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Jeff Chang on Growth Funnels, Acquisition Playbooks, and Rapid Testing

Jeff Chang on Growth Funnels, Acquisition Playbooks, and Rapid Testing

Adrian Alfieri
Adrian Alfieri
CEO, Verbatim

Jeff Chang has been a growth advisor to a range of category-defining startups like Canva, Lyft, and Upwork. He’s also a prolific angel, with investments in over 20 seed-stage startups.

Previously, Jeff led various growth engineering teams at Pinterest for half a decade, scaling various teams from zero to one and the brand’s MAU to 400M+. Jeff sat down with the team at Skio to run through customer churn troubleshooting, data-driven segmentation strategies, balancing paid versus organic playbooks, and acquisition blueprint breakdowns.

“With most questions or challenges at a startup, you just need to collect as much data as possible. Once you’re armed with that data, you can make moves.”


Debugging Customer Churn

After tracking retention data across multiple cohorts, you might still be seeing user dropoff and churn for a number of reasons. Jeff runs through a few examples:

  • The product is great, but after one use, the customer has no need for it again.
  • The product isn’t great, so the customer has no interest in using it again.
  • The customer completely forgets about the product after one use.
  • The customer tried the product but doesn’t know how to use it.

With so many variable events that could be driving dropoff, Jeff recommends two styles of debugging to get to the source of the churn: bottoms-up and data-driven.

Bottoms-Up Debugging

The job of a founder isn’t only to understand what makes users stay, but also to understand what makes users abandon your product entirely. To solve for both, Jeff recommends conducting classic bottoms-up research by talking directly to your customers.

In Jeff’s experience, massive survey blasts requesting feedback are uneventful and tend to be a waste of everybody’s time. Instead, try to target and reach out to specific users or usage cases that have resulted in churn. Even a simple async email response can be highly informative.

For instance, if a user responds by saying they had no need for the product after one use, you’ve already figured out a cause for dropoff, albeit in isolation. Or if another user says they couldn’t figure out how to use the product, you can dive deeper into the issue to collect as much qualitative data as possible on what’s not working or causing confusion for your users.

Data-Driven Debugging

To suss out the source of churn by leveraging data analysis, Jeff recommends that founders start by figuring out what percentage of first-time users are sticking around, and then digging into what the commonalities are among those retained customers.

In his words, if you can piece together a profile of one type of customer that simply loves your product, you should be doubling down and honing in on that specific type of buyer.

Otherwise, segmentation is essential for drilling down on retention data.

Take a look at when exactly it is that users drop off and don’t return. If they sign up but never log back in, it’s likely an issue with onboarding, or perhaps your value proposition is inadequate and needs improvement.

You can also take a look at segments by breaking down your consumer base into personas, i.e. small vs. midsize vs. large companies. According to Jeff, working your way through your user segments is crucial to deciding which are stickiest and thus most likely to keep coming back.

“Most founders like to focus on why customers stay rather than why they churn. However, you really need both sets of data to define who your ideal user is.”


Distilling Acquisition Blueprints

It’s a familiar concept, and Jeff swears by it: Every brand is different, and you should take your acquisition cues from heavy hitters and growing names in your sector.

For instance, companies in certain DTC verticals invest heavily in paid acquisition because it traditionally comprises a large portion of their growth, while often remaining quite scalable. Meanwhile, for sectors like B2B and SaaS, paid GTM strategies just don’t convert as well.

As a result, he recommends leaning into direct sales and organic content marketing blueprints.

More broadly, Jeff drives home the points that paid is a prominent investment of capital and time, and attempting to take anything but an all-in approach will likely be a waste of resources. Instead, he advises zeroing in on your highest performing GTM channel as that route will likely end up contributing 50% or more of your total acquisition across both organic and paid.

Doubling down on this point, Jeff adds that almost every great founder he works with has their acquisition breakdown memorized because it essentially drives their entire growth strategy.

For example, if 60% of sales come from a single channel, it’s time to keep doubling down investment in that channel to see where it maxes out. Meanwhile, if you’re pouring resources into a channel that contributes 5% or less to sales, it’s time to reallocate and focus elsewhere.

“When it comes to acquisition, there’s not really a middle ground. For example, if the content is performing, I’d say double down and go all-in on that channel.”


Paid vs. Organic Playbooks

To round out the conversation, we asked Jeff what his go-to strategies are for structuring paid versus organic acquisition strategies. Spoiler: There’s not a one-size-fits-all approach.

Paid Acquisition

Jeff typically recommends that founders of consumer brands navigate the paid acquisition flywheel for themselves first, rather than outsourcing to an agency or freelancer.

In terms of comparable ad costs, agencies are expensive with no guarantee of success, while zero capital is wasted if a founder steers the process themselves. Put simply, a founder needs to deeply understand their customers and consistently sell to them, insights that often come fastest through repetition and iteration across paid marketing channels.

In addition, from an investor’s lens, a founder’s core ability to sell their product signals a high degree of competency needed to scale their growth function over time.

Organic Acquisition

When it comes to organic tactics like social media and SEO, Jeff points out that a channel that works phenomenally well for one brand is never guaranteed to give the same results to another.

Rather, he advises testing multiple organic channels in tandem and distilling quantitative results, whether that’s influencer partnerships, UGC-fueled social content, or in-depth storytelling.

As it relates to content specifically, Jeff notes that to succeed in original writing you need to find a niche where your content doesn’t already exist.

Churning out content that competitors have already written about will only lead to your brand getting quickly drowned out in the market. In Jeff’s words, organic acquisition requires a similarly concentrated effort with rapid hit-or-miss experimentation. Once you’ve found an organic channel that converts, keep doubling down.

“With both paid and organic, there’s no guaranteed channel that will consistently convert. So, you need to learn the process for yourself and get your hands dirty.”

Adrian Alfieri
Adrian Alfieri
CEO, Verbatim
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Creating 10 permutations of each of the 100 ads (for A/B testing) is maximum pain.

Now imagine voiceovers, captions, music, & manually uploading all 1,000 ads to Meta & TikTok on top of this.

Products for scriptwriting (ChatGPT), competitor research (Foreplay), creative storage (Recharm, Air), editing (CapCut), creative analytics (Motion), & video production (Billo) exist, but they're not built for admaking (or just built badly).

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Kennan Davison

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Kennan Davison
Kennan Davison
Kennan Davison
Kennan Davison
Kennan Davison
Kennan Davison
Kennan Davison
CPO, Chairman, Founder at Skio (CEO 2021-2024, $10M+ ARR in 3 years, profitable).
Previously: Pinterest, Hulu, Wieden+Kennedy (ad agency), League of Legends Challenger (Top 200 North America, 100M+ players globally), Y Combinator S20 (solo founder), Columbia (transfer, dropout).
Hi, I'm Kennan!
Growing up, my dream was to be a pro gamer: this felt within reach in high school once I ranked top 200 North America in League of Legends (out of 100M+ players globally).
Despite this, I needed to support myself so I went to college and started learning to code. Coding came naturally (especially with 100 hour weeks) and I was soon skipping class to work at places like Hulu and Wieden+Kennedy (ad agency). Realizing that being paid to work full-time (vs. paying to go to school) sounded quite nice, I dropped out after 1 year to join Pinterest.
After Pinterest, I started a company called Skio which does subscription management software for brands on Shopify. In just 3 years, we've partnered with 1000+ brands (Liquid I.V., Milk Bar, Polaroid, Barstool, Unilever, KraveBeauty, Boba Tea Protein), reached $10M+ ARR (+profitable), and built an amazing team of 50.
With advancements in generative AI (video specifically), I saw an opportunity to help brands bring their stories to life exponentially faster and make marketing much better (hence Icon & building the first AI Admaker).
I love learning how we can help better. Feel free to reach out any time at kennan@icon.me.
Founders Fund

Founders Fund

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Founders Fund
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Founders Fund
Peter Thiel's Founders Fund is a venture capital firm. Its partners have founded and funded companies including PayPal, Palantir, SpaceX, Anduril, Flexport, Airbnb and Stripe.
Ron Shah

Ron Shah

Icon Investor
Ron Shah
Ron Shah
Ron Shah
CEO, Co-founder at Obvi, Co-host at Chew On This, Managing Partner at Gaas for SaaS.
Roman Khan

Roman Khan

Icon Investor
Roman Khan
Roman Khan
Roman Khan
Roman Khan
Roman Khan
President, Founder at Peak21, CMO at Raycon, CMO at Know Beauty, CMO, Co-founder at Linjer, CMO at Nutrition Kitchen.
Kennan Davison

Kennan Davison

CEO, Founder
Kennan Davison
Kennan Davison
Kennan Davison
Kennan Davison
Kennan Davison
Kennan Davison
Kennan Davison
CPO, Chairman, Founder at Skio (CEO 2021-2024, $10M+ ARR in 3 years, profitable).
Previously: Pinterest, Hulu, Wieden+Kennedy (ad agency), League of Legends Challenger (Top 200 North America, 100M+ players globally), Y Combinator S20 (solo founder), Columbia (transfer, dropout).
Yunyu Lin

Yunyu Lin

Founding Board Member
Yunyu Lin
Yunyu Lin
Yunyu Lin
Yunyu Lin
Yunyu Lin
Yunyu Lin
Head of AI at Ramp.
Previously: CEO, Co-founder at Cohere (AI CX / LLMs, acquired by Ramp), Nuro, Facebook, Y Combinator S20, Duke (dropout).
Kevin Jin

Kevin Jin

Engineering
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Kevin Jin
Kevin Jin
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Kevin Jin
Kevin Jin
Kevin Jin
Kevin Jin
Kevin Jin
Kevin Jin
Previously: CTO at Kalder, Compound Labs, Robinhood, Rippling, Impira, Flexport, Google, Tesla, TSM, Vanderbilt.

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Track record of things that can't be faked

Icon is the best team helping brands create winning ads in minutes.

Our CEO/Founder (who is writing this, sorry for writing in 3rd person) brings experience from Skio, Pinterest, Hulu, Wieden+Kennedy (ad agency), League of Legends (Top 200 North America, 100M+ players globally), & Y Combinator S20 (solo founder).

At Skio (subscription management software for brands on Shopify), he was CEO/Founder of the company from 2021 to 2024 helping grow revenue from $0 to $10M+ ARR in 3 years (w/ 90% margins) and a team of 50 (on $8.4M raised). Skio is profitable and still growing >100% YoY.

Our tech investors include Peter Thiel's Founders Fund, Eric Nam (K-Pop), Alex Botez (Chess), Reilly Opelka (Tennis), Max Altman (Saga), Kevin Hartz (A*, Eventbrite), & execs of OpenAI, Ramp, Flexport, Cognition, & Pika.

Our D2C investors include Ron Shah & Ash Melvani (Obvi), Roman Khan, Nick Shackelford, Jimmy Kim (Sendlane), Kevin Lee (Immi), Justin Mares (Kettle & Fire), Steph Liu (Levitate), Jason Wong, as well as founders of Eight Sleep, Yotpo, Siena AI, Replo, Novel, Parker, GR0, DCL Logistics, Aftersell, Platter, Openborder, Prescient AI, Daasity, & more.

Our team has also worked with 1000+ brands like Liquid I.V., Milk Bar, Polaroid, Barstool, Unilever, Bulletproof, 100 Thieves, Vega, KOS, KITSCH, True Botanicals, mindbodygreen, Transparent Labs, GHOST, Wild One, OpenStore, The Nue Co., Immi, DRMTLGY, Boba Tea Protein, KraveBeauty, Glamnetic, Doe Lashes, Magic Mind, Remedy Organics, & Siete Foods.

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Icon is focused on building the AI Admaker vs. also juggling the underlying AI tech.

We believe our approach is fundamentally better because we're free to choose the best technology partner for a specific job.

To illustrate this, maybe one AI-video partner specializes in face closeups while another partner specializes in body movements (where face doesn't matter as much).

If we built all underlying technology in-house, it would create a fundamental conflict of interest where we can't offer a competitor's tool (that might be better) without losing revenue.

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Adspy
(replaces Foreplay, AdSpy)
Save time with AI-powered ad cloning.
Replaces Foreplay ($49-$99/month + $20/user), AdSpy ($149/month)
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Ads Manager
(replaces Meta & TikTok Ad Managers)
Save time with ad manager auto-upload.
Replaces Meta & TikTok Ad Managers (direct use)
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Creative Library
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Save time by storing, tagging, creating, & splitting videos with AI.
Replaces Recharm ($500-3K/month), Air ($250-$2K/month)
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Creative Analytics
(replaces Motion)
Save money with built-in creative analytics.
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UGC Creators
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Save time & money with AI-generated UGC.
Replaces Billo ($99/video)
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