At Pilot, we're all about startups. They're our bread and butter, and we're proud to be one ourselves. Now, we're ready to take our winning product to the broader SMB market. To succeed, we need to refine and expand how we connect with our audience—and paid advertising is key to that growth.

As Pilot's Senior Marketing Manager, Paid Advertising, you’ll own and scale our performance marketing strategy across key channels. Your mission? To generate high-quality leads, maximize ROI, and build campaigns that resonate with our target audiences. If you’re a hands-on marketer who thrives on data, experimentation, and driving results, we want to hear from you.

Success in this role means:

Owning our paid advertising strategy and delivering measurable results that support growth goals.
Managing and optimizing campaigns to maximize lead quality, engagement, and efficiency.
Partnering with cross-functional teams to ensure alignment across all customer acquisition efforts.

Key Responsibilities

Own Paid Media Strategy: Develop and execute a comprehensive paid advertising strategy across platforms like Google and Bing Ads, LinkedIn, Meta and Reddit to drive leads and revenue.
Campaign Management & Optimization: Launch, monitor, and optimize campaigns to hit performance goals, staying within budget and maximizing ROI.
Audience Segmentation: Leverage data to build precise audience targeting strategies, including segmentation and retargeting.
Collaboration: Work cross-functionally to build and iterate on campaigns and enable teams within Marketing to leverage your channels to meet segment specific goals.
Experimentation: Test new channels, ad formats, and approaches to stay ahead of trends and uncover opportunities for growth.
Budget Management: Manage a 7-figure annual budget efficiently, hitting or exceeding targets by continuously optimizing channel and campaign allocations.
Performance Analysis: Track, analyze, and report on campaign performance, using insights to refine strategies and share results with key stakeholders.

About You

Have 8+ years of hands-on experience in performance marketing (experience with SMBs, services or SaaS is preferred). Agency experience is welcome but you need to have in-house experience too.
Strong ownership mindset: motivated by the idea of owning a number, and are not afraid to step up to big challenges.
Extensive hands-on experience with platforms such as Google Ads (including Search, Display, YouTube, PMax), Meta Ads Manager (Facebook & Instagram), LinkedIn Ads, Microsoft Advertising (Bing Ads). Familiarity with tools like Google Tag Manager, Looker, Marketo, and Google Analytics (GA4).
You have the ability to analyze data to uncover insights, in SQL or Excel, in order to optimize performance towards your goals.
Experience using bid management and campaign automation tools. Familiarity with scripts to automate common tasks in Google Ads or using tools like Zapier for workflow automation.
You’re as comfortable setting high-level strategy as you are discovering keywords and writing ad copy.
A team player who knows how to align cross-functional efforts and communicate effectively.
You have a bias to action, trying new thing and will do whatever it takes to get your projects over the finish line.

Join us and help build a marketing machine that will scale Pilot to $100M ARR and beyond!

About Pilot

Pilot launched in 2017 to bring the back office into the modern era. Pilot provides small businesses with dedicated finance experts - which Pilot hires as full-time, U.S.-based employees - who learn the ins-and-outs of their business. Pilot integrates directly with the billing, banking, expense, and payroll systems customers already use. With a special blend of custom software and expert bookkeepers, Pilot delivers accurate, consistent bookkeeping and financial management and tax services that give entrepreneurs the freedom to focus on their business.

Pilot has over 1,000 customers and has raised over $170 million in financing from Sequoia, Index Ventures, Stripe, Bezos Expeditions, and Whale Rock. Our investors also include a long list of world-class entrepreneurs, including Patrick and John Collison, Drew Houston, and Diane Greene. Our most recent funding round doubled our valuation to $1.2 billion – Meet Fintech’s Newest Unicorn.

Why Pilot?

We invest in our employees’ development and happiness because our employees are the keys to our success and ensuring happy customers
The opportunity to join a seasoned founding team that has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox).
Flexible vacation/time-off policy
All federal holidays are observed
Competitive benefits package including wellness benefits such as Modern Health, Headscape, One Medical, Aaptiv and Rightway
Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks
401(k) plan

The base pay range target for the role seniority described in this job description is $127,000 - $215,000 in most remote locations, and between $159,000 - $215,000 in San Francisco, CA and New York City, NY. Final offer amounts depend on multiple factors such as candidate experience and expertise, geographic location, total compensation, and market data. In addition to cash pay, full-time regular positions are eligible for equity, 401(k), health benefits, and other benefits; some of these benefits may be available for part-time or temporary positions.

Pilot commits to provide a work environment free of discrimination and harassment, as well as equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. You may view all of Pilot’s recruiting notices here, including our EEO policy, recruitment agency policy, recruitment scam notice, and important E-Verify information. You may view our job candidate privacy policy here.

Sr. Marketing Manager, Paid Advertising