404 Why Marketing Feels Harder Than Ever for Small Business Owners in 2026

404 Why Marketing Feels Harder Than Ever for Small Business Owners in 2026

Episode 404: Rain or Shine Podcast
Hosts: Stacie Millard and Kelsey Reidl

How Female Entrepreneurs Can Grow Without Doing Everything

Episode 404: Rain or Shine Podcast
Hosts: Stacie Millard and Kelsey Reidl

Quick Summary

If marketing feels more confusing than ever, you’re not imagining it.

In this episode, Kelsey breaks down why so many female entrepreneurs feel overwhelmed by modern marketing, what “scatterbrain marketing” is costing your business, and why community-based strategies are making a major comeback.

She also shares how AI search is changing discoverability, why your digital footprint matters, and how to simplify your next growth season.

In This Episode

  • Why marketing feels harder in 2026

  • The trap of scatterbrain marketing

  • Why old-school relationship marketing works again

  • How to choose the right platform for your business

  • Using 90-day marketing experiments

  • Why your website + online presence still matter

  • How ChatGPT is changing business visibility

  • Finding the right keywords naturally

  • Why community builders will win the future

Key Takeaways

  1. More tactics do not equal more growth.

  2. Start with your goal before choosing platforms.

  3. Use 90-day tests instead of emotional overcommitment.

  4. AI rewards clear positioning and trust signals.

  5. Relationships are becoming your greatest marketing asset.

Memorable Quotes

  • “The future belongs to community builders.”

  • “You do not need to do everything. You need to do the right things.”

  • “People are tired of the information economy. They want the connection economy.”

Resources Mentioned

  • Kelsey’s Instagram: @kelseyreidl

  • Kelsey’s Website: kelseyreidl.com

  • ChatGPT

  • Google Search Console

  • Google Analytics

  • LinkedIn

  • Instagram

About the Hosts

Stacy Millard is a CPA, entrepreneur, and the founder of Thrive Accounting, a firm dedicated to helping entrepreneurs experience more joy and freedom in business through strategic financial guidance. After successfully scaling and selling her first accounting firm for seven figures, Stacy returned to entrepreneurship to build a values-aligned business focused exclusively on serving fellow business owners. She hosts the Small Business School podcast and is passionate about community, financial transparency, and helping entrepreneurs understand the real numbers that drive business success.

Kelsey Reidl is an entrepreneur, fractional CMO, and host of Rain or Shine (formerly Visionary Life). She's been podcasting for 8 years, helping entrepreneurs show up consistently and build sustainable businesses. She runs the Wave Mastermind and specializes in marketing strategy, website design, and business growth. Kelsey is a mom to a 2-year-old, an avid mountain biker, and a firm believer in the "rain or shine" mentality.


  • Episode 404 — Why Marketing Feels Harder Than Ever (And What’s Working Now)

    Kelsey Reidl:
    You’re listening to the Rain or Shine podcast. I’m your host, Kelsey Reidl.

    Rain or Shine isn’t just a cute motto you slap on a coffee mug. It’s an operating system that has guided me through the highs and lows of entrepreneurship for over a decade.

    Because here’s the truth: we all face rainy days. But instead of wallowing, what if we planted seeds, splashed in puddles, and trusted that sunshine is on its way?

    On this show, I share conversations and solo episodes on marketing, entrepreneurship, and living a visionary life.

    So whether it’s raining or shining in your world right now, let’s dive in.

    [TIMESTAMP] Why Marketing Feels So Confusing Right Now

    Kelsey Reidl:
    Marketing feels harder than ever for many small business owners.

    There are more platforms, more tactics, more opinions, and more pressure than ever before.

    You’re told to be on Instagram, build an email list, start a podcast, post blogs, use Pinterest, optimize for AI search, grow on LinkedIn, and stay visible everywhere.

    It’s overwhelming.

    I call this scatterbrain marketing—when you’re trying to do everything, so you make very little meaningful progress anywhere.

    The real issue isn’t that you need more tactics. It’s that you need more clarity.

    [TIMESTAMP] What Marketing Used to Look Like

    Kelsey Reidl:
    Twelve years ago, I worked in experiential marketing for a wellness brand.

    We hosted in-person activations, gave out product samples, talked to real people, learned their goals, and connected them to products that could genuinely help.

    That experience taught me something important:

    Marketing has always been about connection.

    It’s about understanding someone’s needs, creating trust, offering value, and helping them take the next step.

    Those principles haven’t changed.

    Only the platforms have.

    [TIMESTAMP] Why Old-School Marketing Is Working Again

    Kelsey Reidl:
    I believe we are returning to community-based marketing.

    People are tired of the information economy. They’re craving the connection economy.

    They want relationships, trust, recommendations, real experiences, and human energy.

    That means the businesses who know how to gather people, create trust, and build community will win in the years ahead.

    This can happen online or offline.

    But the human element needs to come back.

    [TIMESTAMP] The First Question to Ask Before Choosing a Platform

    Kelsey Reidl:
    Before choosing any platform, ask:

    What is my goal for the next three to six months?

    If your goal is visibility, then content platforms like Instagram, podcasts, YouTube, or LinkedIn may be smart moves.

    If your goal is five local clients this month, then community partnerships, referrals, workshops, and networking may be far more effective.

    Different goals require different strategies.

    Too many entrepreneurs copy someone else’s tactic without defining their own objective first.

    [TIMESTAMP] Use 90-Day Marketing Experiments

    Kelsey Reidl:
    Instead of going all-in emotionally on every strategy, run 90-day experiments.

    At the end of 90 days, evaluate two types of data:

    Quantitative data:

    • Followers gained

    • Website clicks

    • Leads generated

    • Sales made

    Qualitative data:

    • Did I enjoy this platform?

    • Did it energize me?

    • Did it feel sustainable?

    • Did I dread every second?

    Both matter.

    Because if a strategy technically works but drains your energy, it may not be the right fit long-term.

    [TIMESTAMP] Why Your Digital Presence Still Matters

    Kelsey Reidl:
    Even if local relationships fuel your business, people still validate you online.

    They’ll Google your name. They’ll check your Instagram. They’ll visit your website.

    Your digital presence builds trust.

    Think of it as owning digital real estate:

    • Website

    • Google Business profile

    • Instagram

    • LinkedIn

    • Podcast appearances

    • Articles

    • Reviews

    • Press features

    You don’t need to dominate every platform.

    But credibility grows when people can find evidence of your expertise in multiple places.

    [TIMESTAMP] AI Search Is Changing Marketing

    Kelsey Reidl:
    People are increasingly using tools like ChatGPT instead of traditional search engines.

    They ask nuanced questions like:

    • Why isn’t my Instagram growing?

    • Who is the best small business accountant in Canada?

    • What marketing strategy should I use in 2026?

    AI tools scan the internet to recommend trusted experts.

    That means your job is to make your expertise visible online.

    Talk clearly about what you do, who you help, and what problems you solve.

    The clearer your positioning, the easier you are to recommend.

    [TIMESTAMP] How to Find the Right Keywords

    Kelsey Reidl:
    Start simple.

    Ask yourself:

    “If I were my dream client, what would I type into Google or ChatGPT?”

    Write down 10 to 20 real questions your audience might ask.

    Then review your website, content, and social media.

    Do you answer those questions clearly?

    If not, there’s your content plan.

    [TIMESTAMP] The Future Belongs to Community Builders

    Kelsey Reidl:
    I believe the future belongs to business owners who know how to create real connection.

    Events. Workshops. Gatherings. Partnerships. Referrals. Relationships.

    That’s where trust accelerates.

    That’s where deals happen.

    That’s where momentum builds.

    The internet can open the door.

    But community often closes the sale.

    [TIMESTAMP] Final Thought

    Kelsey Reidl:
    You do not need to do everything.

    You need to do the right things, consistently, with clarity.

    Choose fewer platforms. Build deeper trust. Stay human.

    That’s how marketing works now.

    And honestly, that’s how it has always worked.

Book Your Free Marketing Strategy Call

Your business deserves to be found—both on Google and ChatGPT.

If you're a solopreneur, author, or thought leader wondering why your marketing isn't translating to consistent revenue, the problem usually isn't what you think.

After 8+ years of working with ambitious entrepreneurs, I've discovered something crucial: most marketing challenges aren't about needing more tactics—they're about solving the wrong problem.

Here's What We'll Uncover Together:

✓ The Real Constraint blocking your growth (it's rarely what you think)

✓ Your SEO Opportunity to rank on Google for what matters

✓ Your AI Visibility Gap and how to show up when prospects ask ChatGPT

✓ Your Lead Generation Blind Spots and where you're losing potential clients

✓ Your Custom Funnel Analysis showing exactly where the leaks are

Book now!

The Potential Return: A clear path to $10K-$50K+ in new revenue

I work with business owners who are done guessing and ready for a marketing strategy built on what actually works—not marketing myths.

Book Your Free Strategy Session →

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