From Teacher to Tech CEO: How Stephen Spence Built a Software Company With No Startup Background
2026-04-08 · 37 min · 15 entities
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From Teacher to Tech CEO: How Stephen Spence Built a Software Company With No Startup Background
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Feed author/publisher: Aisha Massengill
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Link in episode "From Teacher to Tech CEO: How Stephen Spence Built a Software Company With No Startup Background": https://igotnext.co/training
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Link in episode "From Teacher to Tech CEO: How Stephen Spence Built a Software Company With No Startup Background": https://smallbizzlegalguide.com/
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Link in episode "From Teacher to Tech CEO: How Stephen Spence Built a Software Company With No Startup Background": https://igotnext.co/training
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Link in episode "From Teacher to Tech CEO: How Stephen Spence Built a Software Company With No Startup Background": https://smallbizzlegalguide.com/
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Link in episode "From Teacher to Tech CEO: How Stephen Spence Built a Software Company With No Startup Background": https://igotnext.co/training
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Link in episode "From Teacher to Tech CEO: How Stephen Spence Built a Software Company With No Startup Background": https://smallbizzlegalguide.com/
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Episode description as stored
In this episode of Do Small Business Like a Big Boss , host Aisha Jorge Massengill sits down with Stephen Spence, Managing Director and Co-Owner of Project MAPIT, to talk about his unconventional journey from a 20-year career in special education to building a thriving software company.
Stephen shares how a chance opportunity with a former student led him into the world of startups—without formal business training, funding, or a clear roadmap. From surviving on $37,000 in his first year to cold-walking contractor offices with zero sales experience, to now co-owning a company competing with teams 25x their size, Stephen breaks down the real lessons behind resilience, leadership, and growth.
🎧 What You’ll Learn in This Episode :
How to keep going when you're left alone in a business and everything is on the line
Why cold outreach often fails—and what actually works for lead generation
How radical transparency builds trust and drives revenue
Why you should master roles before delegating them
What EBITDA is and why it matters for long-term business value
How systems, tools, and AI support growth in modern businesses
The mindset needed to handle rejection and stay in the game
⏱️ Episode Timestamps :
00:25 – Welcome & What is Project MAPIT
02:47 – From teacher to tech startup: Stephen's origin story
04:30 – When the founder left and Stephen stayed in the fight
07:24 – The family decision and support system
10:50 – Wearing every hat in the early years
13:30 – Lead generation: what worked and what didn’t
16:05 – Handling rejection in sales
18:00 – Learning roles before delegating
21:34 – Buying out a founder
23:53 – Understanding EBITDA
25:45 – Systems, tools, and AI
31:30 – AI in small business
33:06 – Advice for entrepreneurs
36:35 – What “Do Small Business Like a Big Boss” means to Stephen
38:30 – Where to find Stephen
👤 About the Guest :
Stephen Spence is the Managing Director and Co-Owner of Project MAPIT, an all-in-one mapping, reputation, and sales platform for contractors in the home services industry. A former special education teacher and coach, Stephen transitioned into entrepreneurship in his 40s and helped scale Project MAPIT into a competitive software company serving hundreds of clients.
Connect with Stephen:
Website: projectmapit.com
LinkedIn: Stephen Spence
🚀 Ready to Make Your Business Official?
Join Aisha’s FREE weekly webinar, Make Your Business Official , and learn how to build, brand, and bulletproof with confidence.
👉 Register here: https://www.igotnext.co/training
👉 Grab your FREE Legal Guide at :
https://www.smallbizzlegalguide.com
🔗 Stay Connected with Sedgwick Andrews :
Follow us across all platforms for legal tips, business strategy, and boss-level motivation:
👉 https://linktr.ee/Sedgwick_Andrews_LC
Podcast Mantra :
Build the dream messy, build it scared, just don’t build it small.
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