Constant Contact

Principal Product Manager, Agent-First

Constant Contact$159K — $191K *
US-Anywhere
+ 2 other locationsRemote
Consumer Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in product management, with hands-on experience taking a product from concept to scale.
  • SaaS experience is mandatory; direct experience with SMBs is highly preferred.
  • Fluency in AI technologies, specifically LLMs, with practical experience in production.
  • Demonstrated experience building agentic systems, rather than adding AI features to existing products.
  • Strong understanding of AI UX principles, knowing when AI should be overt or subtle.
  • Metrics-driven mindset that balances quantitative outputs with qualitative insights about user experiences.
  • Customer-focused on small business owners, appreciating their unique challenges and expertise.
  • Action-oriented, favoring iterative development over lengthy planning cycles.

Responsibilities

  • Lead the end-to-end customer-facing AI experience, defining and iterating core product flows.
  • Establish trust in AI products through clear communication of intent and reliable performance.
  • Identify and track key performance metrics that drive user engagement and product effectiveness.
  • Collaborate with cross-functional teams to ensure seamless integration of platform capabilities across products.
  • Define and enforce high standards for AI user experiences, ensuring effectiveness and brand alignment.
  • Incorporate AI into all stages of product development to enhance team efficiency and innovation.
  • Regularly engage with small business owners to gather insights and inform product strategy.
  • Effectively communicate ideas and progress to diverse stakeholders, including executives and engineering teams.

Benefits

  • Flexible hybrid work model allowing for both remote and in-office collaboration.
  • Access to health and welfare benefits, including paid leave.
  • Opportunity to work in a high-trust environment with executive sponsors backing innovative projects.
Full Job Description
Constant Contact has helped millions of small businesses grow for over 30 years. We9re 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.

You9ll be the principal 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. You9ll set the bar for how AI shows up in our product - what it does, what it doesn9t, and how SMB owners learn to trust it.
What you9ll 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 won9t hand over real work to an AI that doesn9t show its reasoning, respect their constraints, or earn trust gradually. You9ll 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. You9ll 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.
Who you are
  • 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. You9ve 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 12 output 12 outcome pyramids and know which qualitative signals dashboards miss.
  • Customer-obsessed about SMB owners specifically. You don9t think SMB customers are dumb because they don9t read documentation. You understand they9re brilliant operators who happen to hate marketing software.
  • Bias toward action. You9d 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 don9t relitigate later.
Nice to haves
  • 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.

#LI-Remote #LI-HK1

The specific salary offered to a candidate may be influenced by a variety of factors including the candidate9s experience, their education and work location. In addition, some roles may be eligible for additional on target commission pay or bonus. The compensation package includes health and welfare benefits including paid leave.

Pay Transparency - All Full Time Employees

$159,500-$191,400 USD

At Constant Contact, we9re 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.

Application Deadline: 30 days. We may fill this job opening prior to the deadline if a candidate is selected by us.

Vision6 Pty Limited is an affiliate of Constant Contact, Inc. and a part of the Constant Contact group of brands.

About Constant Contact

Constant Contact is an email marketing company that provides online marketing tools to small businesses and non-profits. The company was founded in 1995 and is based in Waltham, Massachusetts. Constant Contact offers a variety of services, including email marketing, social media marketing, and event marketing. The company has over 700,000 customers worldwide and is known for its user-friendly platform and excellent customer support.
Learn more about Constant Contact
Size
1,100 employees
Industry
Founded
1998

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