Kevin Wyckoff

Partner | Senior Vice President, Strategy

Headlight

Dec 2025 - Current (10 months)

Consultant

KW Growth Consulting ZZP

Jun 2023 - Current (3 years 4 months)

Executive-level growth strategy consulting for aggressively scaling products & services.

Partner | Vice President, Strategy

Headlight

May 2023 - Dec 2025 (2 years 8 months)

Partner | Vice President, Growth

Headlight

Nov 2021 - May 2023 (1 year 7 months)

• Joined Leadership Team as 6th member of remote marketing agency specializing in scaling high-growth consumer products
↳ Profitably scaled book of business 7X and grew team to 25+ full-time employees
↳ Recognized as AdWeek’s #5 Fastest Growing Agency of 2022 (global)
• Owned full partnership cycle including pitching, onboarding, instrumentation, channel strategy, analytics & creative
• Strategic consultation with client founders & executives defining foundational growth targets, messaging hierarchy, value modeling, infrastructure
• Managed diverse media portfolio leveraging deep expertise on Meta, Google, Apple, TikTok, Snap, Pinterest & more
• Career & performance marketing skills mentor to five junior team

Senior Director, Growth

Headlight

Nov 2020 - Oct 2021 (1 year)

Headlight is a growth partner for high-growth companies—media strategy & execution, full-service creative & analytics. Recognized as AdWeek's #5 Fastest Growing Agency of 2022.

Senior Marketing Manager, Strategy & Insights

Metromile

May 2019 - Apr 2020 (1 year)

• Led Metromile’s first market segmentation study at CEO’s request to bring target consumer into daily decisions
↳ Completed nine months of deep, strategic quantitative surveying and in-home ethnographies to build rich ‘low-mileage driver’ behavioral personas; consolidated market trends across life values, driving attitudes, mobility behaviors, insurance needs, purchasing barriers, etc. to establish first comprehensive view of the customer
↳ Brought two high opportunity groups to life to establish org-wide messaging platform that marries product story & audience needs
• Managed TV channel strategy, media buying agency and measurement platform against hybrid KPIs

Senior Marketing Manager, Growth

Metromile

Nov 2017 - Apr 2019 (1 year 6 months)

• Grew pay-per-mile car insurance book revenue from $2MM to $100MM+ against dynamic cost & quality constraints
• Proved out household-targeted direct mail & scaled to 40% of marketing spend, sending 29MM pieces of ROI-positive mail in 2018
↳ Owned monthly list selections; testing design; internal analytics; managing data sourcing and modeling partner, in-house and agency creative, print/production vendors; USPS optimization tactics
↳ Designed and iterated person-level targeting models leveraging proprietary ‘low mileage’ geospatial maps, personal credit data, census data, etc., which grew profitably mailable audience to 2.5MM monthly
• Led year-long project exposing realtime pay-per-mile quote engine to comparison sites,

Acquisition Manager

Metromile

Jul 2016 - Nov 2017 (1 year 5 months)

Vertical Lead, Enterprise

Ampush

Dec 2014 - Jun 2016 (1 year 7 months)

• Partnership lead on Uber, Dollar Shave Club, and StubHub, among other enterprise clients
• Managed direct response portfolio of over $50MM annually across paid social channels
• Launched Uber's first paid driver acquisition media in over 220 cities worldwide
• Built & managed a six analyst team executing Facebook & Twitter campaigns, incorporating native advertising strategy, continuous A|B testing, and nascent product testing
• Responsible for social growth marketing strategy and communication, goal alignment, team delegation, project management and process improvement
• Led weekly in-person client meetings, developed strategic proposals for upselling and market growth, presented quarterly strategy sessions for U

Media Analyst

Ampush

Dec 2013 - Nov 2014 (1 year)

• Developed a modular go-to-market Facebook ad strategy for Uber driver acquisition; launched 250 cities globally. Lead analyst responsible for efficient driver lead growth in 30 countries, ad optimization, stakeholder messaging.
• Built StubHub API-sourced ad creation tool enabling local support of 1K monthly events; closed multi-year partnership.
• Optimized and grew Facebook direct response & app campaigns across transportation, gaming, online education & e-commerce.

Artist Marketing & Sales Intern

BandPage

Sep 2013 - Nov 2013 (3 months)

Sales & marketing support, data hygiene, artist content maintenance

Warner-Elektra-Atlantic College Marketing Intern

Warner Music Group

Jun 2012 - Aug 2012 (3 months)

Assistant to the Director of WMG Youth and Lifestyle Marketing department.

Creative Systems Intern

WarnerChappell Production Music

May 2012 - Jul 2012 (3 months)

Software testing & data review of Warner publishing catalog. Managed YouTube copyright claims processing for the Warner/Chappell catalog of 1MM+ songs.

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Kevin Wyckoff

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