Lead Product Manager, SaaS, AI Agent

🕒 August 4

🏄 California, Illinois, +3 more states – Remote

🏄 California – Remote 🌽 Illinois – Remote 🏖️ New Jersey – Remote 🌲 North Carolina – Remote 🤠 Texas – Remote

💵 $150k - $200k / year

⏰ Full Time

🟠 Senior

✅ Product Manager

👻 Ghost score 27%

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CWILL

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2014

☁️ SaaS

🛍️ eCommerce

📣 Marketing

SaaS • eCommerce • Marketing

CWILL is a post-purchase and customer retention software suite built for Shopify and DTC brands. It offers apps for order tracking, returns & exchanges, shipping protection, loyalty & referrals, product reviews, pop-up & email marketing, AI-powered features (post-purchase upsells, AI exchanges, review summarization, AI-assisted support), and business intelligence. CWILL's products aim to reduce WISMO (where is my order) support tickets, recover lost revenue from returns, increase customer lifetime value, and drive repeat purchases. The suite integrates tracking, returns, reviews, loyalty, and support data, and emphasizes real-time tracking updates, exchange/store credit workflows, opt-in shipping protection, loyalty programs with VIP tiers and referrals, and conversion-focused tracking pages. CWILL is focused on Shopify & DTC merchants, with claims of 30,000+ brands, Shopify certification, and a high app store rating.

📋 Description

• Conduct customer discovery with US mid-market Shopify merchants • Work with Sales and Customer Success to validate use cases with lighthouse customers • Design end-to-end customer journeys spanning multiple products • Own the unified platform experience, including information architecture, navigation, and cross-product workflow design • Define AI Agent behavior, human review requirements, permissions, approval flows, error handling, and escalation logic • Design onboarding experiences for AI features and define measurable task-success criteria • Communicate platform capability requirements to engineering • Own platform packaging and pricing decisions • Define the Lighthouse Customer program and expansion ARR playbook • Partner with Sales and Customer Success to drive cross-product attach rate • Co-own prioritization decisions with Platform Engineering • Create clear written specifications and document decisions across time zones • Report directly to the CEO

🎯 Requirements

• 5–8 years of product experience, with 2+ years building AI or LLM-powered products from 0 to 1 • Background in B2B SaaS, ideally multi-product customer platforms • Proven ability to conduct customer discovery, talk to merchants, run pilots, and turn ambiguous feedback into a clear roadmap • Fluency in AI application product design, including agent task definition, tool calling, human-in-the-loop flows, trust, and explainability • Ability to work across time zones with a distributed engineering team • Strong written communication skills to reduce coordination overhead • Heavy use of AI tools such as GPT, Claude, or Gemini • Experience in the Shopify / DTC ecommerce ecosystem is nice to have • Seller perspective is nice to have • MarTech or post-purchase SaaS background is nice to have • End-to-end B2B AI Agent product launch experience is nice to have

🏖️ Benefits

• 401(k) • PTO • Paid Holidays • Insurance