Job Application for Finance Systems & AI Solutions Manager at Thumbtack New Finance Systems & AI Solutions Manager Remote, Ontario Apply Thumbtack helps millions of people confidently care for their homes. Thumbtack is the one app you need to take care of and improve your home — from personalized guidance to AI tools and a best-in-class hiring experience. Every day in every county of the U.S., people turn to Thumbtack to complete urgent repairs, seasonal maintenance and bigger improvements. We help homeowners know which projects to do, when to do them and who to hire from our growing community of 300,000 local service businesses. If making an impact inspires you, join us. Imagine what we’ll build together. About the Finance Team Thumbtack's Finance organization is the trusted steward of the business — operating with integrity and objectivity to deliver data-driven insights that enable better decisions, smart tradeoffs, and profitable growth. We partner across the company to ensure the accuracy and transparency of our financial operations while building scalable processes that support Thumbtack's growth. We are also embracing an AI-first approach, rethinking how a modern finance team operates at the intersection of data, technology, and strategic decision-making.
About
the Role As a Finance Systems Senior Manager, you will be the strategist and subject matter expert across Thumbtack’s financial systems ecosystem. You'll lead the strategy and deployment of finance tools, integrations, AI-powered solutions and workflow automation that transform how the finance organization operates and the tech stack it uses, while partnering to improve data architecture and governance. You will also shape how financial planning, forecasting, and reporting are executed at scale by enabling systems and data that drive faster, higher-quality decision-making. You will also drive the deployment of AI solutions across the CFO Org. Your work will directly reduce manual data wrangling, accelerate leadership decision-making, and enable the finance team to operate more strategically.
What you'll do Own the strategy for Finance systems including Adaptive Insights (EPM), NetSuite (ERP), Navan (T&E), Coupa/Ironclad/Omnea (Procurement), Workiva (Fin Rptg & IC), Avalara (Sales Tax), FloQast (Close & Recons), DMS (Escheatment), Carta (Equity), and partner cross-functionally with adjacent system owners. Translate finance workflows (close, FP&A, audit, reporting) into AI-enabled processes: map data flows, identify high-ROI automation opportunities (e.g., variance analysis, reconciliations, anomaly detection). Design and deploy AI-powered finance solutions (forecasting support, reconciliation agents, reporting) that improve accuracy, cycle time, and decision quality. Partner with Internal Tools to drive the configuration and optimization of these Finance systems, and the implementation of successor systems; serve as the interface between Finance and Internal Tools regarding systems roadmap. Serve as the interface between Finance and Data Engineering, ensuring the integrity, completeness, and governance of financial data flowing into planning and reporting systems. Enable leadership decision-making by building scalable reporting infrastructure and self-service analytics that translate financial data into actionable insights for senior stakeholders. In order to be successful, you must bring 10+ years of experience working at the intersection of finance and technology, with hands-on ownership of financial planning, ERP, or related platforms. Experience applying AI automation within finance/accounting workflows (close, FP&A, reporting, controls), not just general-purpose AI use cases. Demonstrated expertise in financial data architecture and how they translate into AI-ready datasets, including ETL processes, data governance, and building reliable data pipelines between source systems and planning tools. Practical understanding of governance frameworks (human-in-the-loop, auditability, SOX compliance). Strong ability to translate business
requirements into functional specifications and system configurations, serving as a bridge between finance stakeholders and technical teams. Track record of delivering reporting and analytics solutions that replace manual, spreadsheet-based processes with scalable, self-service platforms. Excellent cross-functional partnership skills, with experience collaborating across Finance, IT, Data Engineering, and vendor teams to manage a portfolio of systems projects. Strong communication skills with the ability to translate technical concepts for non-technical audiences and develop training materials for system end-users. Expected salary ranges For candidates living in Ontario and British Columbia, the expected salary range for
the role is currently $159,800.00 - $206,800.00. Actual offered salaries will vary and will be based on various factors, such as calibrated job level,
qualifications, skills, competencies, and proficiency for
the role. Note: Thumbtack uses AI tools to support our resume screening process. However, our Recruiting team’s expertise and judgment guide hiring decisions. #LI-Remote Thumbtack embraces diversity. We are proud to be an equal opportunity workplace and do not discriminate on the basis of sex, race, color, age, pregnancy, sexual orientation, gender identity or expression, religion, national origin, ancestry, citizenship, marital status, military or veteran status, genetic information, disability status, or any other characteristic protected by federal, provincial, state, or local law. We also will consider for employment qualified applicants with arrest and conviction records, consistent with applicable law. Thumbtack is committed to working with and providing reasonable accommodation to individuals with disabilities. If you would like to request a reasonable accommodation for a medical condition or disability during any part of the application process, please contact: [email protected] . If you are a California resident, please review information regarding your rights under California privacy laws contained in Thumbtack’s Privacy policy available at https://www.thumbtack.com/privacy/ . We put as much craftsmanship into candidate safety as we do into the hiring experience itself. While scammers may try to impersonate our team, we’ll never ask you for money, banking info, or SSNs during hiring. Check out our blueprint on how to spot the fakes. Apply for this job * indicates a required field First Name * Last Name * Email * Phone Country * Phone * Location (City) * Locate me Resume/CV * Attach Attach Dropbox Google Drive Enter manually Enter manually Accepted file types: pdf, doc, docx, txt, rtf Cover Letter Attach Attach Dropbox Google Drive Enter manually Enter manually Accepted file types: pdf, doc, docx, txt, rtf LinkedIn Profile * Thumbtack currently supports remote work in a number of locations across the United States, Ontario and the Philippines. Using the drop down list below, please select the location you intend to work from. If you are not currently located in or able to work from a location listed below, please select "Location not listed." * Select... Location If you selected "Location not listed" above, please use the text box below to let us know where you intend to work from. Location Will you now or in the future require sponsorship for employment visa status (e.g. H-1B visa status)? * Select... Have you led multi-year finance systems or transformation initiatives with cross-functional impact (Finance, Data, Eng)? * Select... Have you independently defined a roadmap (not just executed) for finance systems or FP&A processes? * Select... Describe one initiative where you set direction (not just delivered) and its business impact. * Have you worked on ambiguous problems with no clear precedent (e.g., new systems, AI in finance)? * Select... Describe how you handled unclear
requirements or conflicting stakeholder needs. * Which best describes your experience building AI-powered products or solutions? * Select... Have you owned and shipped a product or workflow in a highly ambiguous environment with senior stakeholders? * Select... Submit application Powered by Greenhouse
Salary
$159,800 - $206,800
Location
Remote
Experience
10+ years
Investors
Marco Zappacosta
CEO
Jeremy Tunnell
Jonathan Swanson
No applications, no recruiter spam. Just the intro.
A few questions to make sure this role is the right shape for you. Two minutes.
I write the intro, send it to the founder, and handle the back-and-forth.
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.