Constant Contact · 2 weeks ago
Principal Product Manager, Agent-First
United States+1 more
Full-time
Remote
Lead/Staff
$160K/yr - $191K/yr
8+ years expConstant Contact is a company dedicated to empowering small businesses and individuals to succeed online. The Principal Product Manager will lead the development of an AI-native product experience, focusing on building trust with users and ensuring effective communication of the AI's capabilities.
Telecom & CommunicationsMarketingLifestyleEmailEmail MarketingEvent ManagementMessagingSocial Media Marketing
Responsibilities
Own the customer-facing AI experience end-to-end. Define the core flows, ship them, instrument them, iterate. The quality of these flows is the product
Make the AI feel trustworthy. Small business owners won't hand over real work to an AI that doesn't show its reasoning, respect their constraints, or earn trust gradually. You'll define how the product communicates intent, surfaces tradeoffs, and graduates customers from supervised to autonomous use
Pick the right leading indicators. Activation, time-to-value, weekly engagement, owner intervention rate, attributed outcomes. Retention is the lagging story — these are the levers. You'll commit to numbers and defend them
Partner across product surfaces. Our customer-facing experience sits on top of shared platform capabilities used by other parts of the business. Coordinate with the PMs and engineers who own those layers to ship fast without creating tax for either side
Be opinionated about AI UX. Decide where LLMs make the product magical and where they make it brittle. Own the eval bar for agent behavior — accuracy, safety, brand tone, customer-appropriateness. Have a strong point of view on when not to use AI
Use AI to build, not just to ship. Make AI-assisted research, prototyping, and iteration default working modes for the team. Move from idea to tested artifact in days, not sprints
Get out of the building. Talk to small business owners weekly. Sit in support tickets. Bring their voice into every roadmap conversation, loudly
Communicate up and across. Pitch the roadmap to executives, jam with engineering on architecture, defend tradeoffs to design, and translate customer pain into requirements that engineers can actually act on
Qualification
Required
8+ years in product, with at least one specific example of 0-to-1 product you took from concept to scale
SaaS experience required; SMB experience strongly preferred
Genuinely AI-fluent. You've shipped LLM-powered features in production
You understand prompt engineering, RAG, evals, and agent architectures well enough to argue with engineers about tradeoffs, and not just hand them a PRD
Direct experience building agentic systems (not just AI features bolted onto existing products)
Sharp on AI UX. You have strong opinions on when AI should be visible vs. invisible, when it should ask permission vs. just act, and the difference between AI that delights and AI that unsettles
Metrics-driven without being metric-blind. You build clear input → output → outcome pyramids and know which qualitative signals dashboards miss
Customer-obsessed about SMB owners specifically. You don't think SMB customers are dumb because they don't read documentation
Bias toward action. You'd rather ship a rough version this week and learn than ship a polished version next quarter and guess
Direct communicator. You give feedback kindly and clearly. You disagree in the room, commit when the call is made, and don't relitigate later
Preferred
Background in SMB SaaS or marketing technology
Familiarity with multi-channel customer engagement
Experience with PLG motions and self-serve onboarding
A point of view on how AI is reshaping SaaS distribution and product design
Benefits
The compensation package includes health and welfare benefits including paid leave.
A generous paid time off policy and a competitive benefits package that supports the health and well-being of you and your family
We have programs in place that bring us together on important issues and provide educational opportunities for all employees.
You’ll have opportunities to grow your career. We encourage and support our team members to learn different aspects of the business, take on stretch assignments, seek coaching opportunities and professional development opportunities.
We’re all about work flexibility and are proud to serve our customers as a hybrid workforce.
Our hybrid work model combines the convenience of remote work with access to our great office locations to collaborate in-person, participate in live trainings, and socialize with colleagues.
Company
Constant Contact
Constant Contact makes digital marketing easy and effective for small businesses and nonprofits across the globe. It is a sub-organization of Endurance International Group.
1001-5000 employees
H1B Sponsorship
Constant Contact has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
5%
Represents job field similar to this job
Product Management
Engineering and Development
Sales
Management and Executive
Customer Service and Support
Creatives and Design
Marketing
Trends of Total Sponsorships
*2026 (4)
2025 (20)
2024 (16)
2023 (16)
2022 (33)
2021 (21)
2020 (27)
Funding
Current Stage
Public CompanyTotal Funding
$423.16MKey Investors
Clearlake Capital GroupClearlake Capital Group,Siris Capital GroupGreylock
2025-10-07Private Equity
2021-02-11Private Equity· $400M
2015-11-02Acquired
Leadership Team
Frank Vella
Chief Executive Officer
David Johnson
VP, Chief Information Security Officer (CISO)
Recent News
cfaboston.org
2026-08-11
Small Business Trends
2026-08-04
Company data provided by crunchbase