Constant Contact

PrincipalProductManager,Agent-First

$225–325k ~AI est. Waltham, Massachusetts, United States
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Senior candidates.

The Brief

“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.

Problems you'll solve

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

Free ATS check

Applying for this Principal Product Manager, Agent-First role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

How to Apply on Greenhouse

  • Create a Greenhouse profile before applying — it saves time across multiple applications.
  • Upload your resume as a PDF; the parser handles it better than Word.
  • Answer all knockout questions carefully — wrong answers auto-reject before a human sees you.
  • Enable email notifications to track application status in real time.

ANONYMOUS · UNFILTERED

What do employees actually say about Constant Contact?

Real rants from real employees. Read before you apply.

Read Company Rants →