Constant Contact
PrincipalProductManager,Agent-First
Neural analysis suggests this role is
optimal for Senior candidates.
“Principal Product Manager, Agent-First at Constant Contact. Skills: AI-native product experience, Agentic systems, AI UX. Own customer-facing AI experience. Define core flows”
What You'll Achieve.
Ship fast without creating tax
Industry & Context.
Root cause analysis
What They're Looking For.
Must Have
8+ years in product, 0-to-1 product concept to scale, Shipped LLM-powered features, Direct experience building agentic systems, Customer-obsessed about SMB owners
Nice to Have
SMB experience, Background in SMB SaaS, Familiarity with multi-channel customer engagement, Experience with PLG motions, Experience with self-serve onboarding, Point of view on AI reshaping SaaS
What You'll Do.
Own customer-facing AI experience
Make AI feel trustworthy
Define product communication intent
Define product surfacing tradeoffs
Define product customer graduation
Pick leading indicators
Partner across product surfaces
Coordinate with engineers
Be opinionated about AI UX
Decide where LLMs make product magical
Decide where LLMs make product brittle
Own eval bar for agent behavior
Have point of view on not using AI
Make AI-assisted research default
Make AI-assisted prototyping default
Make AI-assisted iteration default
Move from idea to artifact
Talk to small business owners
Sit in support tickets
Bring customer voice into roadmap
Communicate up and across
Pitch roadmap to executives
Jam with engineering on architecture
Defend tradeoffs to design
Translate customer pain into requirements
How You'll Work.
Team & Collaboration
Cross-functional reach; Coordinate with PMs; Coordinate with engineers; Jam with engineering; Defend tradeoffs to design
Communication Scope
Pitch roadmap; Translate customer pain
Process & Methodology
Roadmap planning
Full Job Description
At Constant Contact, we are seriously awesome people who take ownership and make an impact by operating with the mindset, integrity and courage of a small business owner. There’s something so profoundly rewarding about knowing that your work is empowering people everywhere to pursue their dreams. Here, we all play an integral part in helping business owners, entrepreneurs, non-profits and individuals to succeed by giving them all the help and tools they need to grow online. We’re energized by new challenges and new possibilities-and we’re just getting started! Constant Contact has helped millions of small businesses grow for over 30 years. We're now investing heavily in the next chapter — an AI-native product experience that does more of the work for our customers, across more of the channels they care about. This role leads product for our flagship customer-facing AI experience, with cross-functional reach into the platform capabilities that power it. You'll be the senior product leader on a small, high-trust team building something new. Executive sponsorship is real, the ambition is high, and the surface area is large. You'll set the bar for how AI shows up in our product — what it does, what it doesn't, and how SMB owners learn to trust it. What you'll do 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 custo
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