Side Hustle Growth #74

Read more to find out how you can scale this profitable side hustle today plus tips and tricks to make growing a business easier

In partnership with

Welcome Back To Side Hustle Weekly!

I’m excited to share with you another great side hustle you can start today! Today we will be discussing how you can grow your software into the next Microsoft.

Before We Get Started Here’s Your News Recap:

Layoffs down in September, but 2025 still tough
U.S. planned layoffs dropped 37% month-on-month to 54,064, but cumulative year-to-date cuts have reached 946,426, the highest since 2020. Hiring plans, meanwhile, are at the weakest point since 2009.

Banks expect capital rules to loosen under White House push
Major U.S. banks are optimistic that the Trump administration will roll back tougher post-crisis capital requirements—potentially freeing up billions in lending and dividends.

Shutdown warning from Treasury — $15B GDP hit per week
The White House projects $15 billion in lost GDP per week if the shutdown persists, plus 43,000 extra unemployed persons if the impasse continues for a month.

Shutdown clouds Fed’s data visibility
With key data (jobs, inflation, etc.) delayed by the shutdown, the Fed faces rising uncertainty ahead of its next meeting—making policy choices more speculative.

Stocks hold near highs despite Washington gridlock
Even as the U.S. government shuts down, tech strength is helping markets pause near record levels — investors focusing more on rate prospects than political turmoil.

Global markets rally on Fed hopes & sector rotation
Global equities gained, with healthcare and tech leading. Markets are pricing in strong expectations for more Fed cuts, while the dollar weakened and gold surged.

Trump eyes deals in pharma, AI, energy before midterms
The administration is pushing for major announcements and incentives across pharma, AI, energy, and mining, aiming to strengthen political narratives heading into 2026.

Sentiment tilts: private payrolls shrink
The ADP report showed private payrolls declined by 32,000 jobs in September — the biggest drop in 2½ years — amplifying pressure on the labor front.

U.S. support for soybean farmers amid China lacuna
The Treasury signals new assistance for soybean farmers hit by China’s low demand, expected announcement Tuesday.

U.S. won’t bail Argentina — only a swap line
Treasury Sec. Bessent clarified that the U.S. is extending only a credit swap line—not direct funds—to Argentina despite growing calls for support.

Thank you to our sponsor for bringing you today’s daily news recap

Smart dictation that understands you

Typeless turns your raw, unfiltered voice into beautifully polished writing - in real time.

It works like magic, feels like cheating, and allows your thoughts to flow more freely than ever before.

With Typeless, you become more creative. More inspired. And more in-tune with your own ideas.

Your voice is your strength. Typeless turns it into a superpower.

Scale Your Software

Scaling Software: How to Grow and Maximize Income From Your Software Company

Turn Your Product Into a Revenue Engine That Runs on Autopilot

Launching a software company is an achievement, but growing it into a thriving, profitable business is where the real challenge — and opportunity — lies. The beauty of software is its scalability: once the product is built, selling to thousands of users doesn’t cost much more than selling to ten. With the right systems in place, you can turn a small software startup into a business generating $10,000, $50,000, or even more per month.

Here’s your blueprint to scaling smartly, maximizing income, and eventually automating much of the growth process.

1. Perfect Your Product-Market Fit

Before scaling, ensure your software solves a problem that people are willing to pay for. Ask:

  • Does it save users time, money, or frustration?

  • Do paying customers consistently stick around?

  • Is feedback pointing toward satisfaction, not just interest?

Refine your core features based on customer feedback. A polished product with strong retention will make scaling far easier and more profitable.

2. Optimize Pricing for Growth

Pricing can make or break a software business. To maximize income:

  • Use tiered plans (basic, pro, enterprise) so different customer segments can buy.

  • Add annual payment discounts to increase upfront cash flow.

  • Introduce usage-based pricing (per seat, per project, or per gigabyte) for fairness and scalability.

Regularly test new price points and packages. Many software companies double revenue just by adjusting their pricing models.

3. Expand Your Sales Channels

To grow beyond word of mouth, diversify how customers find you:

  • Content marketing – Blogs, case studies, and tutorials that show off your product.

  • Paid ads – Google Ads, LinkedIn Ads, or Facebook targeting your ideal users.

  • Partnerships – Collaborate with complementary businesses for bundled offers.

  • Affiliate programs – Reward others for sending new customers your way.

Multiple acquisition channels protect you from relying on just one source of growth.

4. Automate Marketing and Customer Success

Automation frees your time while keeping growth consistent. Tools like HubSpot, ActiveCampaign, or Zapier can:

  • Trigger welcome sequences for new users.

  • Send renewal reminders and upsell emails.

  • Deliver in-app tips to boost engagement.

  • Automate support tickets and FAQs.

This creates a smoother user experience while ensuring leads and customers don’t slip through the cracks.

5. Hire for Growth and Management

As your company grows, you can’t do everything yourself. Build a team that drives expansion:

  • Growth Manager – Oversees marketing experiments and scaling strategies.

  • Customer Success Manager – Ensures clients stay happy and reduce churn.

  • Operations Manager – Keeps workflows efficient and team performance high.

Delegating management lets you focus on vision and long-term strategy rather than day-to-day operations.

6. Build a Sales Team for Outreach

Don’t wait for customers to come to you — go find them. A dedicated sales team can:

  • Outreach to potential clients through cold emails, calls, and LinkedIn.

  • Pitch enterprise deals that bring in thousands of dollars per contract.

  • Nurture leads until they’re ready to buy.

For lean scaling, start with commission-based reps and expand as deals grow. A small but focused sales team can generate recurring revenue streams and secure bulk contracts.

7. Expand Into Enterprise and B2B Sales

While individual subscriptions add up, the fastest way to increase revenue is larger contracts:

  • Approach businesses, schools, or organizations that could use your software at scale.

  • Offer bulk pricing or custom integrations.

  • Provide priority support for higher-paying clients.

A single enterprise client could bring in as much monthly revenue as 50–100 individual users.

8. Diversify Revenue Streams

Don’t rely on one product or one pricing model. Grow income by:

  • Adding premium add-ons or plug-ins.

  • Launching a marketplace or integration hub.

  • Offering training, certification, or consulting alongside your software.

Diversification makes your company more resilient and creates opportunities for upselling.

9. Reinvest in Growth

Profitable software companies reinvest to scale faster. Put money into:

  • Hiring developers to expand features.

  • Running ads for customer acquisition.

  • Improving infrastructure (servers, security, integrations).

  • Branding and PR to boost authority and trust.

Every dollar reinvested into scaling can multiply into long-term revenue.

Estimated Income Potential

Here’s what realistic growth looks like:

  • Early-stage – $2,000–$5,000/month with 50–100 paying users.

  • Scaling – $10,000–$30,000/month with 500–1,000 users and a small team.

  • Advanced – $50,000+/month with enterprise clients, multiple products, and automated systems.

With a subscription model, revenue compounds as long as you retain customers.

Requirements for Growth

  • A validated software product with proven demand.

  • Subscriptions to marketing automation and CRM tools.

  • Team members (or freelancers) to handle support, growth, and outreach.

  • A sales process that targets both individuals and businesses.

Pros

  • Scalable model – Each new customer costs little to serve.

  • Recurring revenue – Subscriptions provide steady, predictable income.

  • Global market – Software can be sold anywhere with internet access.

  • Automation-friendly – Many aspects can run without you.

Cons

  • Customer churn risk – If users leave, income drops.

  • High competition – The software market is crowded.

  • Support demands – More users mean more questions and issues.

  • Initial investment – Marketing, servers, and staff require funding.

Summary: How to Grow and Maximize a Software Company

  1. Refine product-market fit so users love and stick with your software.

  2. Optimize pricing with tiers, upsells, and annual plans.

  3. Diversify acquisition channels through content, ads, partnerships, and affiliates.

  4. Automate marketing and support to save time and scale efficiently.

  5. Hire managers and a sales team to handle growth and enterprise outreach.

  6. Expand into B2B contracts for higher-paying, long-term deals.

  7. Diversify revenue streams with add-ons, training, and integrations.

  8. Reinvest profits into marketing, product development, and branding.

By combining automation, a growth-focused team, and smart outreach, you can transform your software company into a self-sustaining business engine — one that continues to grow and generate revenue, even when you step away from the day-to-day.

That’s A Wrap

I hope you enjoyed today’s post and if you have any questions about the post, upcoming posts, how to advertise, or anything else, feel free to reply. See you next time with another money-making post, helping you boost your income!

Looking for more newsletters that talk about crypto, stocks, business, finance, how to make money, or anything else, click here→

Want to see all of the Side Hustle Weekly’s past posts and issues? Well look no further, click here to check out our full archive→

Do you want to drive more b2b sales/leads to your business by promoting your business in front of over 50,000 business owners? Your in luck, click here to find our more information→ or shoot us an email at [email protected].

Disclaimer: This newsletter is for informational and educational purposes only and reflects the opinions of its editors and contributors. The content provided, including but not limited to real estate tips, stock market insights, business marketing strategies, and startup advice, is shared for general guidance and does not constitute financial, investment, real estate, legal, or business advice. We do not guarantee the accuracy, completeness, or reliability of any information provided. Past performance is not indicative of future results. All investment, real estate, and business decisions involve inherent risks, and readers are encouraged to perform their own due diligence and consult with qualified professionals before taking any action. This newsletter does not establish a fiduciary, advisory, or professional relationship between the publishers and readers.

Reply

or to participate.