{"podcast":{"title":"Do Small Business Like a Big Boss Podcast","slug":"do-small-business-like-a-big-boss-podcast-7627760","podcast_index_feed_id":7627760,"rss_url":"https://api.riverside.fm/hosting/OoLlOizM.rss","website_url":"https://sedgwickandrews.com/","image_url":"https://hosting-media.riverside.com/media/podcasts/07cacb42-7c0f-44d4-884d-8be23043124e/logos/e9430cc7-f608-4e67-906f-49a9804b50f7.png","author":"Aisha Massengill","episode_count":23,"summary":"Ready to take your small business from basement startup to Big Boss success? Welcome to Do Small Business Like a Big Boss! where we prove that with the right strategy, any up and coming business owner can compete with the big guys. Hosted by Aisha Jorge Massengill, founder of Sedgwick Andrews Legal & Consulting, a seasoned employment attorney who's advised large publicly traded companies for over two decades, this podcast is your courtside seat to business transformation. Just like that fearless 13-year-old girl shouting \"\"I got next!\"\" on Bronx basketball courts, successful entrepreneurs don't just wait their turn—they prepare for it. They study the game, assess the competition, and build the skills they need to win when opportunity calls. What You'll Discover: Real Success Stories: In-depth interviews with business owners who've successfully scaled from side hustles to legitimate enterprises Strategic Frameworks: Proven systems and structures that help small businesses compete like industry giants Legal & HR Insights: Employment law guidance that protects your growing team while fostering company culture Risk Management for Entrepreneurs: Smart ways to minimize liability while m…","last_synced_at":"2026-07-23T00:19:55.255262+00:00","page_url":"https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760"},"episode":{"title":"How to Know When to Outsource","slug":"how-to-know-when-to-outsource","published_at":"2026-07-15T11:50:12+00:00","page_url":"https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760/how-to-know-when-to-outsource","show_page_url":"https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760","url":"https://api.riverside.com/hosting-analytics/media/ccd5b2f730796e1084bd11724b1a8bfbd88408a6cdeba6cdc0dabb1a7e7caa7a/eyJlcGlzb2RlSWQiOiI5N2YxNzU1NC05N2I3LTRkMmItYTUwZC00ZjhiOGY0MzkxNDIiLCJwb2RjYXN0SWQiOiIwN2NhY2I0Mi03YzBmLTQ0ZDQtODg0ZC04YmUyMzA0MzEyNGUiLCJhY2NvdW50SWQiOiI2ODdhZjZjNWY1MjhmYzVlMDY2ZTc2ZmQiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmE1Nzc0ODU4NTY3M2QwODk1NDUxN2YzL2Fpc2hhLW1hc3NlbmdpbGxzLXN0dWRpby1jb21wb3Nlci0yMDI2LTctMTVfXzEzLTUyLTM3Lm1wMyJ9.mp3","audio_url":"https://api.riverside.com/hosting-analytics/media/ccd5b2f730796e1084bd11724b1a8bfbd88408a6cdeba6cdc0dabb1a7e7caa7a/eyJlcGlzb2RlSWQiOiI5N2YxNzU1NC05N2I3LTRkMmItYTUwZC00ZjhiOGY0MzkxNDIiLCJwb2RjYXN0SWQiOiIwN2NhY2I0Mi03YzBmLTQ0ZDQtODg0ZC04YmUyMzA0MzEyNGUiLCJhY2NvdW50SWQiOiI2ODdhZjZjNWY1MjhmYzVlMDY2ZTc2ZmQiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmE1Nzc0ODU4NTY3M2QwODk1NDUxN2YzL2Fpc2hhLW1hc3NlbmdpbGxzLXN0dWRpby1jb21wb3Nlci0yMDI2LTctMTVfXzEzLTUyLTM3Lm1wMyJ9.mp3","summary":"In this episode of Do Small Business Like a Big Boss , host Aisha Jorge Massengill sits down with Brad Stevens, founder and CEO of Outsource Access, to talk about knowing when it's time to outsource and how to build a team that helps your business grow. Brad shares his entrepreneurial journey, the unexpected path that led him to build a 500+ employee offshore staffing company, and the systems, mindset, and metrics that have fueled his rapid growth. 🎧 What You’ll Learn in This Episode: The two-question exercise to identify what you should outsource first How to view hiring as an investment instead of an expense Why Outsource Access serves businesses across 85 industries instead of specializing in one niche The key performance indicators Brad uses to measure outsourcing success How educational content and referrals helped grow the business without paid advertising ⏱️ Episode Timestamps 01:38 – Brad's origin story: renting Micro Machines toys in 4th grade 05:00 – Learning to spot problems worth solving 08:02 – The moment Brad knew entrepreneurship was the path 13:38 – How Brad thinks about building resilience 18:58 – The exploding pen disaster that led to Outsource Access 25:07 – Why Brad built his team in the Philippines 26:18 – Why Outsource Access serves 85 industries instead of niching down 29:49 – Building word-of-mouth marketing through content and education 33:45 – The two-question exercise for knowing what to outsource 40:14 – The 3 KPIs Brad watches most closely 44:27 – Brad's upcoming book, Automate and Delegate 48:38 – What \"Do Small Business Like a Big Boss\" means to Brad 🎤 About Our Guest Brad Stevens is the founder and CEO of Outsource Access, an offshore virtual staffing firm he's grown to 500+ employees across 85 industries in just four and a half years. I…","meta_description":"In this episode of Do Small Business Like a Big Boss , host Aisha Jorge Massengill sits down with Brad Stevens, founder and CEO of Outsource Access, to ta…","key_points":[],"chapters":[],"topics":[],"duration_seconds":3253,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/do-small-business-like-a-big-boss-podcast-7627760/episodes/how-to-know-when-to-outsource/transcription-requests","description":"Idempotently request low-priority transcript generation for this episode."},{"name":"read_markdown","method":"GET","url":"https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760/how-to-know-when-to-outsource.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}