Why Holiday Pressure Creates the Perfect Window for Big Sales Wins

When the calendar tightens, vacations stack up, and the number of real selling days drops fast, something interesting happens: buyers make decisions, deals accelerate, and opportunities open that weren't available all year long.

In this episode, Phil Whitebloom and Brianna Hendley break down exactly how to capitalize on the urgency of the season. Whether it's the holidays, the end of a fiscal period, or simply a compressed window to hit big goals, this conversation shows you how to turn pressure into profit.

You'll learn:

• Why compressed timelines force clarity and action
• How to approach existing clients during high-pressure periods to unlock immediate revenue
• What inventory, tax timing, and fiscal deadlines mean for your sales strategy
• How to clean up your pipeline so you're focusing on real, closable opportunities
• Why planning now impacts results 90 days from now
• How to set meetings for the new year before the rush hits
• The leadership moves that turn urgency into team motivation instead of holiday stress

Phil and Brianna share practical, real-world tactics for both sales professionals and business owners—including how to show up for your clients, guide them through their priorities, and help them close their year (or quarter) strong.

If you want to sell smarter, close faster, and make the most of the moments when buyers are ready to move, this episode will show you how to win when the clock is ticking.

Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon

Phil

In this episode of the Been There Sold That Podcast, hosts Brianna Hendley and Phil take a real, honest look at what work-life balance actually means — and why so many professionals struggle to achieve it. If you've ever felt stretched too thin, torn between responsibilities, or unsure how to prioritize what matters most, this conversation is for you. Brianna breaks down the power of setting boundaries, planning with intention, and knowing your "why" so you can create a life and business that support each other instead of competing for your energy. Phil shares relatable stories and practical insight on navigating expectations at home and at work, offering a perspective that feels both grounding and refreshingly real. You'll walk away with practical strategies, mindset shifts, and simple adjustments you can start using today to create more harmony, clarity, and control in your daily life. Tune in and take the next step toward designing a life — and business — that truly aligns with your values and vision.

• Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

  Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon

In this special episode of Been There Sold That, co-host Brianna Hendley flips the script and interviews her longtime partner — sales coach, author, and BeenThere Consulting founder Phil Whitebloom. Hear how Phil's career started the Monday after college, selling dictation machines in Milwaukee, and evolved into leading national sales teams, generating more than $1.5 billion in revenue, and coaching businesses to immediate results.

Phil shares the real-world lessons that shaped his philosophy on sales, leadership, and life — from brutal early training programs to the turning points that built his resilience and tactical mindset.

🎧 Listen now to uncover what drives one of America's most trusted sales coaches — and take away the insights that could change how you sell, lead, and succeed

Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon

sales coaching, sales leadership, Phil Whitebloom, Been There Sold That Podcast, Brianna Hendley, sales success stories, business growth strategies, sales training tips, career in sales, sales mindset, leadership development, how to close more deals, sales coach interview, entrepreneur success, sales journey, sales motivation podcast

Most businesses fight in crowded markets when the real money sits in overlooked niches. In this episode, Phil Whitebloom and Brianna Hendley show you how to spot under-served segments, validate demand, and turn them into consistent revenue. You will hear how Brianna leveraged a long career in the government sector to spin up a recruiting and consulting arm under her coaching company, why you should pressure test any new niche before jumping, and how to use AI to map targets, refine offers, and plan outreach. The conversation draws on Scott Belsky's The Messy Middle, focusing on practical moves you can make inside the real day-to-day grind.

You will learn: • How to define a micro-niche and check real demand • What to prepare before shifting focus so you do not dilute your core business • A simple process for turning networking and old contacts into first wins • How to use AI as a thinking partner for market research and execution

Grab the free worksheet "From Overlooked to Overbooked" at BeenThereSoldThat.com to apply the steps right away. Questions or topic requests are welcome. Connect with the hosts at BeenThereSoldThat.com.

Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon

Keywords: sales tips, business growth, overlooked niches, overbooked, Scott Belsky, messy middle, recruiting, government sector, business coaching, leadership coaching, AI, market research, business strategy, niche identification, consulting services.

In this episode of Been There, Sold That, hosts Phil Whitebloom and Brianna Hendley break down what real networking looks like in today's business world. Forget the awkward "What do you do?" introductions—this episode dives into how to turn every conversation into opportunity by being intentional, specific, and story-driven.

Phil and Brianna share practical strategies to:

• Identify who you should really be networking with
• Craft a 30-second story that gets attention and earns trust
• Set clear goals for each event (hint: seven appointments beat seven business cards)
• Avoid wasting time on "social visits" that don't lead to sales
• Differentiate yourself at live and virtual events with memorable, results-driven approaches

Whether you're an introvert, extrovert, or somewhere in between, this episode will show you how to make networking pay off—efficiently, effectively, and profitably.

Take Action:

Have a sales or communication challange you want feedback on? Visit beentheresoldthat.com to connect with Phil and Brianna.

Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon

#BusinessNetworking #BuildRelationships #NetworkingTips #EntrepreneurMindset #SalesCoaching #SmallBusinessGrowth #ProfessionalDevelopment #LeadershipPodcast #BusinessRelationships #NetworkingForSuccess

On Been There, Sold That, Phil Whitebloom and Brianna Hendley break down a simple truth that closes deals faster: match your prospect's psychological state. In this episode, they reveal how to open every meeting with clear expectations, ask the right discovery questions, and deliver proof at the right time so your demo lands and trust grows.

You'll hear a real story of a sale lost by over-questioning—and exactly how to fix it with active listening, expectation setting, and responsive communication.

What you'll learn in this episode:

• How to read the room and align with the buyer's mindset
• The one expectations question that prevents stalled meetings
• When to stop talking and show the proof
• Active listening tactics that move deals forward
• A simple checklist to keep every conversation on track

Take action: Have a sales or communication challenge you want feedback on? Visit beentheresoldthat.com to connect with Phil and Brianna.

Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon

Keywords: sales coaching, B2B sales, prospect psychology, expectation setting, active listening, sales demo, discovery questions, objection handling, trust building, pipeline management, Phil Whitebloom, Brianna Hendley, Been There Sold That Podcast

On Been There, Sold That, Phil Whitebloom and Brianna Hendley tackle a quiet profit killer in every business: high-conflict emails. Learn when to pick up the phone, how tone and punctuation change outcomes, and why the number of recipients matters. Phil shares a real miscommunication with a client and the simple fixes that prevent repeats. Brianna lays out foundational communication skills for professionals, plus practical NLP techniques to tailor messages to how people process information. Before you hit send, use this playbook to keep relationships strong and conversations productive.

What you'll learn in this episode:

• How to spot an email that will create conflict and switch to a call
• A quick pre-send checklist for tone, punctuation, and recipients
• Basic courtesies that lower friction and raise respect
• NLP tips to match communication styles and improve clarity
• How to review written messages to prevent costly misunderstandings

Take action: Have a draft you want feedback on or a tricky situation to discuss? Visit beentheresoldthat.com to connect with Phil and Brianna.

Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon

On Been There, Sold That, Phil Whitebloom and Brianna Hendley sit down with leadership and executive coach Andrew Oxley to connect leadership behaviors to real business outcomes. Andrew shares his path from engineering to leadership training, explains how to close the gap between perceived and actual performance, and unpacks his Four Faces of Frustration model: Red hard drivers, Green simmering frustration, Yellow optimistic, Blue worried. You will learn how to spot each type, adapt your communication, and lead a diverse, post-COVID workforce with clarity and confidence.

What you'll learn in this episode:

• How to align leadership development with measurable business results
• The Four Faces of Frustration and how to coach each type
• A practical way to close the perception vs. performance gap
• Questioning frameworks that reveal motivation and remove friction
• How to tailor communication for hybrid and multi-generational teams

Resources mentioned:

• Andrew's book: The Four Faces of Frustration
• More from Andrew: transformingresults.com
• Andrew's 3-day, 21-minute Leader Shift mini-program

📲 Learn More: Are you ready to break free from hesitation and gain momentum in your career or business? Visit BeenThereSoldThat.com to discover how Brianna and Phil can help you take your next steps with clarity and confidence.

Connect With Us: For more expert insights and resources, visit BeenThereSoldThat.com, where you can schedule discovery calls and engage with Phil and Brianna directly.

Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon

Keywords: leadership coaching, executive coaching, business results, performance gap, communication styles, employee engagement, leadership models, post COVID workforce, Four Faces of Frustration, Andrew Oxley, Phil Whitebloom, Brianna Hendley, Been There Sold That Podcast

Trust is the operating system of great leadership. In this Been There Sold That episode, Phil Whitebloom and Brianna Hendley get practical about how leaders create trust on purpose, set clear standards, and coach people to own results. You will hear real examples and simple frameworks you can use today to improve communication, build a healthy culture, and raise team performance without drama. We cover clarity in expectations, agreements that stick, high-impact questions that surface the real problem, psychological safety that invites truth, and accountability that feels fair. If you lead a team in sales, operations, or service, this conversation will help you strengthen relationships, reduce friction, and drive consistent results your customers can feel.

We would love to hear from you. Share your questions, wins, or future topics, and if you would like to learn how we could work with you to build a trust-driven team and increase revenue, visit BeenThereSoldThat.com, where you can schedule discovery calls and engage with Phil and Brianna directly.

Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon

Fear holds more business owners and sales professionals back than competition ever will. Too often, leaders cling to the known problem because it feels safer than risking the unknown solution. The truth? Doing nothing only makes things worse.

In this episode of Been There Sold That, Brianna Hendley and Phil Whitebloom break down how to recognize fear in your decision-making and transform it into forward momentum. You'll learn why inaction is the fastest path to failure, how to reframe fear into action, and proven strategies to create positive results in your business and sales process.

📲 Learn More: Are you ready to break free from hesitation and gain momentum in your career or business? Visit BeenThereSoldThat.com to discover how Brianna and Phil can help you take your next steps with clarity and confidence.

Connect With Us: For more expert insights and resources, visit BeenThereSoldThat.com, where you can schedule discovery calls and engage with Phil and Brianna directly.

Brianna Hendley, Founder of Achievant Coaching| [email protected] | www.achievantcoaching.com Phil Whitebloom, Founder of Been There Consulting Services | [email protected] | www.beentherecs.com

Phil's book - Handling Objections: Clues For Closing The Sale is available at Amazon