Outspoken with Shana Cosgrove

Hosted by Shana Cosgrove

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102

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May 2026

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About the show

On this show we'll talk about tech - software engineering, data science, artificial intelligence, machine learning - government contracting, the business of business, money, and what really drives us.

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May 18, 2026Episode 733 min

Still Here: The Fight Within with Erica Dobbs, CEO of Dobbs Defense Solutions

Send us Fan MailStill Here: The Fight Within with Erica Dobbs, CEO of Dobbs Defense SolutionsHost Shana Cosgrove interviews Erica Dobbs of Dobbs Defense Solutions on the Outspoken podcast about building a boutique cybersecurity, enterprise IT, and business intelligence firm based in Landover, Maryland that supports DevSecOps, T&E, AV/VTC, network/software/systems engineering, satellite, and emerging geospatial work. Dobbs describes the company’s certifications (Woman-Owned, HUBZone, 8(a), SDVOSB) and selectively disclosed credentials (CMMI, CMMC, ISO), explains HUBZone’s community impact, and notes primary DOD customers while pursuing commercial clients. She recounts a 36.5-year Navy career rising from undesignated seaman to O-5 via the Limited Duty Officer Program, roles at NCMS, Cyber Command, DISA, and carrier assignments, and how those experiences shaped her CEO leadership. Dobbs discusses relationship-driven cybersecurity, early business redlining and limited PPP funding, the importance of focus, favorite books, and the pride of changing employees’ lives.Quotes[3:13] "We're your unicorn. We're your company to come to for anything that you need to do because... we also have those unique certifications called Woman-Owned, Hubzone, 8(a), and SDVOSB." – Erica Dobbs[25:09] "The most rewarding memory that I had was... you're running around doing a lot of things, but what you're doing the most is you're changing lives." – Erica Dobbs[26:57] "I've gone from quotes to just one single word... The thing that I use to keep me going is the word focus." – Erica DobbsTimestamps[00:00] Welcome[01:58] Dobbs Defense Overview[02:55] Certifications And Strategy[05:47] Customers And Going Commercial[07:32] Erica Origins And Education[09:41] Joining The Navy[11:08] Bootcamp To Leadership[12:23] Rising Through The Ranks[14:16] Top Navy Roles And Lessons[16:51] Why Stay 36 Years[18:55] Choosing Entrepreneurship[22:50] Winning Through Value[24:26] Cybersecurity Is People[25:04] Leadership Moments[29:53] Competing With Yourself[30:34] Books Family And FarewellResourcesU.S. Navy Defense Information Security AgencyCyber CommandNaval Communications Security Material SystemsFlorida Institute of TechnologyMorris Brown CollegeWhoever Tells The Best Story WinsRelevant LinksErica Dobbs on LinkedInNyla Technology Solutions

May 11, 2026Episode 638 min

Still Here: The Relentless Incrementalist with Dan Folliard, Former Chief Digital and AI Officer at USSOCOM

Send us Fan MailStill Here: The Relentless Incrementalist with Dan Folliard, Former Chief Digital and AI Officer at USSOCOMHost Shana Cosgrove welcomes listeners to Outspoken and interviews Dan, whom she met at the NDIA Emerging Tech Conference, about accelerating adoption of AI and digital capabilities across defense through practical, solution-focused partnerships. Dan recounts 20 years in government service, including roles in the Secretary’s immediate office, helping stand up OSD’s Chief Digital and AI Officer organization, and serving as Chief Digital and AI Officer at SOCOM, where he focused on execution and translating technology value to senior and mid-tier leaders. They argue digital transformation is largely cultural, requires trustworthy data governance, and should prioritize collapsing slow decision cycles with probabilistic, timely answers. Dan advocates “relentless incrementalism,” greater IT investment, and treating data/AI as a strategic warfighting advantage, while also stressing public support, career frameworks, and maxims like being a “get stuff done” person.Quotes[5:03] "The distinction in my mind is, like you said, do we have a vector nationally? Do we have sort of that north star that we're all swimming towards? - Dan Folliard[7:43] "I left government service in December of 2024 and it followed a, a 20 year career, uh, civil service job uh, in DOD..." - Dan Folliard[22:54] "This is a source of war fighting advantage. You need to put it on par when you think about investment relative to your other sources of war fighting advantage in your capability portfolio." - Dan FolliardTimestamps[00:00] Welcome[01:51] Meeting Dan at NDIA[03:52] China vs US AI Race[07:32] Dan Career Background[12:01] Leading Digital Change[15:37] Culture Beats Tech[17:51] Data Governance Trust[21:00] Time Is The Enemy[21:59] Relentless Incrementalism[24:24] AI Across Warfare Spectrum[26:34] Handling Intense Personalities[28:19] Learning From Mess Ups[31:14] Career Frameworks And Maxims[36:28] Life In North Carolina[37:37] Final Takeaways And WrapResourcesNDIA Emerging ConferenceUnited States Special Operations CommandDepartment of WarThe FlywheelThe Better Angels of Our NatureUNC Chapel HillRelevant LinksDan Folliard on LinkedInNyla Technology Solutions

May 4, 2026Episode 528 min

Still Here: Beyond the Uniform with Mary O’Brien, CEO of Mary O'Brien Strategies

Send us Fan MailStill Here: Beyond the Uniform with Mary O’Brien, CEO of Mary O'Brien StrategiesHost Shana Cosgrove interviews retired three-star General Mary O’Brien on Outspoken, discussing empowerment and innovation across organizations, illustrated by O’Brien’s “smart majors” story where junior officers combined existing government capabilities to solve complex problems. O’Brien recounts 38 years in uniform (34 active duty plus the Air Force Academy), why she applied to the Academy (interest in the space shuttle and college affordability), and how a STEM background in intelligence led into cybersecurity as technology, data, classified networks, and adversary threats evolved. She shares how she managed cyber safety at home, reflects on parenting during separations due to dual military careers, and advises defining your own “normal” rather than comparing to others. O’Brien describes an exciting retirement transition, recommends Ethan Mollick’s “Co-Intelligence,” and notes she has six grandchildren and supports the Cyber Guild’s workforce mission.Quotes[15:26] "I do. I, you know, I love a challenging problem and I used to experiment with technology at home." - Mary O’Brien[16:54] "What I found is we ended up having our own little cyber wars at home as my kids learned, especially my son, about VPNs to get around." - Mary O’Brien[20:33] "My advice is, you know, what you decide is best for you, is your normal. And that There's nothing to be gained by trying to compare yourself or allow other people who have made different choices to pass judgment on your choices." - Mary O’BrienTimestamps[00:00] Welcome to Outspoken[02:00] Meet Mary O’Brien[03:28] Smart Majors Story[05:06] 38 Years in Uniform[05:41] Why Air Force Academy[09:55] Academy Life Lessons[11:32] Into Cyber Intelligence[15:26] Home Cyber Parenting[17:58] Career and Family Normal[20:59] Social Media and AI Fakes[22:43] Retirement Transition[25:57] AI Book Recommendation[27:41] Cyber Guild Plug[28:11] Closing and ThanksResourcesPurdue UniversityAir Force AcademyCo-Intelligence: Living and Working with AIThe Cyber GuildRelevant LinksMary O’Brien on LinkedInNyla Technology Solutions

April 27, 2026Episode 442 min

Still Here: Make Yourself Valuable with Ross O'Rourke, CEO of Crimson Phoenix

Send us Fan MailStill Here: Make Yourself Valuable with Ross O’Rourke, CEO of Crimson PhoenixHost Shana Cosgrove interviews Ross O’Rourke, CEO of Crimson Phoenix, on the critical topics of recruiting cleared engineers and driving authenticity in the competitive world of government contracting technology businesses. Ross shares his powerful journey: from an underprivileged Ohio upbringing and service as a Marine infantryman to founding iC-1 and scaling it to nearly 250 employees specializing in full-scope polygraph engineers. Discover his candid strategies for recruiter evaluation, metrics, and quick performance decisions. Ross also details the challenges and lessons learned from building and selling an in-house SaaS startup (Agile ATS) to ClearanceJobs, and offers non-negotiable leadership advice on building disciplined routines, visualizing goals, and balancing high-level travel with family prioritiesQuotes[04:08] "You just gotta be yourself and some people are gonna hate your flavor and some people are gonna love your flavor, but at the end of the day, you get to be authentic.." - Ross O’Rourke[23:55] "Recruiting is frankly a numbers game. It really is a numbers game like. It comes down to how many people you can connect with on a daily basis." - Ross O’Rourke[34:38] "You have to set your plan based upon principles. Principles are greater than feelings. Feelings will deceive you.." - Ross O’RourkeTimestamps[00:00] Welcome[03:54] Authenticity Builds Trust[06:32] From Ohio to Marines[10:12] Success Mindset and Sacrifice[15:53] Leap to Entrepreneurship[20:34] Building Agile ATS System[22:49] Traits of Great Recruiters[24:22] Interview Tests and Hiring Fast[25:45] Firing with Radical Candor[30:04] GovCon Talent and Standards[36:33] Family and Time Management[38:53] Office Items and Deal Toys[41:36] Closing Thanks and OutroResourcesStrayer University: Acquisitions MajorAmerican PsychoThe Pursuit of HappynessThink and Grow RichRich Dad, Poor Dad21 Irrefutable Laws of LeadershipAgileATSGodspeed CapitalRelevant LinksRoss O’Rourke on LinkedInCrimson PhoenixNyla Technology SolutionsI'd love to hear from you -- your feedback is important to me and I read all of it. If you enjoyed the podcast, I hope you'll give us 5 stars. I'll be sure to thank you via email. If not, let me know what you think we should do differently. Don't forget to hit "subscribe" so you'll receive notifications about guest interviews and other topics that drop every Tuesday.Live well, Shana

April 20, 2026Episode 343 min

Still Here: Breaking into the Clear World with Lindy Kyzer, VP of Content and Market Engagement at Clearance Jobs

Send us Fan MailStill Here: Breaking into the Cleared World with Lindy Kyzer, VP of Content and Market Engagement at Clearance JobsIn this episode of Outspoken Podcast, Host Shana Cosgrove interviews Lindy Kyzer, a ClearanceJobs leader based in Omaha, Nebraska about security-clearance careers, recruiting market shifts, and building opportunity through networking and referrals. Lindy describes hosting ClearedCast and Federal News Network’s “Security Clearance and Security,” explains common clearance questions and misinformation (especially on Reddit), and plugs ClearanceJobs.com, a compensation survey, and her book and audiobook on the clearance process. She recounts how 9/11 and a ninth-grade trip to DC led to George Washington University, an Army internship, and Pentagon work before joining ClearanceJobs after being recruited via Twitter. As a solo parent of four, she shares travel and parenting strategies, emphasizes giving kids responsibility, and discusses authenticity in a male-dominated industry, advising competence, showing up, and not overworking for the same pay. The conversation also touches on clearance reform, reciprocity challenges across IC agencies, and Omaha highlights like the zoo and steakhouses.Quotes[19.39] "This is what I have is single parenting, solo parenting for kids... my kids are gonna have a strong female role model, whatever that looks like to say Hey, we just had to get things done. We're just making it every day and one day at a time." - Lindy Kyzer[30.49] "The networking piece of it is huge. Nobody wants to be sitting applying for jobs all the time. You have to do both." - Lindy Kyzer[39.58] "...build the job that you think you should be doing. Either your current employer will recognize that, or that's when you know you can pivot and find your next one." - Lindy KyzerTimestamps[00:00] Welcome to Outspoken[02:06] Clearance Podcast Breakdown[03:01] Recruiting Market Shifts[03:34] Omaha Roots and 9/11[04:51] Falling for Washington DC[09:00] Joining ClearanceJobs via Twitter[13:20] Writing the Clearance Book[14:45] Moving Home for Support[17:21] Solo Parenting and Responsibility[20:58] Authenticity at Work[26:22] Clearance Job Search Tips[36:17] Tenacity and Flexibility[40:16] Omaha Surprises and Food[42:28] Final Thanks and WrapResourcesClearedCast PodcastFederal News Network Podcast: Security Clearance InsecurityLindy Kyzer and Brian Drake PodcastClearanceJobsTrust Me: A Guide to SecretsRelevant LinksLindy Kyzer on LinkedInClearanceJobsNyla Technology SolutionsI'd love to hear from you -- your feedback is important to me and I read all of it. If you enjoyed the podcast, I hope you'll give us 5 stars. I'll be sure to thank you via email. If not, let me know what you think we should do differently. Don't forget to hit "subscribe" so you'll receive notifications about guest interviews and other topics that drop every Tuesday.Live well, Shana

April 13, 2026Episode 230 min

Still Here: The Power of a Wish with Lesli Creedon, CEO of Make-A-Wish Mid-Atlantic

Send us Fan MailStill Here: The Power of a Wish with Lesli Creedon, CEO of Make-A-Wish Mid-AtlanticIn this episode of the Outspoken podcast, host Shana Cosgrove delves into the Make-A-Wish Foundation with Lesli Creedon, CEO of Make-A-Wish Mid-Atlantic. They discuss the profound impact of granting wishes to children with critical illnesses, sharing personal stories and highlighting how these wishes bring hope, resilience, and joy to the kids and their families. The conversation also explores the complexities and challenges of leadership, the power of community support, and various ways individuals and businesses can contribute to making a difference. Additionally, Creedon discusses her personal journey, including her involvement with Make-A-Wish as a 'Wish Mom' when her son was diagnosed with leukemia. The episode is a heartfelt tribute to the life-changing work of Make-A-Wish and an encouragement for listeners to support this impactful cause.Quotes[02:49] “It has taken me a while to realize that I can say to them. I don't know. I don't know the answer, but we're all gonna figure it out together.” - Lesli Creedon[05:31] “Life isn't a flat line, so you know, when you're really struggling at home or have a health issue or a child with a health issue, work unfortunately has to take a back seat.” - Lesli Creedon[12:04] “...the ripple effects of the wish and the good vibes, for lack of a better word, that it gives to our staff, our volunteers, the doctors and nurses who treat these children, our donors who get to see the impact of their contributions. That ripple effect is really powerful.” - Lesli CreedonTimestamps[00:00] Introduction to Outspoken[00:42] Sponsorship and Guest Introduction[01:35] Challenges of Leadership[03:19] Insights from Vistage[06:02] The Impact of Make-A-Wish[06:54] Personal Story: Becoming a Wish Mom[14:03] Types of Wishes and Their Impact[19:17] Fundraising and Community Support[22:32] Personal Reflections and ClosingResourcesMake-a-Wish Mid-AtlanticVistageVolunteer at Make-A-WishEvents at Make-A-Wish Mid-AtlanticDonate to Make-A-WishEmail Lesli CreedonDestiny of the RepublicUnreasonable HospitalityRelevant LinksLesli Creedon on LinkedInMake-a-Wish Mid-AtlanticNyla Technology SolutionsI'd love to hear from you -- your feedback is important to me and I read all of it. If you enjoyed the podcast, I hope you'll give us 5 stars. I'll be sure to thank you via email. If not, let me know what you think we should do differently. Don't forget to hit "subscribe" so you'll receive notifications about guest interviews and other topics that drop every Tuesday.Live well, Shana

April 6, 2026Episode 11 hr 0 min

Still Here: Be Unruly with Lauren Wittenberg Weiner, Founder and Former CEO of Wittenberg Weiner Consulting

Send us Fan MailStill Here: Be Unruly with Lauren Wittenberg Weiner, Founder and Former CEO of Wittenberg Weiner ConsultingIn this episode of the Outspoken podcast, Host Shana Cosgrove interviews Lauren Wittenberg Weiner about her book Unruly and her journey building a government contracting firm that grew organically from overseas consulting work into a $100M annual-revenue company, including winning a $200M contract after months of protests, and later selling the business after 18 years. Lauren credits her willingness to take on unfamiliar work by leveraging experts, trusting her gut over outside pressure to scale, focusing on customer service and ethics rather than metrics, and leading through relationships, transparency, and “don’t be an asshole” leadership with candid feedback. She discusses non-transactional relationships, finding an unconditionally supportive and moral “village,” mentors’ guidance that “success is new problems,” balancing family priorities, outsourcing to buy time, therapy’s value, and practical GovCon growth advice: define a distinguisher, align need/funding/vehicle, and persevere past obstacles.Quotes[08.28] "The one thing I think I did probably better than anything else, was to trust my own gut in what we did, and what was comfortable for us, and what was right for us." - Lauren Wittenberg Weiner[21:13] "When you are non-transactional, when you don't keep score, that's where the deep relationships I think come." - Lauren Wittenberg Weiner[38.20] "You've gotta find what your distinguisher is and it cannot be... you're a small business and it cannot be... you're cheaper than everyone else 'cause that's a race to the bottom.” - Lauren Wittenberg WeinerTimestamps[00:00] Introduction to Outspoken[00:52] Sponsorship[01:23] Meet Lauren Weiner[02:28] Starting Overseas[03:56] Organic Early Growth[07:29] Scaling and Gut Trust[10:30] The $200M Win[14:52] Leadership Not Metrics[18:22] Kind-Hard Feedback[22:53] Non Transactional Bonds[25:16] Building Your Village[29:41] Success Means New Problems[30:59] Knowing When To Sell[33:48] Life After The Exit[35:08] Writing Unruly[37:44] Three Growth Lessons[50:24] Work Life Equilibrium[54:16] Therapy And Coaching[58:28] Almost Joined The Circus[59:34] ClosingResourcesWWC GlobalTools of TitanUnrulyGive and TakeThe Psychology of MoneyRelevant LinksLauren Wittenberg Weiner on LinkedInWWC GlobalNyla Technology SolutionsI'd love to hear from you -- your feedback is important to me and I read all of it. If you enjoyed the podcast, I hope you'll give us 5 stars. I'll be sure to thank you via email. If not, let me know what you think we should do differently. Don't forget to hit "subscribe" so you'll receive notifications about guest interviews and other topics that drop every Tuesday.Live well, Shana

August 27, 2024Episode 952 min

A Little Bit Louder Now: Capt. Lindsay Dady, Cyber Operations Officer at the United States Air Force.

Send us Fan MailCyber Defense, Mental Health, and HopeIn this episode of The Outspoken Podcast, host Shana Cosgrove talks to Capt. Lindsay Dady, Cyber Operations Officer at the United States Air Force working at US Cyber Command. Lindsay shares her journey from studying mechanical engineering at Georgia Tech to becoming a cyber operations officer. She discusses the challenges of her undergraduate years, her experience in ROTC, and how she unexpectedly ended up in cyber. Lindsay provides insights into the world of cyber warfare, the importance of defensive thinking, and the realities of working in classified environments. She also opens up about her experiences with burnout, the importance of mental health, and finding balance in high-stress situations. Lindsay reflects on her proudest career moments and shares her personal mantra for navigating military bureaucracy.The views expressed by Lindsay on this episode are hers as the author and don’t reflect the official policy or position of The United States Air Force, United States Cyber Command, Department of Defense, or The United States Government.QUOTES"My favorite part is that I don't know what I'm going to walk into that day. It can also be like the negative part, like I have no idea what I'm going to walk into today, but that every day is a surprise. [...] I don’t know what I’m going to walk into each day as part of the fun." - Lindsay Dady [39:02]“You both need to somehow balance being assertive but not too assertive because then you're just being bossy. You want to be in touch with your emotions, but you can't be emotional. “Why are you crying at that? You shouldn't cry at that” But then they'll also reverse like “well, why aren't you crying when this happens? Like shouldn't you care?” What do you want from me? Do you want me to do everything?” - Lindsay Dady [47:57]"Where there's a will, there's a waiver." - Lindsay Dady [50:34]TIMESTAMPS[01:34] Meet Capt. Lindsay Dady[05:24] Studying Mechanical Engineering at Georgia Tech[09:05] The Challenges of Engineering School[18:17] Lindsay’s Determination[21:37] Current Role as a Cyber Operations Officer[29:44] Career Path in Cyber Operations[34:25] Thoughts on a Potential Future Cyber Force[40:36] Proudest Career Moments[44:35] Dealing with Mental Health and Burnout[48:21] Book Recommendations[49:18] Lindsay’s Surprising Fact[50:36] Personal Mantra[51:55] OutroRELEVANT LINKSCapt. Lindsay Dady on LinkedInNyla Technology SolutionsI'd love to hear from you -- your feedback is important to me and I read all of it. If you enjoyed the podcast, I hope you'll give us 5 stars. I'll be sure to thank you via email. If not, let me know what you think we should do differently. Don't forget to hit "subscribe" so you'll receive notifications about guest interviews and other topics that drop every Tuesday.Live well, Shana

August 13, 2024Episode 2020 min

Anne Arundel Community College Talk, Part 3: Audience Q&A

Send us Fan MailIn this episode of Shana’s Soapbox, Shana speaks at Anne Arundel Community College’s Women in STEM event. As the keynote speaker, Shana discusses the journey that took her from an interest in computer science to founding Nyla Technology Solutions. She offers advice to students: go deep technically, embrace the difficult times, and be brave. Finally, Shana answers questions from the audience.Here now is the third part of Shana’s keynote talk, in which she answers questions from the audience.TIMESTAMPS[01:04] What was Shana’s First Computer[01:20] How Should Students Develop Soft Skills[03:15] The Effect of Early Career Experiences on Forming Nyla[05:46] How Healthcare Professionals can Attain and Utilize Data Science[08:49] Combating Negative Bias of Women in STEM and Positions of Power[13:11] Combining Family Life With Career Aspirations[15:33] Applying for Jobs and Knowing Your Worth

August 6, 2024Episode 1913 min

Anne Arundel Community College Talk, Part 2: Student Advice

Send us Fan MailIn this episode of Shana’s Soapbox, Shana speaks at Anne Arundel Community College’s Women in STEM event. As the keynote speaker, Shana discusses the journey that took her from an interest in computer science to founding Nyla Technology Solutions. She offers advice to students: go deep technically, embrace the difficult times, and be brave. Finally, Shana answers questions from the audience.Here now is the second part of Shana’s keynote talk, advice for students and young professionals navigating the ever-evolving world of STEM.TIMESTAMPS[01:00] Go Deep Technically[05:45] The Obstacle is the Way[09:35] Move Forward Despite the Fear