Issue 027: How Melissa Kwan Hit $1M ARR With Zero-Dollar Marketing Strategies, The 5 “Time Assassins” That Sabotage Entrepreneurial Success, and More

We also discuss the most scientifically effective way to do defensive SEO.
Startup Blitz Logo

March 19, 2025 | #027 | Free Version

Hi friend and happy Wednesday!

Welcome to Startup Blitz, a weekly newsletter full of timeless ideas and insights you can use in your online business.

This week, we discuss –

👑 How Melissa Kwan hit $1M ARR with zero-dollar marketing strategies

🔬 The most scientifically effective way to do defensive SEO

🥷 5 “Time Assassins” that sabotage entrepreneurial success

Not subscribed? Learn more and sign up.

The Zero-Dollar Marketing Strategies That Took Melissa Kwan to $1M ARR

Melissa Kwan is the co-founder and CEO of eWebinar. It’s a SaaS platform that lets you deliver automated webinars for sales demos, onboarding, and training.

Before starting eWebinar, she co-founded Spacio, an open-house check-in solution for realtors. She successfully sold the company in 2019 for mid-seven-figures.
With eWebinar, it took her about 36 months to reach $1 million in annual recurring revenue (ARR).

The most surprising part of her journey? Her expensive marketing efforts didn’t generate any results. They were mostly a waste of money.

Instead, the strategies that helped her reach $1 million cost nothing. Her success came from zero-dollar marketing strategies.

Let’s take a look at her journey.

(based on her LinkedIn posts and interviews)

How She Acquired Her First 100 Customers

Kwan followed a simple approach to land her first 100 paying customers:

1. List Potential Customers

She created an Excel sheet listing everyone she knew who might benefit from the product. This included past colleagues, clients, and companies she’d interacted with. She added the company name, her contact person, their email, and the industry.

2. Reach Out Before Launch

Two weeks before the launch, she emailed or texted everyone on her list. She explained what she was building and offered to hop on a call to demo the product. For 10 weeks, she conducted 20–40 demos every week.

3. Ask for Referrals

If someone liked the product, she asked them to introduce her to others who might benefit from it.

This simple strategy helped her secure her first 100 paying customers.

But then, she hit a wall. With her personal network exhausted, she turned to other marketing strategies.

None of them worked.

The Costly Marketing Mistakes She Made on Her Way to $1M ARR

1. Launching on Product Hunt

She spent two months preparing and paid a $7,500 consulting fee for her Product Hunt launch. She made it to the top 3. But only acquired one customer.

According to Kwan, Product Hunt works best for free consumer products. Her B2B product with no free version wasn’t a good fit.

2. Paid Ads

She worked with two highly recommended ad agencies for eight months. They tried Google, Facebook, and LinkedIn ads. None of them worked.

With paid ads, you’ve to compete with big companies that have massive budgets. It often doesn’t make sense for startups to go head-to-head with them.

3. Cold Email

Her product costs only $100/month. People typically don’t buy low-ticket products through cold outreach. it works better for $10K–$100K deals.

Her response rate was below 2%. After a few months of frustration, she gave up.

4. LinkedIn Outreach

Since cold email didn’t work, she decided to try LinkedIn messages. She thought it might be a more effective way to get a response.

But she was wrong. People were offended. Some even cursed at her and accused her of misusing LinkedIn for sales. She gave up after four weeks.

5. Affiliates & Partnerships

She spent $130K testing affiliate programs. It generated less than $500/month in revenue.

According to Kwan, she was too early with affiliate marketing. It works best for brands people already recognize. An unknown company won’t succeed with affiliate programs.

9. Newsletter promotion

She paid $1,500 to sponsor a newsletter sent to 100K people. It resulted in only 298 clicks (0.3% click rate).

She also ran a Black Friday deal with a newsletter sent to 250K people. It resulted in 18 trial sign-ups. No one converted.

The Zero-Dollar Marketing Strategies That Worked

1. Referrals

She asked friends and existing customers to introduce her to others who might find the product useful. She even sent them a forwardable email they could use for introductions.

2. Directories

She submitted eWebinar to 40+ directories. According to Kwan, directories make a company searchable, give it credibility, and are great for backlinks.

3. Review Sites

Review sites rank high in search results. It is also where prospects do their research. Anytime someone said they loved the product, she asked them to leave a review.

4. Case Studies

She asked her most enthusiastic customers about their experiences before and after using the product. She recorded those interviews and shared them on her website and YouTube.

5. Sharing on LinkedIn

She posts 3–5 times per week on LinkedIn. She spends 3–6 hours writing and editing each post.

As a result, LinkedIn drove 20% of her demo requests.

6. Podcast Interviews

She tries to guest on a podcast almost every week. A big percentage of her users sign up after hearing her interviews.

To book these spots, she sends 15–20 pitches per week to various podcasts. She just asks if they’d like to have her on the show. Podcasts always need content. So many say yes.

7. SEO & content

Over two years, she created 40 optimized pieces of content. As a result, 50% of demo traffic came from organic search.

8. Co-Marketing

She co-created templates, guest posts, and webinars with people who had large audiences. These were shared on both sides.

With these strategies, she was able to reach $1M in annual recurring revenue in just 36 months.

🔬 Scientific Research: The Best Way to Do Defensive SEO

Company blogs aren’t worth the investment anymore.
For years, businesses followed the same playbook: start a blog, write relevant articles, attract Google traffic, and convert visitors into leads.

But according to Elena Verna, that playbook no longer works. Google has changed. It’s not sending as many visitors as they were used to. It now directs more users to paid ads and tries to keep the rest on its site with AI-generated answers.

Even major company blogs like HubSpot, Salesforce, and Intercom are struggling. They’re facing either a decline or major traffic stagnation.
Despite having large teams of writers and editors, they’re barely pulling in 200K visits per month.

So what hope is there for smaller businesses?

As a result, many companies are shifting focus to social media, newsletters, and private communities like Discord.
But company blogs aren’t completely going away. You still need them for defensive SEO.

According to PostHog, it’s a very good defensive tactic to have posts like these on your blog:

  • The best tools in your product category
  • Comparisons between your product and competitors
  • How to integrate your product with other popular ones

If you don’t create these posts, your competitors will. You don’t want prospects learning about you from your competitors.

The first thing you should do after creating your website is publish a blog post listing the best tools in your category. For example, an HR software company could write “21 Best HR Software Tools in 2025.”

Make the list as long as possible. According to a recent scientific study, when the rank length is longer, people view the top items more positively. It also increases their willingness to pay.

Place your product in the top 1 or 2 spots. People judge products based on their distance from the top-ranked product.

But don’t oversell your product. Instead of claiming it’s the best, focus on how it’s different.

📖 Book of the Week: The 5 Time Assassins

In this book, the author shows how to literally buy back free space in your calendar and achieve more financial success than you ever dreamed was possible.

One key concept he discusses is the 5 “Time Assassins” that sabotage entrepreneurial success.
Entrepreneurial life is chaotic. We’re constantly dealing with stress, making tough decisions with incomplete information, and adapting to last-minute changes.
So when things do go smoothly, we get anxious. It feels unnatural. We feel like we’re missing something. We start searching for problems, subconsciously inviting chaos back into our lives.
According to Martell, this subconscious need for uncertainty and chaos comes out in one of five ways. They try to drain all of our free time and energy. He calls them the 5 Time Assassins of entrepreneurial success.
Here they are:

1. The Staller

“You sabotage your own success by hesitating on big decisions.
“Think of all the scenarios that could help your business grow, like through an introduction, a new referral, a bigger audience. When these opportunities pop up for the Staller, they never take them, and they also never say no.”

2. The Speed Demon

“The Speed Demon makes you believe you drive success by making decisions as quickly as possible. Then you find yourself in the same position again.

  • You haphazardly hire the first candidate you find. They then underperform or get fired.
  • You forcefully select the first technology platform you find. It doesn’t work as anticipated.
  • You go with the first lender available. They become a pain in the a**.”
To find a work/life balance, you need a clear organisational strategy. You need to prioritize. Otherwise, you’ll kill any meager chance you have of relaxing for a minute.

3. The Supervisor

“When you hire someone and then do their job for them, you’re in danger of the Supervisor. Haunted by the Supervisor, you either micromanage others or just take over completely.
“Here’s the telltale sign that you’re being haunted by the Supervisor demon: if you’re thinking, I’m the only one who can do it right, maybe that’s true. And that’s a problem.

“If you’re lured by the Supervisor, you’ll end up exactly where you are today—stressed and overworked. The path out is to recognize that you aren’t the world’s best at just about everything. You’re only phenomenal at a handful of tasks. Everything else, you’ll be surprised to find, someone else can learn and execute at least as well as you can.”

4. The Saver

“You have money in your bank account but don’t understand the value in spending it on growth opportunities. You let it grow like a nest egg instead of investing it in your business.”
“You agonize over a $100 purchase that could have saved you ten hours.”

5. The Self-Medicator

“You turn to food, alcohol, or other vices to reward yourself when you have success. Then you rush to the same destructive activities to escape failure or pain.
“But a night of celebration can easily turn into sleeping in late, robbing you of precious hours of productivity.”

How to Eliminate the 5 Time Assassins

The author also shares an exercise that can help you detect and eliminate these assassins:
1. Take out a sheet of paper and list your last ten major decisions.
2. Look at your list and ask yourself: Were these all really necessary?

3. Look for patterns in the decisions that weren’t necessary. Were you rushing? Micromanaging? Penny-pinching?

4. Then, if you see a pattern emerge, write down your current assassin.

5. Once you zero in on the assassin you’re currently facing, you’ll notice him the next time he tries to pop up in your psyche when you’re about to make a decision.

You can find the book on Amazon or any major bookstore. I highly recommend reading the full book.

Resource of the Week: Meditation for Entrepreneurial Success

Many successful entrepreneurs, including Steve Jobs and Salesforce founder Marc Benioff, swear by meditation.

Studies have also shown that it can change your brain matter, reduce stress, and help entrepreneurs make better decisions.
Curious about why meditation works and how to use it effectively?
Our friends at OptiMindInsights offer free, science-backed insights on mental performance and well-being.
Recently, they teamed up with meditation expert Amanda Pandey to create a short course on Loving-Kindness Meditation.

You can subscribe to them here & start learning about Loving-Kindness Meditation.

Thanks for reading. I hope you have found at least some of these tips helpful.

Until next week!

Sayed Bin Habib

Co-Founder, Startup Blitz

Follow me on LinkedIn / Website

You are receiving this email because you subscribed to Startup Newsletter. You can Unsubscribe from here.

More Newsletter Editions

Get the weekly email full of actionable ideas and insights you can use at work and home.

    Close