Scale to Exit™ with Alejandra Santos

Scale to Exit™ with Alejandra Santos

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Scale to Exit™ with Alejandra Santos episodes

  • How to Align Yourself to Your Type of Exit with Alejandra Santos

    Not every exit looks like selling your company for millions — and not every founder wants that.

    In this solo episode, Alejandra Santos breaks down the different types of exits founders and business owners can pursue — from strategic sales and recapitalizations to management buyouts, family transitions, and simply stepping back from day-to-day operations.

    You’ll learn how to:

    💡 Define what “exit” truly means for you
    💡 Identify your “freedom number” — the number that gives you the life you actually want
    💡 Understand how personal factors (like health, burnout, or retirement goals) influence your ideal exit path
    💡 Evaluate the trade-offs between selling, staying involved, or delegating operations

    Whether you’re building toward retirement, preparing for a market-timed sale, or simply craving more freedom from your business, this episode helps you get clear, grounded, and aligned with your next move.

     

    You can connect with Alejandra Santos https://www.linkedin.com/in/aalejandrasantos

    www.intothenext.com

    www.thealejandrasantos.com

     

    18 min
  • Bootstrapped to Exit: How Justin Gray Built, Sold & Now Backs Founders

    Serial entrepreneur turned VC, Justin Gray, joins Alejandra to unpack how he built LeadMD from a bedroom idea to $17M in revenue, exited at the top of the market, and why his operator-immersive VC model bets on singles, doubles, and triples, not unicorn lottery tickets. We get tactical on making revenue predictable, using equity to retain A-players, diagnosing a real pipeline (not hope), and knowing when it’s time to sell emotionally and operationally. If you’re scaling a services or vertical SaaS company, this is your masterclass.

    You’ll learn: bootstrapping vs. VC, GTM hiring that actually works, partner ecosystems that spark M&A, and how to prep your business so buyers believe your forecast.

    Hit follow, share with a founder friend!

    Show notes/highlights.
    • Bootstrapping mindset vs. venture fuel

    • Building predictable revenue (and what “real pipeline” means)

    • Equity as a retention engine in services

    • Timing the exit: performance + founder energy

    • Operator-immersive VC: hands-on GTM help

    • Partners as your M&A on-ramp

      You can connect with Justin Gray on 

      https://www.linkedin.com/in/inrevenue/

      1 hr 2 min
    • Turning Big Vision into Real Results: How to Align Your Team Using the Balanced Scorecard with Alejandra Santos

      Every founder starts with a vision, but somewhere between the whiteboard and the workday, that vision gets lost in the noise of operations. In this episode,

      Alejandra Santos breaks down how to use the Balanced Scorecard to turn your vision and mission into a living, breathing strategy that guides every decision across your business.

      Discover how to align your leadership team, define what success actually looks like, and create clarity so every employee understands how their role contributes to the bigger picture. Whether you’re preparing for an exit or simply want more freedom, structure, and focus, this episode will help you build a company that runs with intention, not by accident.

       

      Connect with Alejandra Santos 

      https://www.linkedin.com/in/aalejandrasantos

      www.thealejandrasantos.com

      www.intothenext.com

       

      17 min
    • From Red Picnic Basket to 6 Locations: How Amy Chinian Is Disrupting Lice Care

      In this conversation, Amy shares how an “itchy” crisis during pregnancy led to the creation of a purpose-driven company with six locations, a private-label product line, and thousands of happy families. We cover the real costs of Amazon, why YouTube & micro-influencers are next, how to keep rent low while expanding, protecting culture when hiring, and what buyers look for when you’re planning an exit.

      You’ll learn:

      • How to test new markets before signing a lease

      • The hiring lens Amy uses to find needle-in-a-haystack teammates

      • Diversifying revenue: salon, in-home, schools/camps, Amazon, DTC

      • The KPIs that make your business predictable (and acquirable)

      • Preparing for exit: moving to employees, reviews, and repeatable ops

        Connect with Amy: myhairhelpers.com • TikTok/IG/FB/YT: @myhairhelpers

        Free resource mentioned: Scale & Exit Readiness Index™ (Alejandra’s quick assessment) Into the Next Enterprises

        1 hr 1 min
      • Exit Strategy as a Business Strategy for Hiring & Retaining Employees with Alejandra Santos

        Exit planning isn’t something you only think about when you’re ready to sell it’s something you build every single day through the choices you make about your team.

        In this solo episode of Scale to Exit, Alejandra Santos dives deep into why employees are one of the most important and overlooked multipliers of business value. From hiring and training to incentives, culture, and retention, every decision shapes whether your company will be worth 2x or 5x in a future transaction.

        Alejandra shares practical strategies for turning everyday employee decisions into long-term value drivers, including:

        • How to hire with exit in mind (long-term value vs. quick fixes).

        • Why training and development increase both continuity and company worth.

        • The power of equity, incentives, and culture in retaining A-players.

        • How employees can be your biggest multiplier or your biggest risk.

          If you’ve ever thought, “I’m not planning to exit anytime soon, so why does this matter?” this episode is for you. Learn how building a transferable, scalable business starts with the people decisions you’re making right now.

           

          You can connect with Alejandra Santos www.thealejandrasantos.com www.intothenext.com or email her at [email protected] 

          https://www.linkedin.com/in/aalejandrasantos

           

          26 min
        • Preserve the Win: Risk-Smart Wealth Moves Before (and After) Your Exit with Tim Smith

          In this Scale to Exit episode, Alejandra Santos delves into a conversation with certified financial advisor and entrepreneur Tim Smith on how to preserve the big win well before a sale and long after the close. Tim unpacks the money misconceptions many owners bring from the boardroom to Wall Street, why liquidity beats “asset-rich but cash-poor,” and how to right-size risk without picking five “favorite” stocks.

          You’ll hear practical pre-exit moves (tax/estate structures, trust strategies, and due diligence readiness) and post-exit frameworks for diversification, income needs, and avoiding decision paralysis. They also riff on AI hype vs. reality, crypto speculation vs. adoption, and the investor book Tim gives clients.

          What you’ll learn

          • When to start funneling cash out of the business—and why illiquid real estate isn’t always first

          • A simple liquidity cushion framework + marketable, conservative instruments

          • Diversification that actually reduces risk (funds/ETFs > five stock bets)

          • Teaming up: the “quarterback” model across tax, legal, and wealth

          • Post-exit mindset: preserve the win, don’t chase 20% every year

            Resources

            • Extraordinary Popular Delusions & the Madness of Crowds
            • Tim’s channel: “The Financial Dad” (YouTube)

            Connect

            Guest—Tim Smith https://www.linkedin.com/in/timothy-l-smith-cfp-r-b1293443/
            Host—Alejandra Santos | IntoTheNext.com | Scale to Exit Podcast www.thealejandrasantos.com https://www.linkedin.com/in/aalejandrasantos

             

            Chapters

            00:00 Why Tim does this work
            02:00 Owners’ biggest money misconceptions
            04:30 When to start personal wealth planning
            08:30 Liquidity > illiquid assets
            12:45 Pre-exit tax & trust strategies
            15:10 Due diligence that speeds a sale
            17:10 Portfolio strategy after a transaction
            22:30 AI & crypto: speculation vs. adoption
            37:45 Identity shifts post-exit
            44:00 Practical risk management (diversify)
            49:15 “Preserve the win” mindset

            1 hr 11 min
          • Get Out of the Way of Your Own Business Success with Alejandra Santos

            Scaling a business isn’t just about revenue, funding, or strategy—it’s about clearing the hidden blocks that keep you stuck. In this episode of Scale to Exit, Alejandra Santos breaks down the four biggest invisible barriers that prevent founders from growing and positioning their businesses for long-term success: mindset, leadership style, operations, and team.

            From shifting your mindset from operator to owner, to evolving your leadership style, building scalable operations, and aligning your team for outcomes, Alejandra shares real-world insights and strategies that help you unlock growth and move closer to an exit.

            If you’ve ever felt like your business hit a ceiling and you can’t quite put your finger on why, this episode will show you where those blocks are hiding—and how to remove them.

            Alejandra Santos has over 16+ years and is the CEO of Into the Next where she prepares business for an exit and support business owners in scaling lean and exiting on their own terms.  

            You can learn more about her:

            www.thealejandrasantos.com

            Connect with her on LinkedIn www.linkedin.com/in/aalejandrasantos

            or send her an email [email protected]

            Episode sponsored by Into the Next- On a mission to help bridge the gap between a business and a sellable asset. Supporting businesses in operations finance and exit planning since 2021. 

             

             

             

            21 min
          • From Coas to Cadence with Rachel Losser, How to Keep Your Team Aligned while Scaling.

            On this episode of Scale to Exit, Alejandra sits down with Rachel Lasser, Founder & CEO of Lasser Consulting, a project delivery powerhouse serving companies from high-growth SMBs to $1B+ enterprises. Rachel breaks down why “great delivery” is the ultimate growth lever—and how even large organizations stall without the right checkpoints, communication cadence, and leadership follow-through.

            We cover the red flags of scaling too fast, how to align global/cross-functional teams around the same KPIs, and why your “say-do ratio” is the foundation of trust in any transformation. Rachel also shares how to choose the right-sized tech stack (no Lamborghinis when you need a Civic), when to start building a data foundation (hint: as soon as you hire your first employee), and practical ways to find and fix bottlenecks—without defaulting to “fire someone.”

            You’ll learn:

            • The #1 red flag when companies scale without a delivery framework

            • How leaders create accountability (and what breaks it)

            • A comms playbook for change: repeat, multi-channel, consistent

            • Simple exercises to kill wasteful meetings (Start/Stop/Continue + “What would a big shot change?”)

            • KPI traps—and how to measure process maturity before velocity

            • Bottleneck diagnosis: handoffs, approvals, and…sometimes the leader

            • Tooling that actually fits (Smartsheet/Airtable/Hive, ERP/CRM + data lakes)

            • Balancing agility with structure: where to experiment vs. standardize

              Who it’s for: Founders, COOs/CFOs, PMO leaders, and any team stuck in “lots of meetings, little movement.”

              Connect with Rachel:

              LinkedIn Rachel Losser (Lapidus) | LinkedIn Home |

              Losser Consulting Solutions | Project Management Consulting

              Connect with Alejandra:

              www.intothenext.com 

              www.thealejandrasantos.com

              www.linkedin.com/in/aalejandrasantos

               

               

              58 min
            • Exit Strategy as Business Strategy for Every Day Decision Making with Alejandra Santos

              On this solo episode Alejandra Santos shares how to incorporate exit strategy as business strategy for every day decision making.

              You will learn: 

              1-How to stop chasing new clients and instead nurture the ones you have

              2- How to understand the value each client brings and how to make them come back for more. 

              3- How to set yourself free from the business by following these few strategies. 

               

              Alejandra Santos is an entrepreneur, business owners, a fractional COFO, business exit planner and just a super passionate individual to help you build legacy wealth thru your business. 

               

              You can find her at: 

              www.thealejandrasantos.com

              www.intothenext.com

              www.linkedin.com/in/aalejandrasantos 

               

              Want to understand what your value gaps are and how to fix them? take our Scale & Exit readiness index to get insights deliver to your email. 

              Just email us at [email protected] to get access to this. 

               

              14 min
            • How to Exit your Business Properly if you own Real Estate with Caleb David

              In this episode of Scale to Exit, host Alejandra Santos sits down with Caleb David, Commercial Director at Keller Williams and seasoned real estate broker, to explore the hidden side of business exits: your real estate.

              From negotiating leases to positioning properties for investors, Caleb shares how business owners can maximize value when selling both their company and their commercial assets. But this conversation goes deeper than square footage and cap rates — Alejandra and Caleb dive into identity shifts, burnout, community, and healing when it comes to making big transitions in business and life.

              You’ll learn:

              • The three ways owners can structure a sale when real estate is involved

              • How lease assignments vs. assumptions impact liability during an exit

              • Why timing, financial records, and even a $40K HVAC system can make or break a deal

              • The importance of the right broker — and red flags to watch out for

              • How slowing down, checking your ego, and aligning with your values matter as much as the numbers

                Whether you’re a founder with a storefront, a doctor with a practice, or a CEO thinking about selling both the business and the building, this episode unpacks the practical and emotional sides of scaling and exiting with real estate.

                 

                You can find Caleb David

                https://www.linkedin.com/in/calebdavid/

                1 hr 4 min

              About Scale to Exit™ with Alejandra Santos

              From the publisher's feed

              Are you an aspiring business owner with big dreams and a vision? Then this is your podcast. Alejandra Santos is a seasoned business owner, strategist, Fractional COFO, and Certified Exit Planner who has helped hundreds of businesses scale lean and prepare for an exit. 
              In this podcast, she shares the secret sauce of what makes a business valuable, interviews successful entrepreneurs, and shares mistakes so you can get the roadmap you need to build or scale your company for an exit.

              Alejandra Santos is the proud owner and CEO of Into the Next Consulting™, The Educated CEO™, Comeverge™, and the Scale to Exit podcast™.