Nov 2025 – Present · 5 mos · New York, New York, United States · Remote

• Solving home affordability in the United States and Canada.
• Your dream home, half the price. Cedar buys the land to slash your home price by up to 65%, with the freedom to own it all later.

Oct 2025 – Present · 6 mos · Toronto, Ontario, Canada · Hybrid

• Tre'dish is Canada's first AI-powered wholesale-to-consumer grocery platform. Designed to eliminate middlemen and retail markups, Tre'dish delivers fresh, affordable groceries directly to households.

Aug 2025 – Present · 8 mos · San Francisco Bay Area · Remote

• Amplifier Health gives clinicians a voice AI tool that detects behavioral health issues like cognitive decline early, personalizes treatment, and enables remote monitoring.

Aug 2025 – Jan 2026 · 5 mos · Vancouver, British Columbia, Canada · Remote

• Technology to power zero-waste packaging at college campuses, hospitals & more.

Jul 2025 – Oct 2025 · 3 mos · Vancouver, British Columbia, Canada · Remote

• Turn your mortgage database into deals - automatically. Send personalized homeownership reports that engage clients and generate repeat business on autopilot.

Jun 2025 – Present · 10 mos · Dallas, Texas, United States · Remote

• Mercator.ai is the fastest, most accurate way for General Contractors and Construction Service Providers to spot early, viable projects.
• Our AI engine delivers 100% coverage of public & private opportunities from concept to completion.

Apr 2025 – Jun 2025 · 2 mos · Dallas, Texas, United States · Remote

Mar 2025 – Present · 1 yr 1 mo · Toronto, Ontario, Canada

• SingleKey delivers AI risk scoring, tenant screening, and rent guarantees for 150k+ landlords and 750k+ tenants in North America.

Nov 2021 – Present · 4 yrs 5 mos · Toronto, Ontario, Canada

Mar 2025 – Jun 2025 · 3 mos · Toronto, Ontario, Canada · Hybrid

• 1) SEO/AEO strategy, 2) Media Buying consulting

Feb 2025 – Present · 1 yr 2 mos · Toronto, Ontario, Canada

• Simple Ventures is a venture studio building the next generation of great Canadian-founded companies.
• Backed by 30+ renowned Canadian entrepreneurs, like Michael Katchen (Wealthsimple), Joanna Griffiths (Knix), Harley Finkelstein (Shopify), and Mike Murchison (Ada), we bring together ideas, capital, and talent to create ventures from 0 to 1.

Jul 2023 – Feb 2025 · 1 yr 7 mos · Toronto, Ontario, Canada

• Leading new company validation and enabling portfolio go-to-market.

Feb 2023 – Jul 2023 · 5 mos · Toronto, Ontario, Canada

• Running tests to validate startup concepts. 🔬

Feb 2025 – Present · 1 yr 2 mos · Canada · Remote

• World-class growth marketing for founders & innovators. 👨‍🚀
• Our first cohort of partners includes Float, AssistIQ, Cedar, Tre'dish, SingleKey, Mercator.ai, Argo Digital Gold, Ownwell.ca, Reusables.com, and Amplifier Health.

Jul 2023 – Dec 2024 · 1 yr 5 mos · Toronto, Ontario, Canada

• Serving OutPoint as an advisor after exiting via M&A to a scaled marketing services holding company in H1 2023. The technology and team remain in place today (now branded Podium by SaltXC).
• In our first year of commercial operations (2022), we raised $1.7M from top-tier investors in the US, the UK, and Canada, built a great team/product, and grew to hundreds of thousands in high-margin ARR. We served 15+ high-growth B2C brands like Princess Polly, Partake, Pela, Lomi, Clearly, and Boathouse and modeled hundreds of millions of dollars of ad spend.

Jan 2021 – Jul 2023 · 2 yrs 6 mos · Toronto, Ontario, Canada

• OutPoint is an AI-powered media mix modeling (MMM) SaaS platform enabling high-growth B2C brands to grow revenue and reduce wasted spend.
• OutPoint’s predictive models recommend how much to dial-up or dial-down ad spend across channels and offer a data-driven roadmap for unlocking efficient growth.
• Backed by Tuesday Capital (fka TechCrunch’s CrunchFund), MGV, Mistral Venture Partners and Entrepreneur First, plus senior leaders from Ada, Affirm, Meta, Shopify, Wealthsimple, and Clearco.
• outpoint.app | rob@outpoint.app

Jan 2020 – Jan 2020 · 0 mo · Toronto, Ontario, Canada

• Entrepreneur First invests in exceptional individuals to build startups from scratch.
• Incubated and launched OutPoint, an automated media mix modeling SaaS platform.
• We’re backed by some of the world's best tech founders and company builders, including Patrick and John Collison (Stripe); Reid Hoffman (LinkedIn), Tom Blomfield (GoCardless and Monzo), Sara Clemens (Pandora and Twitch); Nat Friedman (GitHub); and Matt Mullenweg (Wordpress).
• For more information about Entrepreneur First, visit joinef.com

Apr 2019 – Dec 2020 · 1 yr 8 mos

• Properly is transforming how Canadians buy and sell homes.
• First 10 employees. Led the Marketing and Growth function from Seed to Series B stage, and tens of millions in revenue.
• I helped Properly through a major pivot, launch Toronto, and grow to tens of millions in revenue, contributing to $44M in funding led by Bain Capital Ventures.
• Status: Exited to NYSE:COMP and Pine.ca.
• rob@properly.ca
• https://www.properly.ca

Mar 2019 – Apr 2019 · 1 mo

May 2018 – May 2019 · 1 yr · Toronto, Canada Area

• PolicyMe makes life insurance simpler and cheaper for everyone who needs it.
• Led the Marketing and Growth function from Seed to Series A stage, and tens of millions in revenue.
• rob.palumbo@policyme.com
• https://www.policyme.com/

Jan 2017 – Jan 2018 · 1 yr · Toronto, Canada Area

• Rise is a growth marketing advisory that specializes in growing early-stage products.
• The Rise growth process consists of three steps:
• 1. We work with your team to develop and prioritize a data-driven growth playbook.
• 2. We implement experiments from the playbook.
• 3. We measure, learn, and iterate.
• “Would you rather have another two years’ lead on product or a two years’ lead on having a state-of-the-art growth effort? I think the answer is that you’d rather have the growth effort.”
• Marc Andreessen in High Growth Handbook
• Selected Engagements:
• Fractional Head of Marketing for an insurance technology startup (policyme.com)
• Growth strategy & execution for a consumer travel application (krugoapp.com)
• Growth consultant for a fintech advisory and market research firm (parameterinsights.com)
• Paid growth execution for a smart home e-commerce company (safebyhub6.com)
• Performance marketing analytics for a U.S. online lender (getlendly.com)
• rob@risegrowthpartners.com

Aug 2016 – Feb 2018 · 1 yr 6 mos · Toronto, Canada Area

• Promoted to lead the marketing and growth function for Borrowell.com, one of Canada's fastest-growing financial technology companies. As the most senior marketing executive, I reported directly to the co-founders and managed a multi-million $ growth P&L
• Managed user growth from 0 to over 400,000+ monthly Canadian users for Borrowell’s credit score product and tens of millions in revenue
• Optimized 7-figure customer acquisition budgets, with a track record of reducing cost per acquisition, growing customer lifetime value, and improving conversion rates over time
• Led a cross-functional conversion rate optimization team (product, design, data, engineering) focused on improving activation, retention, and monetization
• Recruited and managed a team of 3 direct reports (Content Marketer, Growth Manager, Data Scientist), the company's first Growth Engineer, as well as agency and freelance partners
• Developed expertise of multiple customer acquisition channels: Paid Social (awarded Silver CMA Mobile Marketer of the Year in 2016), Search, OOH, Television, Display, Email, Content, Video, Affiliate, Conversion Rate Optimization

Aug 2015 – Aug 2016 · 1 yr · Toronto, Canada Area

• Point person for managing and executing customer acquisition, tracking, marketing analytics, and growth modelling.
• Managed go-to-market and customer acquisition for the launch of Free Credit Score in Canada.

Feb 2015 – Aug 2015 · 6 mos · Toronto, Canada Area

• After a brief stint in consumer packaged goods brand marketing and finance, I took the leap and joined a pre-launch startup as one of the first employees.
• As a generalist on a small team, my job was to help determine and deliver the most important things needed to move the company forward in any given week or month.

Jul 2014 – Feb 2015 · 7 mos · Toronto, Canada Area

• I joined PepsiCo's Emerging Leadership Program (ELP) for my first full-time role out of university. I served as an Analyst on the Financial Planning & Analysis team for Quaker Foods.
• Responsibilities:
• Managed and iterated upon the Period End, Forecast, Annual Operating Plan, and 5 year Strategic Business Plan financial processes for the Quaker Canada foods business.
• Worked cross-functionally to develop and present annual strategic plans and monthly operating results to PepsiCo Foods Canada leadership.
• Picked up some excel stuff and learned early on what world-class profitability and scale looks like. Left pretty quickly to join startup land...

Sep 2013 – Apr 2014 · 7 mos · London, Canada Metropolitan Area

• Part-time job in University. I served as a teaching assistant for Western's popular Business Fundamentals 1220E course.

May 2013 – Aug 2013 · 3 mos · Toronto, Canada Area

• Marketing internship with the Becel HQ brand management team. I learned about brand marketing principles and agency project management. I worked on the 2013 Becel Ride for Heart.

Sep 2012 – Dec 2012 · 3 mos · London, Canada Metropolitan Area

• Part-time job in University. I promoted HP products in Best Buy stores across London, ON.