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Jamie McDermott

Jamie McDermott

Founder helping B2B SaaS companies fix their onboarding gap

Toronto, Ontario, Canada
Joined February 2025

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Summary

Jamie McDermott is a dedicated founder and marketing director with a strong focus on user onboarding and customer experience, particularly within the B2B SaaS industry. He established Flow to address onboarding gaps and convert trial users into loyal subscribers, demonstrating a deep understanding of customer journey optimization. rocketreach+4
His professional journey reflects a transition from diverse marketing roles to specializing in customer experience and growth, informed by experiences that revealed the importance of user-centric strategies over roadmap-driven approaches. This evolution is detailed in his LinkedIn writings, where he shares insights on personal growth, overcoming challenges, and effective startup strategies. linkedin+4
Jamie's background includes significant experience in various marketing and leadership positions at companies such as Dubber, Element Human, and Shareable Media, showcasing expertise in digital marketing, social media, and customer experience leadership. rocketreach

Work

Education

Writing

From 'Head of' impostor syndrome to founder clarity

May 21, 2025

Discusses overcoming impostor syndrome in an executive role by focusing on authentic conviction and user-centric strategies, leading to the founding of Flow.

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How Dyslexia Made Me Better at CX (And What It Taught Me About Onboarding Design)

April 24, 2025

Explores how being dyslexic contributed to a unique and effective approach to customer experience and onboarding design.

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The role that broke me (and the insight that built Flow)

April 19, 2025

Reflects on a past Head of Marketing role that led to burnout due to lack of clear direction and user focus, ultimately providing the insight to build Flow.

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The Right Onboarding Strategy for Your Startup Stage (And What to Avoid)

April 13, 2025

Provides guidance on selecting appropriate onboarding strategies for startups, warning against over-engineering by mimicking large enterprises.

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From Social Media Consultant to Onboarding Expert: Finding My Right Place Through Wrong Roles

April 6, 2025

Details a career journey from social media consulting to becoming an onboarding expert, highlighting how past roles shaped current expertise.

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The AirBnB Marketing Fallacy: Why Big Brand Strategies Don't Work for Startups

April 3, 2025

Critiques the idea that marketing strategies from large brands like Airbnb are directly applicable or effective for startups.

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How can SaaS companies prepare for a recession?

June 14, 2022

Offers advice and considerations for SaaS businesses on how to navigate and prepare for an economic recession.

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WhatsApp for Business...

January 19, 2016

Discusses the use and implications of WhatsApp for business purposes.

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The Freelancer’s Guide to New York City

July 20, 2015

A guide for freelancers navigating the professional landscape of New York City.

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How to promote your ‘personal brand’ through social media

May 1, 2015

Provides advice on leveraging social media for personal branding, applicable to individuals, businesses, and brands.

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The Freelancer's Guide to Paris

April 22, 2015

An article published in IPSE Magazine offering a guide for freelancers in Paris.

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