Hailey Happens Fitness Membership growth & retention September 2026

Marketing supporting growth & retention

A year of flat growth against 315K followers and 100K app downloads points somewhere specific. Women know who Hailey is. The question is what happens after they arrive, and that is the lowest-hanging fruit.

The plan, in brief

You have demand. You need a system that converts it and keeps it.

Three recommendations

Who I'd bring in

Four numbers I'd want in week one

Everything below is the reasoning, the lifecycle map, and the detail behind each recommendation.

The detail
01

The first 90 days

One note on where this comes from. I'm a member and inside the audience you're selling to. Most of what follows is what I noticed as a customer.

02

The constraint

You have demand. You need a system that converts it and keeps it.

315K on Instagram. 100K app downloads across 53 countries. An expert roster (Sims, Wright, Shepherd, Williden, Smith-Ryan) that nobody else at this price can match. If awareness were the constraint, a year like this one would have produced growth.

So the constraint sits after arrival. It lives between discovering Hailey and becoming a member, and then between a new member and a renewing one. That's good news. Those are the two cheapest places in any subscription business to find growth, and neither one needs more spend or more posting to move.

The math, roughly: a few percentage points on trial-to-paid and a few points on month-three retention compound month over month, across everyone who arrives. A 10% lift in traffic has to be bought again next month, and it lands in the same leaky funnel.

03

The lifecycle, and where there's opportunity

SUPPORTING CHANNELS + TACTICS STAGE SIGNAL OPPOR- TUNITY Instagram Podcast guesting Search + AI answers Paid prospecting Level assessment Gated guides Social + podcast CTA Paid lead capture Onboarding email In-app prompts Retargeting Retargeting Pricing page Trial-end email Lifecycle email Webinars + Q&A Community Program-end routing Member-only offers Course launches Referral Reach Capture Trial Convert Retain Expand prospects known contact 10-day free first payment month 2 → renewal courses · 1:1 · referral NEW REACH COST PER LEAD 1ST WORKOUT DONE TRIAL → PAID % MONTH-3 RETENTION REV / MEMBER More doors in the trial is the main ask Drive activation day 0–10 is the window Own renewal renewal is the whole model Referral loop: 315K followers, tens of thousands of past buyers
Reach works. Hailey built it, and it is the hardest part of all of this to build. The lifecycle breaks at three moments after that, and it never closes back on itself, which is why growth arrives in spikes instead of compounding.

In plain terms

04

Where this audience already is

I ran a third-party audience analysis on haileyhappensfitness.com to see where these women spend time outside your channels. It produced a target list worth acting on, and one finding about how to talk to them.

Where they areWhat the data showsWhat it's for
r/Menopause
r/Perimenopause
r/xxfitness
226K, 160K, and 3.1M members. The three highest-affinity communities in the entire dataset.Presence and listening, not ads. Also the cheapest customer research available to us.
Five midlife fitness podcastsThis audience indexes 94 to 99 on shows including Hit Play Not Pause, which Hailey has already guested on.Guest bookings, with a separate tracked link per show so we learn which ones convert.
prevention.com
verywellfit.com
Domain authority 86 and 75, roughly a million monthly visits each, and high affinity with this audience.Earned media placements.
The Menopause Society
menopause.org
The highest-trust institution with this audience anywhere in the report, at a brand affinity of 94.A credibility partnership. The expert roster makes this plausible in a way it wouldn't be for most fitness brands.
drstacysims.com21K monthly visits and high affinity. Dr. Sims's own audience is already here.Deliberate cross-promotion, rather than waiting for the next mention.
flippingfifty.com
fabulous50s.com
Both score high. This audience reads competitors too.Competitive intelligence, and a reminder that she is still shopping.

What they care about

Against a typical internet user, this audience over-indexes on Healthy Living by 1495%, Sports by 559%, Food and Drink by 351%, and Medical Health by 176%. Business and Finance runs 53% below average.

These women are researching their health. They are not shopping for workouts. That is a difference in how we speak to them, not just where we find them, and it is the strongest argument for the expert-led positioning Hailey has already built. It also means the content that earns the most attention is the content that explains something, which is what she is already best at.

And where they search

This audience uses AI search tools at more than 500% above the US average, while sitting at roughly parity on Google. Meanwhile, in the "best fitness app for perimenopause" and "best strength training app for women over 40" roundups that dominate those results, Hailey Happens Fitness does not appear. The apps that do appear have weaker programming and thinner expert credibility.

That gap is inexpensive to close and it compounds, because the same third-party content feeds both search engines and the answer engines this audience is already using. It is the work behind the earned media line in section 07.

A note on the data. This is third-party modeled audience analysis, not first-party measurement, so treat the figures as direction rather than precision. Your own numbers would sharpen all of it, and that is part of what I would want to see in week one.

05

Three recommendations

Each one closes a gap. I'd sequence them this way because of what is already in flight. The custom app and the site redesign change what is worth building right now.

Recommendation 01

Build multiple front doors

With the site rebuild

Gate the "find your level" assessment that already sits on the homepage as a call to action. Six to ten questions about training history, frequency, equipment, and goal. Email to see the result. The result is a real answer: you're an intermediate, here's the program that fits, and here's why.

One asset doing three jobs. It captures the email, it segments the list by training level, and it routes her to the right program instead of the cheapest one. It is also the only call to action that works everywhere. A woman watching a Reel who isn't ready to buy anything will still want to know what level she's at, and it holds up on a podcast while she's driving.

Why firstIt is the cheapest of the three, it uses Hailey's own methodology, and it improves paid, organic, podcast, and email at the same time.
Recommendation 02

Turn email into the retention engine

Start now

Three sequences, in priority order. Trial onboarding. Ten days built around one activation event: the first workout completed, the best early predictor of whether she is still here in month three. Program-end routing. When a member finishes a program, something happens: her progress, her next program, and where she goes from here. Win-back, for lapsed members and for the very large group who downloaded the app and never converted.

Underneath all three, segmentation by training level from the assessment, by program, and by lifecycle stage.

Why now, and not after the replatformEmail is one layer that survives a migration. Lists, segments, sequences, and copy all move across with you.
Recommendation 03

Give social a system

Parallel

Hailey's voice and presence are the brand. The problem is that everything currently depends on her doing the production, planning, and quality control. Without a written standard, a brief format, and a feedback loop, it's hard to hit the quality bar.

What I'd build: content pillars mapped to lifecycle stages, so posting has a job beyond reach. A hook library pulled from her own best-performing posts, so the standard is evidenced instead of described. A one-page brief format. And a weekly rhythm where Hailey does the part only she can do, which is being on camera and holding the point of view, while a social media manager handles everything on either side of it.

Why it matters for growthRight now social is almost purely discovery. With the assessment live, the same content becomes acquisition, because the audience finally has somewhere to go that doesn't require a credit card.
06

The new platform is the leverage moment

Moving off Exercise.com and redesigning the site are the best marketing opportunity you will have for the next few years, but only if the requirements go in before the build instead of after it.

NOW SITE REDESIGN APP BUILD NEW APP LIVE Email & lifecycle sequences + segments Build now. Immediately impactful. Capture asset assessment + CRO Build into the new site In-app activation custom app Spec & build Live Measurement spec has to land here otherwise the new app is another system that can't tell us why she left
The email layer can start immediately because it migrates intact. The capture asset belongs in the new site. The in-app work depends on a decision that has to be made before engineering starts.

What "measurement spec" means in practice

A short list of events the new app has to emit, agreed before the build.

Trial startedand from which source
First workout completedthe activation event everything else predicts from
Program completedthe trigger for the next recommendation
Trial converted to paidwith plan type
Cancelled, with reasonasked at the moment she cancels
Workouts per member per weekthe leading indicator of renewal

Specify this now; it costs the engineering team very little. If we retrofit it later, it becomes a project of its own. It is the difference between the new app being a better experience and the new app being the thing that finally tells you why women stay.

07

Where I'd bring in help

SkillsetEngagementWhat they'd doWhen
Social media managerPart-time
or contract
The production gap. Shooting support, editing, clipping long-form into Reels and Shorts, scheduling, and community management, all working to a brief so that quality becomes checkable.Immediate
Analytics implementationContract,
short
Translate the measurement spec into a tracking plan the app developers can build against, and instrument the new site.Before app build
Paid mediaContract,
ongoing
Account structure, testing discipline, and creative iteration against a funnel instead of a single offer. I would own the strategy, the budget, and the creative direction.Ongoing
Earned media and PRContract,
as needed
Getting HHF into the third-party review and comparison content where midlife women currently go to find fitness programs and apps. Guest podcasting, guest speaking, and media placements to drive visibility and authority in the women's fitness space.Planning Q4,
execution Q1

I'd own the strategy and sequencing, the lifecycle architecture and copy, the creative system and briefs, the measurement definitions, and the management of everyone above.

08

What I'd want to know in week one

Everything above is built on what I can see as a member and from the outside. It is a hypothesis, and the first thing I'd do is find out where it's wrong. Four numbers would either confirm this sequencing or change it:

Trial-to-paid rateif this is healthy, the constraint is retention and Recommendation 02 gets bigger
Month-three retentionwhere the $279 model is won or lost
Email list size and engagementthis determines how fast Recommendation 02 can pay off
Revenue splitmembership against one-time programs against courses. It tells me whether this is a subscription business or a launch business

If those aren't available today, then establishing them is the priority.

The hardest part is already built. What's missing is the connective work between the audience Hailey has and the product she's made, and that's the work I'm excited to do.