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SHERIDAN GUERRETTE

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DRAMA SERIES

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American Author, Poet, and Artist

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What Sheridan Said

What Sheridan Said is more than just a newsletter; it's your weekly escape into my whirlwind of an existence. New episodes drop every Wednesday at 9/8 Central, where I share the highs, lows, and everything in between that makes life so unpredictable.

Subscribe to get the latest episode delivered to your email  inbox. Or upgrade to a Membership for the full archive, your FREE digital copy of What Sheridan Said: Season One, and full access before episodes lock after four weeks.

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Original Poetry

Sheridan Guerrette has been writing poetry before she could even read at a normal literacy level. Her life on the country side, her introspective view on the world, and the rare extremes she's had to face elevate her poetry to rank among the best. 

First published as a young child submitting poems behind her parents' backs, to today, her life's collection carries throughout her Poetry Books and published archives.

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Season One Book

In What Sheridan Said: Season One – Memoir of the Heroine, Sheridan documents her career exploding overnight through raw weekly entries. She confronts the brutal reality of sexism in business and systemic barriers women face. Ultimately, she's forced to make an impossible choice; she must decide whether to walk away from her job, her home, and everything she built to stay true to herself. Which choice did Sheridan make?

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What Sheridan Said

No. 1 weekly narrative drama series

New Episodes Air Wednesdays at 9/8c.

The SaaS Trap: Why Founders and Investors Should Think Twice Before Scaling It Up

Updated: Apr 16

In the SaaS (Software as a Service) world, the model is almost immune to harm: it generates predictable revenue streams, has scalable platforms, and has loyal customers. But one has to look more critically at this phenomenon. Underneath the glamorous veneer of lofty valuations and success stories, SaaS has certain intrinsic weaknesses—shortcomings that entrepreneurs and investors need to tackle with a critical eye.


The subscription-based model that makes SaaS so attractive also poses challenges to customers that, in turn, influence retention, scalability, and profitability. Identifying these challenges is not only beneficial for founders building a SaaS product or investors evaluating such products as potential investments, but it is also critical.


Black statue of a horse with a flowing mane, surrounded by sharp, abstract metallic shapes on a white background. Edgy and dynamic. SaaS is crap by sheridan guerrette article insights and essay

Subscription Saturation: Consumer Reaction Is Real

The SaaS subscription model is lucrative, but there’s a catch: customers are growing weary of the “pay forever” approach. Tools like Notion and Figma thrive on free tiers that lure users in, but they rely on upselling advanced features and collaboration tools to justify their valuations. While this works in the short term, the market is saturated. Consumers and businesses alike are hitting subscription fatigue, and SaaS founders need to ask: Are we solving real problems, or are we adding to the noise?


Take Readwise, a SaaS startup that syncs and highlights notes for avid readers. Its niche value proposition works for individual users but faces scale challenges. How many people will pay a monthly fee for what feels like a single-purpose tool? As a founder, if your SaaS product doesn’t demonstrate long-term value, churn rates will skyrocket. For investors, this is a red flag disguised as a business model.


Hidden Costs: Scaling Isn’t Always Profitable

One of the most overlooked traps in SaaS is the cost of scaling. Founders often focus on onboarding users at a low cost, assuming upsells will fill the revenue gaps. But SaaS pricing tiers are a double-edged sword. Customers attracted to entry-level price points often feel blindsided when higher costs kick in as their usage grows.


Examine Airtable, starting with its budget-friendly free plan. As organizations extend their use—adding more records, automations, or users—the costs skyrocket. While this is beneficial to the company, it is a challenge for users who are not ready for escalating costs. Investors should consider whether a SaaS business's pricing model actually enables scalability or is it hanging by a thread on constant upselling.


Another example is Zapier, the go-to for workflow automation. Its scalable model works well for teams automating basic tasks, but power users quickly hit limits and are forced into higher-cost plans. The operational strain of supporting these scaling users—while maintaining retention and profitability—is a balancing act most startups aren’t equipped for.


Considerations for Founders to Consider

If you’re building a SaaS product, here’s the uncomfortable truth: subscription fatigue is real, and customers are tired of hidden costs. To stand out, you need a model that offers transparency and clear long-term value. This means:


Retention Over Acquisition: Focus on delivering sustained value rather than aggressive user acquisition. Churn will kill even the most scalable SaaS product if users feel like they’re not getting enough ROI.


Flexible pricing plans: Consider hybrid approaches like pay-per-use plans or a one-time fee for premium features. Consider that not every consumer wants to subscribe.


Customer-Centric Growth: Listen to your user base's friction points. Are your pricing tiers alienating small businesses or discouraging power users? Adapt before churn becomes a problem investors can’t ignore.


As an investor evaluating SaaS startups, don’t just look at MRR (monthly recurring revenue). Dig deeper.

How transparent is the pricing structure?

What’s the churn rate, and why are users leaving?

Are customers scaling naturally, or are they being forced into higher tiers?


Startups like Superhuman, the sleek email client, have mastered creating a high-value perception that justifies premium pricing. But not every SaaS product can—or should—try to emulate this model. For every Superhuman, there are dozens of SaaS companies burning through cash to support users who aren’t willing to scale with them.


The Route Ahead

SaaS isn’t going anywhere, but its flaws are becoming more evident. Founders and investors need to approach this space with clear eyes and realistic expectations. Founders, your job is to create value that transcends subscription fatigue. Investors, yours is to identify the companies solving real problems—not just riding the hype wave. If we’re going to keep building SaaS products, let’s build them better. Transparency, retention, and genuine user value aren’t just trendy words—they will separate the winners from the churn machines.

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