle’s product practices around AI
Qualification
Required
7+ years in product management, ideally in B2B SaaS (fintech a strong plus)
Comfortable owning complex, technical product areas or building net-new products from scratch
Experienced partnering closely with engineering; technical or engineering background is a bonus
Commercially minded. Focused on delivering real, measurable impact for customers and the business- not just building features that look cool on paper
Solid understanding of what AI is (and isn't), including how it differs from traditional ML and automation
Regular user of AI tools, with hands-on experience experimenting, prototyping, and using AI in your business and personal life
Loves exploring new ideas, tools, and approaches beyond what's required
Known for making thoughtful decisions and standing behind them, even with incomplete information
Comfortable navigating ambiguity in a fast-moving startup environment
Clear, persuasive communicator who can bridge technical and non-technical audiences
Preferred
Experience building products for accounting or finance teams
Exposure to revenue-driving product initiatives
Familiarity with agentic workflows, copilots, or AI-first UX patterns
Benefits
Competitive base pay and meaningful equity
100% paid employee health, dental, and vision plans (U.S. & Canada vary)
10 observed holidays and a flexible PTO policy
$1,000 home office budget
$2,400 co-working budget
$600 learning & development budget
401(k)
And more
Company
Puzzle
Puzzle generates more accurate accounting in 20-50% less time than Quickbooks.
51-200 employees
Funding
Current Stage
Growth StageTotal Funding
$45.25MKey Investors
S32,XYZ Venture CapitalGeneral Catalyst
2023-11-15Series A· $30M
2023-02-16Series A· $15M
2021-04-01Seed
Leadership Team
Sasha Orloff
Cofounder & CEO
John Cwikla
CTO & Cofounder
Recent News
generalcatalyst.com
2024-12-27
Company data provided by crunchbase