Jason Oakley

Founder

Toronto, Ontario, Canada16 yrs 10 mos experience
Most Likely To SwitchHighly Stable

Key Highlights

  • Built product marketing teams from scratch at multiple companies.
  • Expert in scaling early-stage product marketing teams.
  • Authored a children's book to connect families.
Stackforce AI infers this person is a Product Marketing expert with extensive experience in B2B SaaS environments.

Contact

Skills

Other Skills

Account ManagementAdvertising SalesCustomer ServiceDirect MarketingDirect SalesEmail MarketingHTML + CSSIllustratorInDesignLeadershipManagementMarketingMarketing CommunicationsMarketing StrategyMiller-Heiman Strategic Selling

About

I’m a product marketing coach, consultant, and creator with 10+ years experience building PMM functions from scratch. I’ve built product marketing teams at three different companies (Klue, Chili Piper, and Uberflip) — each time starting as a founding PMM. Now, I’m on a mission to help founding product marketers and early-stage PMM teams scale faster, focus on the right work, and drive real impact within their organization. Also a proud father, Newfoundlander, Raptors fan, morning person, and lover of dad jokes. I once wrote a children’s book about a fox named Rocco.

Experience

Demodash

Cofounder

Jan 2025Present · 1 yr 2 mos

Userevidence

Marketing Advisor

Nov 2023Present · 2 yrs 4 mos

  • UserEvidence automates social proof for GTM teams. Generate verified customer evidence, product stats, and ROI data in minutes. Game-changing B2B companies like Pendo, Workato, Gong, Jasper.ai, and Ramp rely on UserEvidence to boost buyer confidence, shorten sales cycles, and increase win rates.

Productive pmm

Founder

Jan 2023Present · 3 yrs 2 mos · Ontario, Canada

Navattic

GTM Advisor

Dec 2022Present · 3 yrs 3 mos

  • Navattic empowers prospects to get hands-on with your product earlier in the buying journey through no-code interactive demos.

Klue

Senior Director of Product Marketing

Dec 2021Mar 2023 · 1 yr 3 mos · Ontario, Canada

Chili piper

Director of Product Marketing

Feb 2020Dec 2021 · 1 yr 10 mos

  • Chili Piper is the most advanced routing and scheduling software for B2B revenue teams.
  • We solve interesting problems, live and breathe our core value of “help,” and have a ton of fun doing it while fully distributed around the world — powered by espresso and hot sauce.

Uberflip

4 roles

Director of Product Marketing

Sep 2019Feb 2020 · 5 mos

Senior Product Marketing Manager

Promoted

Nov 2018Oct 2019 · 11 mos

  • Lead a team of two product marketers, covering all areas of customer and product marketing.
  • Manage multiple analyst relationships, briefings, and market research.
  • Create and deliver product-focused event presentations and webinars.
  • Develop and evangelize company-wide product positioning and messaging.
  • Strategize on go-to-market, pipeline, retention, and expansion initiatives with company leadership

Product Marketing Manager

Jun 2017Nov 2018 · 1 yr 5 mos

  • Developed positioning and messaging around the impact of exceptional content experiences.
  • Planned and executed the go-to-market strategy for all product and feature releases.
  • Built training and educational resources that drove product adoption, upsell, and retention..
  • Enabled our sales and success teams with collateral, messaging, and competitive intelligence.

Customer Success Manager

Jun 2016Jun 2017 · 1 yr

  • Managed a portfolio of strategic customers including: SAP, 3M, and GE totalling $1M+ ARR.
  • Conducted monthly and quarterly business reviews to measure and prove business impact.
  • Educated and onboarded new customers to ensure their success.
  • Fostered strong customer relationships across all levels of the org, from champions to executives.

Hey rocco

Author and Co-Founder

Jan 2018Dec 2021 · 3 yrs 11 mos · Toronto, Canada Area

  • The relationships we have with young loved ones are some of the most extraordinary. But, they can often be difficult to maintain, especially if you live far apart. Hey Rocco is a unique gift that creates a lasting connection between children and far away family members.
  • Self-published a children's book focused on connecting distant family members.
  • Launched and promoted a successfully funded Kickstarter campaign.
  • Created a monthly pen pal subscription for kids.
  • Drive customer growth and retention, product development, and content creation.

Houston

Co-Founder, Product and Customer Marketing Lead

Jan 2016Jun 2017 · 1 yr 5 mos · Toronto, Canada Area

  • Co-founded an app to help startups grow and get feedback from their pre-launch email list.
  • Worked closely with customers to fuel product growth, positioning and messaging.
  • Created all marketing materials and educational collateral for prospects and customers.
  • Managed our go-to-market strategy and growth initiatives.
  • Houston was sold in June 2017.

Brownie points inc.

Director, Customer Success

Sep 2015Jun 2016 · 9 mos · Toronto, Canada Area

  • Coached merchants in launching mobile customer loyalty programs
  • Supported day-to-day success and strategy of customers and mobile app users
  • Worked with sales managers on generating leads and on-boarding new customers

Verafin

2 roles

Customer Advocate Marketing Manager

Promoted

Jul 2014Sep 2015 · 1 yr 2 mos

  • Developed programs to drive customer advocacy, references, referrals, and customer stories.
  • Consistently achieved monthly referral and reference targets, including 114 referrals in one month.

Account Executive

Feb 2012Jul 2014 · 2 yrs 5 mos

  • Strategic rep for a FinTech platform helping banks and credit unions fight financial crime.
  • Diagnosed problems and presented solutions to assist with fraud and anti-money-laundering.
  • Navigated sales cycles with executive buyers, procurement, and complex negotiations.
  • Ranked among the top five highest selling sales reps in 2013.

Dpo media

Account Executive

Feb 2011Dec 2011 · 10 mos · St. John's, Newfoundland And Labrador, Canada

  • Managed all direct sales of our digital marketing tools to local small business owners
  • Established a new product category of in-store music and messaging services
  • Built new local relationships through networking events and cold calling

Genesis centre

Junior Business Analyst

May 2009Sep 2009 · 4 mos · Newfoundland And Labrador, Canada

  • The Genesis Centre is a Newfoundland based incubator for technology companies. My role as a junior business analyst was to provide support to clients and manage the overall marketing of the centre.

Recess media

Owner/Operator

Sep 2008May 2012 · 3 yrs 8 mos · Newfoundland And Labrador, Canada

  • In 2008 I started a publication called 'Recess Weekly', which evolved into a popular bi-weekly publication distributed to roughly 100 locations throughout the city of St. John's. I designed each edition and managed all advertising sales.

Canadian tire

Marketing Coordinator

Jan 2008May 2008 · 4 mos · Toronto, Canada Area

  • Our team was responsible for all Motor Oil sales and marketing operations across Canadian Tire's national retail network. As Marketing Coordinator, I was responsible for weekly sales analysis and reporting, new product research, and support of our buying team and vendors.

Education

Memorial University, Newfoundland and Labrador

Bachelor of Commerce Honours (Co-op) — Entrepreneurship

Jan 2005Jan 2010

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